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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (8) Show 9 proteins XML

enzymes (1)transporters (8) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:05 UTC

HMDB ID

HMDB0000659

Secondary Accession Numbers

HMDB00659

Metabolite Identification

Common Name

Deoxycholic acid disulfate

Description

Deoxycholic acid disulfate, also known as deoxycholate disulphate, belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid. Deoxycholic acid disulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

Deoxycholic acid disulfate.mol
  Mrv1652305231919102D          

 40 43  0  0  0  0            999 V2000
   -2.4565   -2.0378    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4565   -1.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -0.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -2.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276   -2.0378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3131   -2.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014   -2.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014   -1.2128    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1158   -0.8003    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9005   -1.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854   -0.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005    0.2796    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1554    1.0643    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9702    1.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2659    1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0807    2.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034    1.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158    0.0247    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1158    0.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014    0.4372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3131    0.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131   -0.8003    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0276   -1.2128    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0276   -0.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3764    2.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5999    1.4514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014    1.2622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131    1.6747    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994    2.3892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7256    0.9602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276    2.0872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1710   -2.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8855   -2.0378    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -1.3233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980   -2.7523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5999   -1.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276   -2.8628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131   -1.6253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014   -0.3878    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158   -1.6253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  6  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  1  0  0  0
 16 25  2  0  0  0  0
 16 26  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 27 28  1  0  0  0  0
 20 27  1  6  0  0  0
 33 34  2  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 32 33  1  0  0  0  0
  1 32  1  6  0  0  0
  5 37  1  1  0  0  0
 22 38  1  6  0  0  0
  8 39  1  1  0  0  0
  9 40  1  6  0  0  0
M  END

HMDB0000659
     RDKit          3D
Deoxycholic acid disulfate
 76 79  0  0  0  0  0  0  0  0999 V2000
   -4.6645    1.5921    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3422    0.1787   -0.1465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3661   -0.7085    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5763   -0.6306    1.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0199    0.6398    2.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226    1.4105    3.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3585    1.0622    2.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.2983    0.1971 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0351   -1.8107   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320   -2.1811   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8780   -1.0427   -0.0710 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4857   -0.7791   -0.5064 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3600   -2.0111   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424   -1.6227   -0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0222   -0.1715   -0.8427 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5223    0.0070   -0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2399   -0.3924    0.3151 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7811   -1.6674    0.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4408   -1.5688    0.2580 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.0794   -2.5233   -0.7284 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8955   -1.9861    1.6255 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9750   -0.0016   -0.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3748   -0.3866    1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2484    0.5737    1.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189    0.6187    0.2906 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4608    2.0837   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451    0.1629    0.5787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0010    1.1701    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0220    1.3070   -0.2895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6413    2.5035   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1908    3.6530   -1.2691 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.2021    4.5896   -0.6367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3684    4.3668   -1.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862    2.8777   -2.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8138    0.1009   -0.5471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0514   -0.0211   -2.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1324    2.1521    0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6599    2.1529   -0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7588    1.6651    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4580   -0.0278   -1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1839   -1.8018    0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3568   -0.4632    0.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -1.0509    2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4171   -1.3638    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0176    0.5870    1.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -0.2794    1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972   -2.4043    0.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -2.0022   -1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -3.1740   -0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5572   -2.3310   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9910   -1.0393    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751   -0.3388   -1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3256   -2.3613    0.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964   -2.7896   -1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4759   -2.2658   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8089   -1.9564   -1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002    0.2796   -1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8342    0.9860   -1.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8451   -0.7284   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0787    0.3207    0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1224    0.0810   -0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491   -0.1088    2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0051   -1.4090    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664    1.5794    1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5985    0.2972    2.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2599    2.7846    0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429    2.2841   -0.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9043    2.2450   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0948   -0.5109    1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3624    2.1883    1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334    0.9110    1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456    1.4382   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3198    3.4404   -2.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1478   -0.3163   -2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507   -0.7029   -2.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846    0.9999   -2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  2  0
 31 34  1  0
 29 35  1  0
 35 36  1  6
 35  8  1  0
 35 11  1  0
 27 12  1  0
 25 15  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  6
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  6
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  6
 16 58  1  0
 16 59  1  0
 17 60  1  1
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  1
 28 70  1  0
 28 71  1  0
 29 72  1  6
 34 73  1  0
 36 74  1  0
 36 75  1  0
 36 76  1  0
M  END

