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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:10 UTC

Update Date

2022-03-07 02:52:38 UTC

HMDB ID

HMDB0030649

Secondary Accession Numbers

HMDB30649

Metabolite Identification

Common Name

Mammea B/BC cyclo E

Description

Mammea B/BC cyclo E belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Based on a literature review very few articles have been published on Mammea B/BC cyclo E.

Structure

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


  Mrv0541 05061305252D          

 27 29  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9979   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 16  2  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  0  0  0  0
 21  4  1  0  0  0  0
 21 14  1  0  0  0  0
 22 13  2  0  0  0  0
 23 14  1  0  0  0  0
 24 15  2  0  0  0  0
 25 18  1  0  0  0  0
 26 15  1  0  0  0  0
 26 20  1  0  0  0  0
 27 19  1  0  0  0  0
 27 21  1  0  0  0  0
M  END

HMDB0030649
     RDKit          3D
Mammea B/BC cyclo E
 53 55  0  0  0  0  0  0  0  0999 V2000
   -4.6727   -2.9577   -0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -1.9086    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4651   -2.4903    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380   -1.5944    1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -1.4526    2.4780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -0.8374    0.5962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784    0.4329    0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367    1.1380   -0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064    0.5950   -0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6260    1.2963   -1.1865 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.6684   -0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -1.2513   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371   -0.5534   -0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9788    0.3116    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5296   -0.5538    1.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -2.5619    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1207   -3.2093    0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686   -4.3646    1.2723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9876   -2.6008    0.9125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -1.3831    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983    2.5027   -0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3557    2.8182   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8269    2.3554   -2.3807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2569    2.2690   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2601    3.1417    1.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6768    2.2808   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555    0.9573    0.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4520   -2.4913   -0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1860   -3.5543    0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0309   -3.6225   -0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564   -1.6429    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7254   -1.0237   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.4574    1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964   -2.8014   -0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4656    2.2272   -1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1752   -0.1606   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034   -1.3954   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8783    0.7813   -0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3998    1.1239    0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9491    0.1246    2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3788   -1.1750    0.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750   -1.2298    1.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616   -3.0255    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016    3.2222   -0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717    2.6877   -1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4901    3.9356   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3065    2.8692   -3.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1044    3.8799    1.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3260    3.6954    1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4755    2.5196    2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288    1.8941   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2668    1.6225    0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381    3.2853   -0.5566 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 20  6  1  0
 27  7  1  0
 20 11  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
M  END


  Mrv0541 05061305252D          

 27 29  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9979   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 16  2  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  0  0  0  0
 21  4  1  0  0  0  0
 21 14  1  0  0  0  0
 22 13  2  0  0  0  0
 23 14  1  0  0  0  0
 24 15  2  0  0  0  0
 25 18  1  0  0  0  0
 26 15  1  0  0  0  0
 26 20  1  0  0  0  0
 27 19  1  0  0  0  0
 27 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030649

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)C1=C2OC(C)(C)C(O)CC2=C(O)C2=C1OC(=O)C=C2CCC

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O6/c1-5-7-11-9-15(24)26-20-16(11)18(25)12-10-14(23)21(3,4)27-19(12)17(20)13(22)8-6-2/h9,14,23,25H,5-8,10H2,1-4H3

> <INCHI_KEY>
JKOPHYFSGRCMOF-UHFFFAOYSA-N

> <FORMULA>
C21H26O6

> <MOLECULAR_WEIGHT>
374.4275

> <EXACT_MASS>
374.172938564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.510760126881394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-butanoyl-9,12-dihydroxy-13,13-dimethyl-7-propyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1,3(8),6,9-tetraen-5-one

