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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

Detected and Quantified

Creation Date

2006-05-22 14:18:00 UTC

Update Date

2022-03-07 02:49:16 UTC

HMDB ID

HMDB0002642

Secondary Accession Numbers

HMDB02642

Metabolite Identification

Common Name

Ursodeoxycholic acid 3-sulfate

Description

Ursodeoxycholic acid 3-sulfate belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. Ursodeoxycholic acid 3-sulfate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

Ursodeoxycholic acid 3-sulfate.mol
  Mrv0541 02231219342D          

 35 38  0  0  0  0            999 V2000
   -1.7151   -0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -2.2042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7151   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0006   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283   -2.2042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1428   -2.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283   -1.3792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1428   -0.9667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9274   -1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274    0.1132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1823    0.8979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9792    1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    2.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990    1.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -0.1417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1428    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283    0.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -0.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -0.9667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0006   -1.3792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0006   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5730    1.5384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032    2.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -2.2042    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2710   -2.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4460   -1.4897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1441   -2.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5730   -1.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -1.7917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283   -0.5542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -1.7917    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
  3  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  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  6  0  0  0
 13 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  1  0  0  0
 17 26  2  0  0  0  0
 17 27  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
 28 32  1  0  0  0  0
  3 31  1  1  0  0  0
 23 33  1  6  0  0  0
  9 34  1  1  0  0  0
 10 35  1  6  0  0  0
M  END

HMDB0002642
     RDKit          3D
Ursodeoxycholic acid 3-sulfate
 72 75  0  0  0  0  0  0  0  0999 V2000
   -4.3014   -0.8624   -1.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3221   -0.6632   -0.4496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5292    0.2104   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9191    0.6418    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2170    1.4492    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7259    1.6201   -0.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8323    1.9911    2.0573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078   -0.0740    0.0763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0914    0.0442    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194   -0.5828    1.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9385   -0.1467    0.8228 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4512   -0.5578    0.6769 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2932   -0.2768    1.9030 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7931   -1.0851    2.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -0.8412    1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2328   -0.0689    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6756   -0.4205    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2267    0.7087   -0.7098 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5727    0.5990   -0.9243 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3018    1.9873   -0.2696 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.5478    2.4425    0.9576 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2220    3.0488   -1.3319 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789    1.7131    0.1651 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699    0.6519   -1.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    0.8629   -1.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3871   -0.1379   -0.8344 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3675   -1.5015   -1.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0016    0.3425   -0.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0547    0.5025   -1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969   -0.2808   -1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982   -0.7133   -0.3003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9120   -2.1929   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2305   -1.4173   -2.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4651   -1.5062   -2.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2941    0.0518   -2.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690   -1.6576   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3616    1.1396   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4304   -0.2444   -0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1989    1.3281    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2076   -0.1762    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0614    2.9910    2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9834    1.0046   -0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941    1.0774    1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833   -0.4770    2.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8200   -1.6587    2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435   -0.0850    2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0320    0.9667    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747   -1.5720    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3354    0.7804    2.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9412   -2.0271    2.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248   -1.8897    1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -0.6996    2.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2290    1.0208    0.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1853   -0.4589    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7559   -1.4030   -0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417    1.6498   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4837    1.9055   -0.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8227    1.4981   -2.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7066   -0.2745   -2.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5252    0.8663   -2.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8758    1.8760   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -1.5141   -2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343   -1.6688   -1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525   -2.3159   -0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849    1.3250    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1612    1.6069   -1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6060    0.2555   -2.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -1.1935   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9608    0.3429   -2.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7978   -2.4551    0.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8714   -2.7794   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518   -2.6226    0.4991 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
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 18 24  1  0
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 31  8  1  0
 31 11  1  0
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  4 39  1  0
  4 40  1  0
  7 41  1  0
  8 42  1  6
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 30 68  1  0
 30 69  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
M  END