Deoxycholic acid disulfate.mol
  Mrv1652305231919102D          

 40 43  0  0  0  0            999 V2000
   -2.4565   -2.0378    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4565   -1.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -0.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -2.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276   -2.0378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3131   -2.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014   -2.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014   -1.2128    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1158   -0.8003    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9005   -1.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854   -0.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005    0.2796    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1554    1.0643    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9702    1.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2659    1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0807    2.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034    1.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158    0.0247    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1158    0.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014    0.4372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3131    0.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131   -0.8003    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0276   -1.2128    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0276   -0.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3764    2.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5999    1.4514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014    1.2622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131    1.6747    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994    2.3892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7256    0.9602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276    2.0872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1710   -2.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8855   -2.0378    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -1.3233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980   -2.7523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5999   -1.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276   -2.8628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131   -1.6253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014   -0.3878    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158   -1.6253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  6  0  0  0
 12 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  1  0  0  0
 16 25  2  0  0  0  0
 16 26  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 27 28  1  0  0  0  0
 20 27  1  6  0  0  0
 33 34  2  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 32 33  1  0  0  0  0
  1 32  1  6  0  0  0
  5 37  1  1  0  0  0
 22 38  1  6  0  0  0
  8 39  1  1  0  0  0
  9 40  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000659

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@H](C[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](CC[C@]12C)OS(O)(=O)=O)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O10S2/c1-14(4-9-22(25)26)18-7-8-19-17-6-5-15-12-16(33-35(27,28)29)10-11-23(15,2)20(17)13-21(24(18,19)3)34-36(30,31)32/h14-21H,4-13H2,1-3H3,(H,25,26)(H,27,28,29)(H,30,31,32)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1

> <INCHI_KEY>
BYHNMIVTBIJJFZ-LLQZFEROSA-N

> <FORMULA>
C24H40O10S2

> <MOLECULAR_WEIGHT>
552.698

> <EXACT_MASS>
552.20628888

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
57.326629798755576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-2,15-dimethyl-5,16-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
-0.74

> <JCHEM_LOGP>
3.901230789666668

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
-1.0202870350743503

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.6515220233059642

> <JCHEM_POLAR_SURFACE_AREA>
164.5

> <JCHEM_REFRACTIVITY>
129.18039999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-2,15-dimethyl-5,16-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000659
     RDKit          3D
Deoxycholic acid disulfate
 76 79  0  0  0  0  0  0  0  0999 V2000
   -4.6645    1.5921    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3422    0.1787   -0.1465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3661   -0.7085    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5763   -0.6306    1.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0199    0.6398    2.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226    1.4105    3.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3585    1.0622    2.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.2983    0.1971 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0351   -1.8107   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320   -2.1811   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8780   -1.0427   -0.0710 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4857   -0.7791   -0.5064 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3600   -2.0111   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424   -1.6227   -0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0222   -0.1715   -0.8427 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5223    0.0070   -0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2399   -0.3924    0.3151 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7811   -1.6674    0.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4408   -1.5688    0.2580 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.0794   -2.5233   -0.7284 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8955   -1.9861    1.6255 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9750   -0.0016   -0.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3748   -0.3866    1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2484    0.5737    1.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189    0.6187    0.2906 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4608    2.0837   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451    0.1629    0.5787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0010    1.1701    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0220    1.3070   -0.2895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6413    2.5035   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1908    3.6530   -1.2691 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.2021    4.5896   -0.6367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3684    4.3668   -1.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862    2.8777   -2.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8138    0.1009   -0.5471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0514   -0.0211   -2.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1324    2.1521    0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6599    2.1529   -0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7588    1.6651    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4580   -0.0278   -1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1839   -1.8018    0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3568   -0.4632    0.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -1.0509    2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4171   -1.3638    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0176    0.5870    1.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -0.2794    1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972   -2.4043    0.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -2.0022   -1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -3.1740   -0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5572   -2.3310   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9910   -1.0393    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751   -0.3388   -1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3256   -2.3613    0.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964   -2.7896   -1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4759   -2.2658   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8089   -1.9564   -1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002    0.2796   -1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8342    0.9860   -1.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8451   -0.7284   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0787    0.3207    0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1224    0.0810   -0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491   -0.1088    2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0051   -1.4090    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664    1.5794    1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5985    0.2972    2.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2599    2.7846    0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429    2.2841   -0.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9043    2.2450   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0948   -0.5109    1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3624    2.1883    1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334    0.9110    1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456    1.4382   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3198    3.4404   -2.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1478   -0.3163   -2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507   -0.7029   -2.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846    0.9999   -2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  2  0
 31 34  1  0
 29 35  1  0
 35 36  1  6
 35  8  1  0
 35 11  1  0
 27 12  1  0
 25 15  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  6
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  6
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  6
 16 58  1  0
 16 59  1  0
 17 60  1  1
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  1
 28 70  1  0
 28 71  1  0
 29 72  1  6
 34 73  1  0
 36 74  1  0
 36 75  1  0
 36 76  1  0
M  END