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.320112251

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.840889532658114

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.176837869383818

> <JCHEM_PKA_STRONGEST_BASIC>
-3.339768137590209

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
101.43649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-butanoyl-9,12-dihydroxy-13,13-dimethyl-7-propyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1,3(8),6,9-tetraen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030649
     RDKit          3D
Mammea B/BC cyclo E
 53 55  0  0  0  0  0  0  0  0999 V2000
   -4.6727   -2.9577   -0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -1.9086    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4651   -2.4903    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380   -1.5944    1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -1.4526    2.4780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -0.8374    0.5962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784    0.4329    0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367    1.1380   -0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064    0.5950   -0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6260    1.2963   -1.1865 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.6684   -0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -1.2513   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371   -0.5534   -0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9788    0.3116    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5296   -0.5538    1.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -2.5619    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1207   -3.2093    0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686   -4.3646    1.2723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9876   -2.6008    0.9125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -1.3831    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983    2.5027   -0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3557    2.8182   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8269    2.3554   -2.3807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2569    2.2690   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2601    3.1417    1.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6768    2.2808   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555    0.9573    0.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4520   -2.4913   -0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1860   -3.5543    0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0309   -3.6225   -0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564   -1.6429    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7254   -1.0237   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.4574    1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964   -2.8014   -0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4656    2.2272   -1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1752   -0.1606   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034   -1.3954   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8783    0.7813   -0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3998    1.1239    0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9491    0.1246    2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3788   -1.1750    0.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750   -1.2298    1.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616   -3.0255    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016    3.2222   -0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717    2.6877   -1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4901    3.9356   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3065    2.8692   -3.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1044    3.8799    1.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3260    3.6954    1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4755    2.5196    2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288    1.8941   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2668    1.6225    0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381    3.2853   -0.5566 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 20  6  1  0
 27  7  1  0
 20 11  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.186   0.267   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.196  -1.447   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3   21                                                            
CONECT    4   21                                                            
CONECT    5    1    7                                                       
CONECT    6    2    8                                                       
CONECT    7    5   11                                                       
CONECT    8    6   13                                                       
CONECT    9   11   15                                                       
CONECT   10   12   14                                                       
CONECT   11    7    9   16                                                  
CONECT   12   10   18   19                                                  
CONECT   13    8   17   22                                                  
CONECT   14   10   21   23                                                  
CONECT   15    9   24   26                                                  
CONECT   16   11   18   20                                                  
CONECT   17   13   19   20                                                  
CONECT   18   12   16   25                                                  
CONECT   19   12   17   27                                                  
CONECT   20   16   17   26                                                  
CONECT   21    3    4   14   27                                             
CONECT   22   13                                                            
CONECT   23   14                                                            
CONECT   24   15                                                            
CONECT   25   18                                                            
CONECT   26   15   20                                                       
CONECT   27   19   21                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0030649
HETATM    1  C1  UNL     1      -4.673  -2.958  -0.384  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.835  -1.909   0.326  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.465  -2.490   0.532  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.538  -1.594   1.218  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.663  -1.453   2.478  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.468  -0.837   0.596  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.678   0.433   0.125  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.337   1.138  -0.462  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.606   0.595  -0.597  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.626   1.296  -1.186  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.838  -0.668  -0.133  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.079  -1.251  -0.246  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.237  -0.553  -0.788  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.979   0.312   0.201  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.530  -0.554   1.355  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.185  -2.562   0.264  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.121  -3.209   0.838  1.00  0.00           C  
HETATM   18  O3  UNL     1       2.269  -4.365   1.272  1.00  0.00           O  
HETATM   19  O4  UNL     1       0.988  -2.601   0.912  1.00  0.00           O  
HETATM   20  C16 UNL     1       0.788  -1.383   0.465  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.098   2.503  -0.972  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.356   2.818  -1.135  1.00  0.00           C  
HETATM   23  O5  UNL     1      -1.827   2.355  -2.381  1.00  0.00           O  
HETATM   24  C19 UNL     1      -2.257   2.269  -0.085  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.260   3.142   1.154  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.677   2.281  -0.621  1.00  0.00           C  
HETATM   27  O6  UNL     1      -1.955   0.957   0.273  1.00  0.00           O  
HETATM   28  H1  UNL     1      -5.452  -2.491  -0.999  1.00  0.00           H  
HETATM   29  H2  UNL     1      -5.186  -3.554   0.411  1.00  0.00           H  
HETATM   30  H3  UNL     1      -4.031  -3.623  -0.964  1.00  0.00           H  
HETATM   31  H4  UNL     1      -4.356  -1.643   1.257  1.00  0.00           H  
HETATM   32  H5  UNL     1      -3.725  -1.024  -0.350  1.00  0.00           H  
HETATM   33  H6  UNL     1      -2.604  -3.457   1.082  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.096  -2.801  -0.483  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.466   2.227  -1.528  1.00  0.00           H  
HETATM   36  H9  UNL     1       4.175  -0.161  -1.809  1.00  0.00           H  
HETATM   37  H10 UNL     1       5.003  -1.395  -0.975  1.00  0.00           H  
HETATM   38  H11 UNL     1       5.878   0.781  -0.240  1.00  0.00           H  
HETATM   39  H12 UNL     1       4.400   1.124   0.665  1.00  0.00           H  
HETATM   40  H13 UNL     1       5.949   0.125   2.119  1.00  0.00           H  
HETATM   41  H14 UNL     1       6.379  -1.175   0.986  1.00  0.00           H  
HETATM   42  H15 UNL     1       4.775  -1.230   1.752  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.162  -3.025   0.173  1.00  0.00           H  
HETATM   44  H17 UNL     1       0.502   3.222  -0.213  1.00  0.00           H  
HETATM   45  H18 UNL     1       0.572   2.688  -1.968  1.00  0.00           H  
HETATM   46  H19 UNL     1      -1.490   3.936  -1.150  1.00  0.00           H  
HETATM   47  H20 UNL     1      -1.307   2.869  -3.059  1.00  0.00           H  
HETATM   48  H21 UNL     1      -3.104   3.880   1.119  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.326   3.695   1.258  1.00  0.00           H  
HETATM   50  H23 UNL     1      -2.476   2.520   2.058  1.00  0.00           H  
HETATM   51  H24 UNL     1      -3.729   1.894  -1.659  1.00  0.00           H  
HETATM   52  H25 UNL     1      -4.267   1.622   0.052  1.00  0.00           H  
HETATM   53  H26 UNL     1      -4.138   3.285  -0.557  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5    5    6
CONECT    6    7    7   20
CONECT    7    8   27
CONECT    8    9    9   21
CONECT    9   10   11
CONECT   10   35
CONECT   11   12   20   20
CONECT   12   13   16   16
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   40   41   42
CONECT   16   17   43
CONECT   17   18   18   19
CONECT   19   20
CONECT   21   22   44   45
CONECT   22   23   24   46
CONECT   23   47
CONECT   24   25   26   27
CONECT   25   48   49   50
CONECT   26   51   52   53
END