Ursodeoxycholic acid 3-sulfate.mol
  Mrv0541 02231219342D          

 35 38  0  0  0  0            999 V2000
   -1.7151   -0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -2.2042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7151   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0006   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283   -2.2042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1428   -2.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283   -1.3792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1428   -0.9667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9274   -1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274    0.1132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.9792    1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    2.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2862   -1.7917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283   -0.5542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -1.7917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 28 31  1  0  0  0  0
 28 32  1  0  0  0  0
  3 31  1  1  0  0  0
 23 33  1  6  0  0  0
  9 34  1  1  0  0  0
 10 35  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0002642

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)CC2C[C@H](CC[C@]12C)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O7S/c1-14(4-7-21(26)27)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(31-32(28,29)30)12-15(23)13-20(22)25/h14-20,22,25H,4-13H2,1-3H3,(H,26,27)(H,28,29,30)/t14-,15?,16+,17-,18+,19+,20+,22+,23+,24-/m1/s1

> <INCHI_KEY>
WHMOBEGYTDWMIG-ROKSHQGPSA-N

> <FORMULA>
C24H40O7S

> <MOLECULAR_WEIGHT>
472.635

> <EXACT_MASS>
472.249474324

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
52.60187967941154

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
0.49

> <JCHEM_LOGP>
2.321619271901573

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.595945681139674

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.4705842836832614

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5428097932948205

> <JCHEM_POLAR_SURFACE_AREA>
121.13

> <JCHEM_REFRACTIVITY>
119.26559999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.89e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ursodeoxycholic acid 3-sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002642
     RDKit          3D
Ursodeoxycholic acid 3-sulfate
 72 75  0  0  0  0  0  0  0  0999 V2000
   -4.3014   -0.8624   -1.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3221   -0.6632   -0.4496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5292    0.2104   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9191    0.6418    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2170    1.4492    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7259    1.6201   -0.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8323    1.9911    2.0573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078   -0.0740    0.0763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0914    0.0442    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194   -0.5828    1.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9385   -0.1467    0.8228 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4512   -0.5578    0.6769 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2932   -0.2768    1.9030 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7931   -1.0851    2.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -0.8412    1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2328   -0.0689    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6756   -0.4205    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2267    0.7087   -0.7098 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5727    0.5990   -0.9243 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3018    1.9873   -0.2696 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.5478    2.4425    0.9576 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2220    3.0488   -1.3319 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789    1.7131    0.1651 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699    0.6519   -1.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    0.8629   -1.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3871   -0.1379   -0.8344 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3675   -1.5015   -1.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0016    0.3425   -0.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0547    0.5025   -1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969   -0.2808   -1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982   -0.7133   -0.3003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9120   -2.1929   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2305   -1.4173   -2.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4651   -1.5062   -2.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2941    0.0518   -2.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690   -1.6576   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3616    1.1396   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4304   -0.2444   -0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1989    1.3281    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2076   -0.1762    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0614    2.9910    2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9834    1.0046   -0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941    1.0774    1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833   -0.4770    2.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8200   -1.6587    2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435   -0.0850    2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0320    0.9667    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747   -1.5720    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3354    0.7804    2.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9412   -2.0271    2.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248   -1.8897    1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -0.6996    2.