HEADER    PROTEIN                                 23-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Deoxycholic acid disulfate.mol                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAY-19         0                                  
HETATM    1  C   UNK     0      -4.585  -3.804   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.585  -2.264   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.252  -1.494   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.252  -4.574   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.918  -3.804   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.584  -4.574   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.749  -3.804   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.749  -2.264   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.083  -1.494   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.548  -1.970   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.453  -0.724   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.548   0.522   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.023   1.987   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.544   2.227   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.096   3.665   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.617   3.906   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.993   3.131   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.083   0.046   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.083   1.586   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.749   0.816   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.584   0.046   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.584  -1.494   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.918  -2.264   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.918  -0.724   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.169   5.344   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.586   2.709   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.749   2.356   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0      -0.584   3.126   0.000  0.00  0.00           S+0
HETATM   29  O   UNK     0       0.186   4.460   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.354   1.792   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.918   3.896   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -5.919  -4.574   0.000  0.00  0.00           O+0
HETATM   33  S   UNK     0      -7.253  -3.804   0.000  0.00  0.00           S+0
HETATM   34  O   UNK     0      -6.483  -2.470   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -8.023  -5.138   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -8.586  -3.034   0.000  0.00  0.00           O+0
HETATM   37  H   UNK     0      -1.918  -5.344   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.584  -3.034   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.749  -0.724   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.083  -3.034   0.000  0.00  0.00           H+0
CONECT    1    2    4   32                                                  
CONECT    2    1    3                                                       
CONECT    3    2   23                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   23   37                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   22   39                                             
CONECT    9    8   10   18   40                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   25   26                                                  
CONECT   17   13                                                            
CONECT   18   12    9   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21    8   23   38                                             
CONECT   23   22    3    5   24                                             
CONECT   24   23                                                            
CONECT   25   16                                                            
CONECT   26   16                                                            
CONECT   27   28   20                                                       
CONECT   28   29   30   31   27                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   33    1                                                       
CONECT   33   34   35   36   32                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37    5                                                            
CONECT   38   22                                                            
CONECT   39    8                                                            
CONECT   40    9                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

COMPND    HMDB0000659
HETATM    1  C1  UNL     1      -4.665   1.592   0.051  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.342   0.179  -0.146  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.366  -0.709   0.494  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.576  -0.631   1.945  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.020   0.640   2.526  1.00  0.00           C  
HETATM    6  O1  UNL     1      -5.223   1.411   3.110  1.00  0.00           O  
HETATM    7  O2  UNL     1      -7.359   1.062   2.461  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.984  -0.298   0.197  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.035  -1.811  -0.141  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.632  -2.181  -0.588  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.878  -1.043  -0.071  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.486  -0.779  -0.506  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.360  -2.011  -0.417  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.742  -1.623  -0.868  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.022  -0.171  -0.843  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.522   0.007  -0.949  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.240  -0.392   0.315  1.00  0.00           C  
HETATM   18  O3  UNL     1       5.781  -1.667   0.199  1.00  0.00           O  
HETATM   19  S1  UNL     1       7.441  -1.569   0.258  1.00  0.00           S  
HETATM   20  O4  UNL     1       8.079  -2.523  -0.728  1.00  0.00           O  
HETATM   21  O5  UNL     1       7.895  -1.986   1.625  1.00  0.00           O  
HETATM   22  O6  UNL     1       7.975  -0.002  -0.016  1.00  0.00           O  
HETATM   23  C16 UNL     1       4.375  -0.387   1.532  1.00  0.00           C  
HETATM   24  C17 UNL     1       3.248   0.574   1.541  1.00  0.00           C  
HETATM   25  C18 UNL     1       2.419   0.619   0.291  1.00  0.00           C  
HETATM   26  C19 UNL     1       2.461   2.084  -0.184  1.00  0.00           C  
HETATM   27  C20 UNL     1       1.045   0.163   0.579  1.00  0.00           C  
HETATM   28  C21 UNL     1      -0.001   1.170   0.850  1.00  0.00           C  
HETATM   29  C22 UNL     1      -1.022   1.307  -0.289  1.00  0.00           C  
HETATM   30  O7  UNL     1      -1.641   2.504  -0.133  1.00  0.00           O  
HETATM   31  S2  UNL     1      -1.191   3.653  -1.269  1.00  0.00           S  
HETATM   32  O8  UNL     1      -0.202   4.590  -0.637  1.00  0.00           O  
HETATM   33  O9  UNL     1      -2.368   4.367  -1.835  1.00  0.00           O  
HETATM   34  O10 UNL     1      -0.386   2.878  -2.533  1.00  0.00           O  
HETATM   35  C23 UNL     1      -1.814   0.101  -0.547  1.00  0.00           C  
HETATM   36  C24 UNL     1      -2.051  -0.021  -2.046  1.00  0.00           C  
HETATM   37  H1  UNL     1      -4.132   2.152   0.815  1.00  0.00           H  
HETATM   38  H2  UNL     1      -4.660   2.153  -0.944  1.00  0.00           H  
HETATM   39  H3  UNL     1      -5.759   1.665   0.323  1.00  0.00           H  
HETATM   40  H4  UNL     1      -4.458  -0.028  -1.264  1.00  0.00           H  
HETATM   41  H5  UNL     1      -5.184  -1.802   0.251  1.00  0.00           H  
HETATM   42  H6  UNL     1      -6.357  -0.463   0.001  1.00  0.00           H  
HETATM   43  H7  UNL     1      -4.734  -1.051   2.553  1.00  0.00           H  