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2290    1.0208    0.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1853   -0.4589    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7559   -1.4030   -0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417    1.6498   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4837    1.9055   -0.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8227    1.4981   -2.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7066   -0.2745   -2.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5252    0.8663   -2.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8758    1.8760   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -1.5141   -2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343   -1.6688   -1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525   -2.3159   -0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849    1.3250    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1612    1.6069   -1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6060    0.2555   -2.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -1.1935   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9608    0.3429   -2.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7978   -2.4551    0.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8714   -2.7794   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518   -2.6226    0.4991 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  2  0
 20 23  1  0
 18 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 31  8  1  0
 31 11  1  0
 28 12  1  0
 26 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  8 42  1  6
  9 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  6
 12 48  1  6
 13 49  1  1
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  1
 23 57  1  0
 24 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
 27 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  1
 29 66  1  0
 29 67  1  0
 30 68  1  0
 30 69  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Ursodeoxycholic acid 3-sulfate.mol                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.202  -1.805   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.535  -2.575   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.535  -4.115   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.202  -4.885   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.868  -4.115   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.534  -4.885   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.799  -4.115   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.133  -4.885   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.799  -2.575   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.133  -1.805   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.598  -2.280   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.503  -1.035   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.598   0.211   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.074   1.676   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.561   2.075   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.960   3.562   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.447   3.961   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.985   2.765   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.133  -0.265   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.133   1.275   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.799   0.505   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.534  -0.265   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.534  -1.805   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.868  -2.575   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.868  -1.035   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.536   2.872   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.846   5.448   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0      -7.203  -4.115   0.000  0.00  0.00           S+0
HETATM   29  O   UNK     0      -7.973  -5.448   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.433  -2.781   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -5.869  -4.885   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -8.536  -3.345   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0      -0.534  -3.345   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.799  -1.035   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.133  -3.345   0.000  0.00  0.00           H+0
CONECT    1    2   24                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   23   34                                             
CONECT   10    9   11   19   35                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   26   27                                                  
CONECT   18   14                                                            
CONECT   19   13   10   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    9   24   33                                             
CONECT   24   23    1    5   25                                             
CONECT   25   24                                                            
CONECT   26   17                                                            
CONECT   27   17                                                            
CONECT   28   29   30   31   32                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28    3                                                       
CONECT   32   28                                                            
CONECT   33   23                                                            
CONECT   34    9                                                            
CONECT   35   10                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0002642
HETATM    1  C1  UNL     1      -4.301  -0.862  -1.978  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.322  -0.663  -0.450  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.529   0.210  -0.253  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.919   0.642   1.094  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.217   1.449   0.953  1.00  0.00           C  