HETATM   44  H8  UNL     1      -6.417  -1.364   2.179  1.00  0.00           H  
HETATM   45  H9  UNL     1      -8.018   0.587   1.858  1.00  0.00           H  
HETATM   46  H10 UNL     1      -2.768  -0.279   1.297  1.00  0.00           H  
HETATM   47  H11 UNL     1      -3.297  -2.404   0.731  1.00  0.00           H  
HETATM   48  H12 UNL     1      -3.677  -2.002  -1.025  1.00  0.00           H  
HETATM   49  H13 UNL     1      -1.331  -3.174  -0.151  1.00  0.00           H  
HETATM   50  H14 UNL     1      -1.557  -2.331  -1.687  1.00  0.00           H  
HETATM   51  H15 UNL     1      -0.991  -1.039   1.054  1.00  0.00           H  
HETATM   52  H16 UNL     1       0.575  -0.339  -1.506  1.00  0.00           H  
HETATM   53  H17 UNL     1       1.326  -2.361   0.623  1.00  0.00           H  
HETATM   54  H18 UNL     1       0.896  -2.790  -1.055  1.00  0.00           H  
HETATM   55  H19 UNL     1       3.476  -2.266  -0.347  1.00  0.00           H  
HETATM   56  H20 UNL     1       2.809  -1.956  -1.948  1.00  0.00           H  
HETATM   57  H21 UNL     1       2.600   0.280  -1.787  1.00  0.00           H  
HETATM   58  H22 UNL     1       4.834   0.986  -1.327  1.00  0.00           H  
HETATM   59  H23 UNL     1       4.845  -0.728  -1.745  1.00  0.00           H  
HETATM   60  H24 UNL     1       6.079   0.321   0.439  1.00  0.00           H  
HETATM   61  H25 UNL     1       8.122   0.081  -0.996  1.00  0.00           H  
HETATM   62  H26 UNL     1       5.049  -0.109   2.397  1.00  0.00           H  
HETATM   63  H27 UNL     1       4.005  -1.409   1.824  1.00  0.00           H  
HETATM   64  H28 UNL     1       3.666   1.579   1.840  1.00  0.00           H  
HETATM   65  H29 UNL     1       2.598   0.297   2.424  1.00  0.00           H  
HETATM   66  H30 UNL     1       2.260   2.785   0.641  1.00  0.00           H  
HETATM   67  H31 UNL     1       3.543   2.284  -0.448  1.00  0.00           H  
HETATM   68  H32 UNL     1       1.904   2.245  -1.102  1.00  0.00           H  
HETATM   69  H33 UNL     1       1.095  -0.511   1.489  1.00  0.00           H  
HETATM   70  H34 UNL     1       0.362   2.188   1.044  1.00  0.00           H  
HETATM   71  H35 UNL     1      -0.633   0.911   1.751  1.00  0.00           H  
HETATM   72  H36 UNL     1      -0.346   1.438  -1.194  1.00  0.00           H  
HETATM   73  H37 UNL     1       0.320   3.440  -2.929  1.00  0.00           H  
HETATM   74  H38 UNL     1      -1.148  -0.316  -2.598  1.00  0.00           H  
HETATM   75  H39 UNL     1      -2.851  -0.703  -2.316  1.00  0.00           H  
HETATM   76  H40 UNL     1      -2.385   1.000  -2.391  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3    8   40
CONECT    3    4   41   42
CONECT    4    5   43   44
CONECT    5    6    6    7
CONECT    7   45
CONECT    8    9   35   46
CONECT    9   10   47   48
CONECT   10   11   49   50
CONECT   11   12   35   51
CONECT   12   13   27   52
CONECT   13   14   53   54
CONECT   14   15   55   56
CONECT   15   16   25   57
CONECT   16   17   58   59
CONECT   17   18   23   60
CONECT   18   19
CONECT   19   20   20   21   21
CONECT   19   22
CONECT   22   61
CONECT   23   24   62   63
CONECT   24   25   64   65
CONECT   25   26   27
CONECT   26   66   67   68
CONECT   27   28   69
CONECT   28   29   70   71
CONECT   29   30   35   72
CONECT   30   31
CONECT   31   32   32   33   33
CONECT   31   34
CONECT   34   73
CONECT   35   36
CONECT   36   74   75   76
END