HETATM    6  O1  UNL     1      -7.726   1.620  -0.175  1.00  0.00           O  
HETATM    7  O2  UNL     1      -7.832   1.991   2.057  1.00  0.00           O  
HETATM    8  C6  UNL     1      -3.108  -0.074   0.076  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.091   0.044   1.569  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.719  -0.583   1.996  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.938  -0.147   0.823  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.451  -0.558   0.677  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.293  -0.277   1.903  1.00  0.00           C  
HETATM   14  O3  UNL     1       0.793  -1.085   2.934  1.00  0.00           O  
HETATM   15  C12 UNL     1       2.680  -0.841   1.565  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.233  -0.069   0.424  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.676  -0.420   0.171  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.227   0.709  -0.710  1.00  0.00           C  
HETATM   19  O4  UNL     1       6.573   0.599  -0.924  1.00  0.00           O  
HETATM   20  S1  UNL     1       7.302   1.987  -0.270  1.00  0.00           S  
HETATM   21  O5  UNL     1       6.548   2.443   0.958  1.00  0.00           O  
HETATM   22  O6  UNL     1       7.222   3.049  -1.332  1.00  0.00           O  
HETATM   23  O7  UNL     1       8.879   1.713   0.165  1.00  0.00           O  
HETATM   24  C16 UNL     1       4.470   0.652  -1.999  1.00  0.00           C  
HETATM   25  C17 UNL     1       2.984   0.863  -1.801  1.00  0.00           C  
HETATM   26  C18 UNL     1       2.387  -0.138  -0.834  1.00  0.00           C  
HETATM   27  C19 UNL     1       2.368  -1.502  -1.443  1.00  0.00           C  
HETATM   28  C20 UNL     1       1.002   0.343  -0.445  1.00  0.00           C  
HETATM   29  C21 UNL     1       0.055   0.502  -1.554  1.00  0.00           C  
HETATM   30  C22 UNL     1      -1.197  -0.281  -1.568  1.00  0.00           C  
HETATM   31  C23 UNL     1      -1.798  -0.713  -0.300  1.00  0.00           C  
HETATM   32  C24 UNL     1      -1.912  -2.193  -0.096  1.00  0.00           C  
HETATM   33  H1  UNL     1      -5.230  -1.417  -2.224  1.00  0.00           H  
HETATM   34  H2  UNL     1      -3.465  -1.506  -2.302  1.00  0.00           H  
HETATM   35  H3  UNL     1      -4.294   0.052  -2.546  1.00  0.00           H  
HETATM   36  H4  UNL     1      -4.569  -1.658  -0.047  1.00  0.00           H  
HETATM   37  H5  UNL     1      -5.362   1.140  -0.907  1.00  0.00           H  
HETATM   38  H6  UNL     1      -6.430  -0.244  -0.761  1.00  0.00           H  
HETATM   39  H7  UNL     1      -5.199   1.328   1.620  1.00  0.00           H  
HETATM   40  H8  UNL     1      -6.208  -0.176   1.770  1.00  0.00           H  
HETATM   41  H9  UNL     1      -8.061   2.991   2.078  1.00  0.00           H  
HETATM   42  H10 UNL     1      -2.983   1.005  -0.293  1.00  0.00           H  
HETATM   43  H11 UNL     1      -2.994   1.077   1.956  1.00  0.00           H  
HETATM   44  H12 UNL     1      -3.883  -0.477   2.102  1.00  0.00           H  
HETATM   45  H13 UNL     1      -1.820  -1.659   2.123  1.00  0.00           H  
HETATM   46  H14 UNL     1      -1.344  -0.085   2.910  1.00  0.00           H  
HETATM   47  H15 UNL     1      -1.032   0.967   0.729  1.00  0.00           H  
HETATM   48  H16 UNL     1       0.675  -1.572   0.360  1.00  0.00           H  
HETATM   49  H17 UNL     1       1.335   0.780   2.171  1.00  0.00           H  
HETATM   50  H18 UNL     1       0.941  -2.027   2.621  1.00  0.00           H  
HETATM   51  H19 UNL     1       2.525  -1.890   1.270  1.00  0.00           H  
HETATM   52  H20 UNL     1       3.315  -0.700   2.436  1.00  0.00           H  
HETATM   53  H21 UNL     1       3.229   1.021   0.721  1.00  0.00           H  
HETATM   54  H22 UNL     1       5.185  -0.459   1.138  1.00  0.00           H  
HETATM   55  H23 UNL     1       4.756  -1.403  -0.370  1.00  0.00           H  
HETATM   56  H24 UNL     1       4.942   1.650  -0.175  1.00  0.00           H  
HETATM   57  H25 UNL     1       9.484   1.906  -0.615  1.00  0.00           H  
HETATM   58  H26 UNL     1       4.823   1.498  -2.630  1.00  0.00           H  
HETATM   59  H27 UNL     1       4.707  -0.275  -2.536  1.00  0.00           H  
HETATM   60  H28 UNL     1       2.525   0.866  -2.788  1.00  0.00           H  
HETATM   61  H29 UNL     1       2.876   1.876  -1.338  1.00  0.00           H  
HETATM   62  H30 UNL     1       1.583  -1.514  -2.225  1.00  0.00           H  
HETATM   63  H31 UNL     1       3.334  -1.669  -1.958  1.00  0.00           H  
HETATM   64  H32 UNL     1       2.252  -2.316  -0.712  1.00  0.00           H  
HETATM   65  H33 UNL     1       1.185   1.325   0.087  1.00  0.00           H  
HETATM   66  H34 UNL     1      -0.161   1.607  -1.685  1.00  0.00           H  
HETATM   67  H35 UNL     1       0.606   0.255  -2.513  1.00  0.00           H  
HETATM   68  H36 UNL     1      -1.089  -1.194  -2.227  1.00  0.00           H  
HETATM   69  H37 UNL     1      -1.961   0.343  -2.124  1.00  0.00           H  
HETATM   70  H38 UNL     1      -2.798  -2.455   0.520  1.00  0.00           H  
HETATM   71  H39 UNL     1      -1.871  -2.779  -1.053  1.00  0.00           H  
HETATM   72  H40 UNL     1      -1.052  -2.623   0.499  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    8   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6    6    7
CONECT    7   41
CONECT    8    9   31   42
CONECT    9   10   43   44
CONECT   10   11   45   46
CONECT   11   12   31   47
CONECT   12   13   28   48
CONECT   13   14   15   49
CONECT   14   50
CONECT   15   16   51   52
CONECT   16   17   26   53
CONECT   17   18   54   55
CONECT   18   19   24   56
CONECT   19   20
CONECT   20   21   21   22   22
CONECT   20   23
CONECT   23   57
CONECT   24   25   58   59
CONECT   25   26   60   61
CONECT   26   27   28
CONECT   27   62   63   64
CONECT   28   29   65
CONECT   29   30   66   67
CONECT   30   31   68   69
CONECT   31   32
CONECT   32   70   71   72
END

HMDB0002642
     RDKit          3D
Ursodeoxycholic acid 3-sulfate
 72 75  0  0  0  0  0  0  0  0999 V2000
   -4.3014   -0.8624   -1.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3221   -0.6632   -0.4496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5292    0.2104   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9191    0.6418    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2170    1.4492    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7259    1.6201   -0.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8323    1.9911    2.0573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078   -0.0740    0.0763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0914    0.0442    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194   -0.5828    1.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9385   -0.1467    0.8228 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4512   -0.5578    0.6769 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2932   -0.2768    1.9030 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7931   -1.0851    2.9338 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -0.8412    1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2328   -0.0689    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6756   -0.4205    0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2267    0.7087   -0.7098 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5727    0.5990   -0.9243 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3018    1.9873   -0.2696 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.5478    2.4425    0.9576 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2220    3.0488   -1.3319 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789    1.7131    0.1651 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699    0.6519   -1.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9845    0.8629   -1.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3871   -0.1379   -0.8344 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3675   -1.5015   -1.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0016    0.3425   -0.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0547    0.5025   -1.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969   -0.2808   -1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982   -0.7133   -0.3003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9120   -2.1929   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2305   -1.4173   -2.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4651   -1.5062   -2.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2941    0.0518   -2.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690   -1.6576   -0.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3616    1.1396   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4304   -0.2444   -0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1989    1.3281    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2076   -0.1762    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0614    2.9910    2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9834    1.0046   -0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941    1.0774    1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833   -0.4770    2.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8200   -1.6587    2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3435   -0.0850    2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0320    0.9667    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747   -1.5720    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3354    0.7804    2.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9412   -2.0271    2.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248   -1.8897    1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -0.6996    2.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2290    1.0208    0.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1853   -0.4589    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7559   -1.4030   -0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417    1.6498   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4837    1.9055   -0.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8227    1.4981   -2.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7066   -0.2745   -2.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5252    0.8663   -2.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8758    1.8760   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -1.5141   -2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343   -1.6688   -1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525   -2.3159   -0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849    1.3250    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1612    1.6069   -1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6060    0.2555   -2.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -1.1935   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9608    0.3429   -2.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7978   -2.4551    0.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8714   -2.7794   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518   -2.6226    0.4991 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  2  0
 20 23  1  0
 18 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 31  8  1  0
 31 11  1  0
 28 12  1  0
 26 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  8 42  1  6
  9 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  6
 12 48  1  6
 13 49  1  1
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  1
 23 57  1  0
 24 58  1  0
 24 59  1  0
 25 60  1  0
 25 61  1  0
 27 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  1
 29 66  1  0
 29 67  1  0
 30 68  1  0
 30 69  1  0
 32 70  1  0
 32 71  1  0
 32 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ursodeoxycholate 3-sulfate	Generator
Ursodeoxycholate 3-sulphate	Generator
Ursodeoxycholic acid 3-sulfuric acid	Generator
Ursodeoxycholic acid 3-sulphuric acid	Generator
(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	HMDB
(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	HMDB
(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-Hydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid	HMDB
(3a,5b,7b)-7-Hydroxy-3-(sulfooxy)-cholan-24-Oate	HMDB
(3a,5b,7b)-7-Hydroxy-3-(sulfooxy)-cholan-24-Oic acid	HMDB
Ursodeoxycholic acid 3-sulphate	HMDB