HMDB0000659
     RDKit          3D
Deoxycholic acid disulfate
 76 79  0  0  0  0  0  0  0  0999 V2000
   -4.6645    1.5921    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3422    0.1787   -0.1465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3661   -0.7085    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5763   -0.6306    1.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0199    0.6398    2.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226    1.4105    3.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3585    1.0622    2.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9839   -0.2983    0.1971 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0351   -1.8107   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320   -2.1811   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8780   -1.0427   -0.0710 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4857   -0.7791   -0.5064 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3600   -2.0111   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424   -1.6227   -0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0222   -0.1715   -0.8427 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5223    0.0070   -0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2399   -0.3924    0.3151 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7811   -1.6674    0.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4408   -1.5688    0.2580 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.0794   -2.5233   -0.7284 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8955   -1.9861    1.6255 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9750   -0.0016   -0.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3748   -0.3866    1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2484    0.5737    1.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189    0.6187    0.2906 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4608    2.0837   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451    0.1629    0.5787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0010    1.1701    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0220    1.3070   -0.2895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6413    2.5035   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1908    3.6530   -1.2691 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.2021    4.5896   -0.6367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3684    4.3668   -1.8355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862    2.8777   -2.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8138    0.1009   -0.5471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0514   -0.0211   -2.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1324    2.1521    0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6599    2.1529   -0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7588    1.6651    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4580   -0.0278   -1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1839   -1.8018    0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3568   -0.4632    0.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340   -1.0509    2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4171   -1.3638    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0176    0.5870    1.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -0.2794    1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972   -2.4043    0.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -2.0022   -1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -3.1740   -0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5572   -2.3310   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9910   -1.0393    1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751   -0.3388   -1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3256   -2.3613    0.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964   -2.7896   -1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4759   -2.2658   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8089   -1.9564   -1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002    0.2796   -1.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8342    0.9860   -1.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8451   -0.7284   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0787    0.3207    0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1224    0.0810   -0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0491   -0.1088    2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0051   -1.4090    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6664    1.5794    1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5985    0.2972    2.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2599    2.7846    0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429    2.2841   -0.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9043    2.2450   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0948   -0.5109    1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3624    2.1883    1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334    0.9110    1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456    1.4382   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3198    3.4404   -2.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1478   -0.3163   -2.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8507   -0.7029   -2.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846    0.9999   -2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  2  0
 31 34  1  0
 29 35  1  0
 35 36  1  6
 35  8  1  0
 35 11  1  0
 27 12  1  0
 25 15  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  6
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  7 45  1  0
  8 46  1  1
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  6
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  6
 16 58  1  0
 16 59  1  0
 17 60  1  1
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 24 65  1  0
 26 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  1
 28 70  1  0
 28 71  1  0
 29 72  1  6
 34 73  1  0
 36 74  1  0
 36 75  1  0
 36 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Deoxycholate disulfate	Generator
Deoxycholate disulphate	Generator
Deoxycholic acid disulfuric acid	Generator
Deoxycholic acid disulphuric acid	Generator
Deoxycholic acid disulphate	HMDB