Chemical Formula

C₂₄H₄₀O₇S

Average Molecular Weight

472.635

Monoisotopic Molecular Weight

472.249474324

IUPAC Name

(4R)-4-[(1S,2S,5S,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

Traditional Name

ursodeoxycholic acid 3-sulfate

CAS Registry Number

68780-73-4

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)CC2C[C@H](CC[C@]12C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C24H40O7S/c1-14(4-7-21(26)27)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(31-32(28,29)30)12-15(23)13-20(22)25/h14-20,22,25H,4-13H2,1-3H3,(H,26,27)(H,28,29,30)/t14-,15?,16+,17-,18+,19+,20+,22+,23+,24-/m1/s1

InChI Key

WHMOBEGYTDWMIG-ROKSHQGPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Monohydroxy bile acid, alcohol, or derivatives
Sulfated steroid skeleton
Hydroxysteroid
7-hydroxysteroid
7-alpha-hydroxysteroid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Cyclic alcohol
Organic sulfuric acid or derivatives
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 8675157)

Organ

Excreta

Biofluid or Excreta

Feces (PMID: 22664055)
Urine (HMDB: HMDB0002642)

Cellular substructure

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0002642)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002642)

Source

Endogenous

Endogenous (HMDB: HMDB0002642)

Animal

Animal (HMDB: HMDB0002642)

Microbe

Microbe (HMDB: HMDB0002642)

Exogenous

Food

Food (HMDB: HMDB0002642)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0002642)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002642)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002642)

Lipid metabolism pathway (HMDB: HMDB0002642)

Cellular process

Cell signaling (HMDB: HMDB0002642)

Biochemical process

Lipid transport (HMDB: HMDB0002642)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002642)

Molecular messenger

Signaling molecule (HMDB: HMDB0002642)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002642)

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	0.0049 g/L	ALOGPS
logP	0.49	ALOGPS
logP	2.32	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	-0.54	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	119.27 m³·mol⁻¹	ChemAxon
Polarizability	52.6 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DarkChem	[M+H]+	207.696	31661259
DarkChem	[M-H]-	200.486	31661259
DeepCCS	[M-2H]-	261.202	30932474
DeepCCS	[M+Na]+	235.033	30932474
AllCCS	[M+H]+	213.1	32859911
AllCCS	[M+H-H2O]+	211.5	32859911
AllCCS	[M+NH4]+	214.7	32859911
AllCCS	[M+Na]+	215.1	32859911
AllCCS	[M-H]-	207.7	32859911
AllCCS	[M+Na-2H]-	209.6	32859911
AllCCS	[M+HCOO]-	211.9	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.	7.7 minutes	32390414
Predicted by Siyang on May 30, 2022	16.7398 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.4 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	65.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3089.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	263.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	226.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	182.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	615.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	744.4 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	762.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	98.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1252.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	587.0 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	1856.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	394.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	506.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	243.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	270.5 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	97.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ursodeoxycholic acid 3-sulfate	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)CC2C[C@H](CC[C@]12C)OS(O)(=O)=O	4554.6	Standard polar	33892256
Ursodeoxycholic acid 3-sulfate	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)CC2C[C@H](CC[C@]12C)OS(O)(=O)=O	3560.4	Standard non polar	33892256
Ursodeoxycholic acid 3-sulfate	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)CC2C[C@H](CC[C@]12C)OS(O)(=O)=O	3928.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ursodeoxycholic acid 3-sulfate,1TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@@]21C	3796.4	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,1TMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@@]21C	3720.1	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,1TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3816.8	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,2TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@@]21C	3686.4	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,2TMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3789.7	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,2TMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3726.8	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3675.9	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4096.7	Standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,3TMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4435.8	Standard polar	33892256
Ursodeoxycholic acid 3-sulfate,1TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@@]21C	4060.4	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,1TBDMS,isomer #2	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@@]21C	3937.8	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,1TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4006.3	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,2TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@@]21C	4170.8	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,2TBDMS,isomer #2	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4244.1	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,2TBDMS,isomer #3	C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4119.8	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4298.7	Semi standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4937.3	Standard non polar	33892256
Ursodeoxycholic acid 3-sulfate,3TBDMS,isomer #1	C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)CC4C[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4567.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ursodeoxycholic acid 3-sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0536-0667900000-f5e817c86afceff3bc92	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ursodeoxycholic acid 3-sulfate GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-3221659000-590f9fc72ad84350b04e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ursodeoxycholic acid 3-sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Ursodeoxycholic acid 3-sulfate 10V, Positive-QTOF	splash10-0a4i-0002900000-abbbbfd5950c6cf2e226	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 20V, Positive-QTOF	splash10-056r-0009200000-087c5d2f48d7160b5dbc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 40V, Positive-QTOF	splash10-0a4j-1229200000-7f1303ebc6e2d806539e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 10V, Negative-QTOF	splash10-00di-0001900000-bff4b187cc87bfca1cd0	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 20V, Negative-QTOF	splash10-00dl-2009400000-eab51a83a4551fd439fd	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 40V, Negative-QTOF	splash10-0a5a-9007100000-7432e93f953dc907a065	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 10V, Positive-QTOF	splash10-00di-0002900000-06cd8122555b78f76406	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 20V, Positive-QTOF	splash10-0a4i-1019200000-1a2383b307a87525bad2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 40V, Positive-QTOF	splash10-004i-1589000000-3a790fd1e8a788615b2e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 10V, Negative-QTOF	splash10-00di-0000900000-29034312137a9db3fb88	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 20V, Negative-QTOF	splash10-00di-1000900000-ade2350b3441a8a2d002	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursodeoxycholic acid 3-sulfate 40V, Negative-QTOF	splash10-0002-9006400000-0a3dcf516ded28a9a1aa	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Feces

Tissue Locations

Gall Bladder
Intestine

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.19 (0.1-0.7) uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	38.0 +/- 19.0 uM	Adult (>18 years old)	Both	Normal	8675157	details
Feces	Detected and Quantified	1.43 +/- 3.38 nmol/g wet feces	Not Specified	Not Specified	Normal	22664055	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

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

FDB023036

KNApSAcK ID

Not Available

Chemspider ID

13628379

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6728

PubChem Compound

21252318

PDB ID

Not Available

ChEBI ID

89499

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Bandiera, Tiziano; Albini, Franca Marinone; Albini, Enrico. A convenient procedure for the synthesis of ursodeoxycholic acid sulfated derivatives. Synthetic Communications (1987), 17(9), 1111-17.

Material Safety Data Sheet (MSDS)

Not Available

General References

Goto J, Kato H, Saruta Y, Nambara T: Studies on steroids. CLXX. Separation and determination of bile acid 3-sulfates in human bile by high-performance liquid chromatography. J Chromatogr. 1981 Nov 13;226(1):13-24. [PubMed:7320139 ]
Goto T, Myint KT, Sato K, Wada O, Kakiyama G, Iida T, Hishinuma T, Mano N, Goto J: LC/ESI-tandem mass spectrometric determination of bile acid 3-sulfates in human urine 3beta-Sulfooxy-12alpha-hydroxy-5beta-cholanoic acid is an abundant nonamidated sulfate. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Feb 1;846(1-2):69-77. Epub 2006 Sep 1. [PubMed:16949895 ]
Pacini N, Albini E, Ferrari A, Zanchi R, Marca G, Bandiera T: Transformation of sulfated bile acids by human intestinal microflora. Arzneimittelforschung. 1987 Aug;37(8):983-7. [PubMed:3675701 ]

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 Ursodeoxycholic acid 3-sulfate (HMDB0002642)

MOL for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

3D MOL for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

3D SDF for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

3D-SDF for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

PDB for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

3D PDB for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

SMILES for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

INCHI for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

Structure for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

3D Structure for HMDB0002642 (Ursodeoxycholic acid 3-sulfate)

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