Chemical Formula

C₂₄H₄₀O₁₀S₂

Average Molecular Weight

552.698

Monoisotopic Molecular Weight

552.20628888

IUPAC Name

(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-2,15-dimethyl-5,16-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-2,15-dimethyl-5,16-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

CAS Registry Number

67030-51-7

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@H](C[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](CC[C@]12C)OS(O)(=O)=O)OS(O)(=O)=O

InChI Identifier

InChI=1S/C24H40O10S2/c1-14(4-9-22(25)26)18-7-8-19-17-6-5-15-12-16(33-35(27,28)29)10-11-23(15,2)20(17)13-21(24(18,19)3)34-36(30,31)32/h14-21H,4-13H2,1-3H3,(H,25,26)(H,27,28,29)(H,30,31,32)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1

InChI Key

BYHNMIVTBIJJFZ-LLQZFEROSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Bile acids, alcohols and derivatives

Alternative Parents

Substituents

Bile acid, alcohol, or derivatives
Sulfated steroid skeleton
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Organic sulfuric acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Sulfates (LMST05020027 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	-0.74	ALOGPS
logP	3.9	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	164.5 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	129.18 m³·mol⁻¹	ChemAxon
Polarizability	57.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	222.315	32859911
AllCCS	[M-H]-	218.254	32859911
DeepCCS	[M-2H]-	256.196	30932474
DeepCCS	[M+Na]+	229.97	30932474
AllCCS	[M+H]+	222.3	32859911
AllCCS	[M+H-H2O]+	221.1	32859911
AllCCS	[M+NH4]+	223.5	32859911
AllCCS	[M+Na]+	223.8	32859911
AllCCS	[M-H]-	218.3	32859911
AllCCS	[M+Na-2H]-	220.7	32859911
AllCCS	[M+HCOO]-	223.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.05 minutes	32390414
Predicted by Siyang on May 30, 2022	18.2832 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.34 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	65.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3285.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	287.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	232.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	681.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	791.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	849.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1355.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	614.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2057.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	406.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	537.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	257.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	251.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	150.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Deoxycholic acid disulfate	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@H](C[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](CC[C@]12C)OS(O)(=O)=O)OS(O)(=O)=O	4893.7	Standard polar	33892256
Deoxycholic acid disulfate	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@H](C[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](CC[C@]12C)OS(O)(=O)=O)OS(O)(=O)=O	3861.7	Standard non polar	33892256
Deoxycholic acid disulfate	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@H](C[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](CC[C@]12C)OS(O)(=O)=O)OS(O)(=O)=O	4363.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Deoxycholic acid disulfate,1TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	4041.1	Semi standard non polar	33892256
Deoxycholic acid disulfate,1TMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	4088.4	Semi standard non polar	33892256
Deoxycholic acid disulfate,1TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	4103.9	Semi standard non polar	33892256
Deoxycholic acid disulfate,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	4014.9	Semi standard non polar	33892256
Deoxycholic acid disulfate,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	4469.3	Standard non polar	33892256
Deoxycholic acid disulfate,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	5454.4	Standard polar	33892256
Deoxycholic acid disulfate,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	4026.8	Semi standard non polar	33892256
Deoxycholic acid disulfate,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	4460.0	Standard non polar	33892256
Deoxycholic acid disulfate,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	5505.2	Standard polar	33892256
Deoxycholic acid disulfate,2TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	4071.1	Semi standard non polar	33892256
Deoxycholic acid disulfate,2TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	4445.7	Standard non polar	33892256
Deoxycholic acid disulfate,2TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	5414.7	Standard polar	33892256
Deoxycholic acid disulfate,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	3993.5	Semi standard non polar	33892256
Deoxycholic acid disulfate,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	4642.7	Standard non polar	33892256
Deoxycholic acid disulfate,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C)[C@@]21C	5259.2	Standard polar	33892256
Deoxycholic acid disulfate,1TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	4314.0	Semi standard non polar	33892256
Deoxycholic acid disulfate,1TBDMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	4309.4	Semi standard non polar	33892256
Deoxycholic acid disulfate,1TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	4305.2	Semi standard non polar	33892256
Deoxycholic acid disulfate,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	4511.8	Semi standard non polar	33892256
Deoxycholic acid disulfate,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	5081.3	Standard non polar	33892256
Deoxycholic acid disulfate,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O)[C@@]21C	5503.7	Standard polar	33892256
Deoxycholic acid disulfate,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	4505.7	Semi standard non polar	33892256
Deoxycholic acid disulfate,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	5061.7	Standard non polar	33892256
Deoxycholic acid disulfate,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	5548.2	Standard polar	33892256
Deoxycholic acid disulfate,2TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	4513.1	Semi standard non polar	33892256
Deoxycholic acid disulfate,2TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	5054.3	Standard non polar	33892256
Deoxycholic acid disulfate,2TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	5467.0	Standard polar	33892256
Deoxycholic acid disulfate,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	4677.5	Semi standard non polar	33892256
Deoxycholic acid disulfate,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	5515.9	Standard non polar	33892256
Deoxycholic acid disulfate,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]21C	5298.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycholic acid disulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00bi-0221940000-ff9cb87c5327b9034a33	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycholic acid disulfate GC-MS (1 TMS) - 70eV, Positive	splash10-0pi1-3241596000-46a811c469169aaf0722	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycholic acid disulfate GC-MS ("Deoxycholic acid disulfate,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycholic acid disulfate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycholic acid disulfate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycholic acid disulfate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycholic acid disulfate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deoxycholic acid disulfate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 10V, Positive-QTOF	splash10-000i-0000790000-80814aa48c365ac54e3b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 20V, Positive-QTOF	splash10-0a4i-0007900000-f3b0f1797f7869a2bebc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 40V, Positive-QTOF	splash10-001j-0309300000-299c2e6f63c974c25775	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 10V, Negative-QTOF	splash10-0udi-0000490000-62117dcb59769336355c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 20V, Negative-QTOF	splash10-0fk9-1002910000-84791927b78d8249c364	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 40V, Negative-QTOF	splash10-0pc0-9003600000-fd8e2b31e9aaa7ec1deb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 10V, Positive-QTOF	splash10-0udi-0103890000-01a42eecc4b3e8e1ac42	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 20V, Positive-QTOF	splash10-0a4i-1009810000-5016a70a33bc838ad774	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 40V, Positive-QTOF	splash10-0pb9-1209510000-db7d820c71b9172e131e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 10V, Negative-QTOF	splash10-0udi-0000090000-9cb46684f4638636bef9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 20V, Negative-QTOF	splash10-0udi-1000190000-37a540965cf22d2365c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deoxycholic acid disulfate 40V, Negative-QTOF	splash10-0002-9000800000-748623a4eb6d359b8348	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022168

KNApSAcK ID

Not Available

Chemspider ID

402421

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5630

PubChem Compound

457190

PDB ID

Not Available

ChEBI ID

491276

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Bureeva, Svetlana; Andia-Pravdivy, Julian; Symon, Andrey; Bichucher, Anna; Moskaleva, Vera; Popenko, Vladimir; Shpak, Alexey; Shvets, Vitaly; Kozlov, Leonid; Kaplun, Alexander. Selective inhibition of the interaction of C1q with immunoglobulins and the classical pathway of complement activation by steroids and triterpenoids sulfates. Bioorganic & Medicinal Chemistry (2007), 15(10), 3489-3498.

Material Safety Data Sheet (MSDS)

Not Available

General References

Hoffmann GF, Seppel CK, Holmes B, Mitchell L, Christen HJ, Hanefeld F, Rating D, Nyhan WL: Quantitative organic acid analysis in cerebrospinal fluid and plasma: reference values in a pediatric population. J Chromatogr. 1993 Jul 23;617(1):1-10. [PubMed:8376520 ]

Enzymes

Enzyme Details

1. Gastrotropin

General function:: Involved in binding
Specific function:: Ileal protein which stimulates gastric acid and pepsinogen secretion. Seems to be able to bind to bile salts and bilirubins. Isoform 2 is essential for the survival of colon cancer cells to bile acid-induced apoptosis
Gene Name:: FABP6
Uniprot ID:: P51161
Molecular weight:: 14371.2

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B3

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotrexate and sulfobromophthalein (BSP)
Gene Name:: SLCO1B3
Uniprot ID:: Q9NPD5
Molecular weight:: 77402.2

Enzyme Details

2. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

References

Michalski C, Cui Y, Nies AT, Nuessler AK, Neuhaus P, Zanger UM, Klein K, Eichelbaum M, Keppler D, Konig J: A naturally occurring mutation in the SLC21A6 gene causing impaired membrane localization of the hepatocyte uptake transporter. J Biol Chem. 2002 Nov 8;277(45):43058-63. Epub 2002 Aug 23. [PubMed:12196548 ]

Enzyme Details

3. Canalicular multispecific organic anion transporter 2

General function:: Involved in ATP binding
Specific function:: May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:: ABCC3
Uniprot ID:: O15438
Molecular weight:: 169341.1

Enzyme Details

4. Bile salt export pump

General function:: Involved in ATP binding
Specific function:: Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes
Gene Name:: ABCB11
Uniprot ID:: O95342
Molecular weight:: 146405.8

Enzyme Details

5. Ileal sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: Plays a critical role in the sodium-dependent reabsorption of bile acids from the lumen of the small intestine. Plays a key role in cholesterol metabolism
Gene Name:: SLC10A2
Uniprot ID:: Q12908
Molecular weight:: 37697.4

References

Kramer W, Girbig F, Glombik H, Corsiero D, Stengelin S, Weyland C: Identification of a ligand-binding site in the Na+/bile acid cotransporting protein from rabbit ileum. J Biol Chem. 2001 Sep 21;276(38):36020-7. Epub 2001 Jul 10. [PubMed:11447228 ]

Enzyme Details

6. Sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: The hepatic sodium/bile acid uptake system exhibits broad substrate specificity and transports various non-bile acid organic compounds as well. It is strictly dependent on the extracellular presence of sodium.
Gene Name:: SLC10A1
Uniprot ID:: Q14973
Molecular weight:: 38118.64

Enzyme Details

7. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

Enzyme Details

8. Solute carrier organic anion transporter family member 4A1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as the thyroid hormones T3 (triiodo-L-thyronine), T4 (thyroxine) and rT3, and of estrone-3-sulfate and taurocholate
Gene Name:: SLCO4A1
Uniprot ID:: Q96BD0
Molecular weight:: 77192.5

Showing metabocard for Deoxycholic acid disulfate (HMDB0000659)

MOL for HMDB0000659 (Deoxycholic acid disulfate)

3D MOL for HMDB0000659 (Deoxycholic acid disulfate)

3D SDF for HMDB0000659 (Deoxycholic acid disulfate)

3D-SDF for HMDB0000659 (Deoxycholic acid disulfate)

PDB for HMDB0000659 (Deoxycholic acid disulfate)

3D PDB for HMDB0000659 (Deoxycholic acid disulfate)

SMILES for HMDB0000659 (Deoxycholic acid disulfate)

INCHI for HMDB0000659 (Deoxycholic acid disulfate)

Structure for HMDB0000659 (Deoxycholic acid disulfate)

3D Structure for HMDB0000659 (Deoxycholic acid disulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References

References