HMDB0030649
     RDKit          3D
Mammea B/BC cyclo E
 53 55  0  0  0  0  0  0  0  0999 V2000
   -4.6727   -2.9577   -0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8355   -1.9086    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4651   -2.4903    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380   -1.5944    1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -1.4526    2.4780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -0.8374    0.5962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784    0.4329    0.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367    1.1380   -0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064    0.5950   -0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6260    1.2963   -1.1865 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.6684   -0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -1.2513   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371   -0.5534   -0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9788    0.3116    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5296   -0.5538    1.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -2.5619    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1207   -3.2093    0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686   -4.3646    1.2723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9876   -2.6008    0.9125 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -1.3831    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983    2.5027   -0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3557    2.8182   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8269    2.3554   -2.3807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2569    2.2690   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2601    3.1417    1.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6768    2.2808   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555    0.9573    0.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4520   -2.4913   -0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1860   -3.5543    0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0309   -3.6225   -0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564   -1.6429    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7254   -1.0237   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.4574    1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964   -2.8014   -0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4656    2.2272   -1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1752   -0.1606   -1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0034   -1.3954   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8783    0.7813   -0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3998    1.1239    0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9491    0.1246    2.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3788   -1.1750    0.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750   -1.2298    1.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616   -3.0255    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016    3.2222   -0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5717    2.6877   -1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4901    3.9356   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3065    2.8692   -3.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1044    3.8799    1.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3260    3.6954    1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4755    2.5196    2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288    1.8941   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2668    1.6225    0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381    3.2853   -0.5566 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 20  6  1  0
 27  7  1  0
 20 11  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Piperidinyl glycine derivative, 26b	HMDB

Chemical Formula

C₂₁H₂₆O₆

Average Molecular Weight

374.4275

Monoisotopic Molecular Weight

374.172938564

IUPAC Name

2-butanoyl-9,12-dihydroxy-13,13-dimethyl-7-propyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1,3(8),6,9-tetraen-5-one

Traditional Name

2-butanoyl-9,12-dihydroxy-13,13-dimethyl-7-propyl-4,14-dioxatricyclo[8.4.0.0³,⁸]tetradeca-1,3(8),6,9-tetraen-5-one

CAS Registry Number

30390-07-9

SMILES

CCCC(=O)C1=C2OC(C)(C)C(O)CC2=C(O)C2=C1OC(=O)C=C2CCC

InChI Identifier

InChI=1S/C21H26O6/c1-5-7-11-9-15(24)26-20-16(11)18(25)12-10-14(23)21(3,4)27-19(12)17(20)13(22)8-6-2/h9,14,23,25H,5-8,10H2,1-4H3

InChI Key

JKOPHYFSGRCMOF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Linear pyranocoumarins

Alternative Parents

Substituents

Linear pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Butyrophenone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Ketone
Lactone
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	213 - 217 °C	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	0.043 g/L	ALOGPS
logP	3.46	ALOGPS
logP	3.32	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	6.18	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	101.44 m³·mol⁻¹	ChemAxon
Polarizability	40.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.451	31661259
DarkChem	[M-H]-	184.603	31661259
DeepCCS	[M+H]+	187.213	30932474
DeepCCS	[M-H]-	184.743	30932474
DeepCCS	[M-2H]-	219.262	30932474
DeepCCS	[M+Na]+	194.463	30932474
AllCCS	[M+H]+	188.9	32859911
AllCCS	[M+H-H2O]+	186.1	32859911
AllCCS	[M+NH4]+	191.4	32859911
AllCCS	[M+Na]+	192.1	32859911
AllCCS	[M-H]-	195.0	32859911
AllCCS	[M+Na-2H]-	195.5	32859911
AllCCS	[M+HCOO]-	196.1	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.	7.94 minutes	32390414
Predicted by Siyang on May 30, 2022	16.4612 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.37 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2803.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	369.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	188.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	155.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	781.0 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	836.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1323.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	539.5 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	1808.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	481.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	427.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	274.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	414.2 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	9.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mammea B/BC cyclo E	CCCC(=O)C1=C2OC(C)(C)C(O)CC2=C(O)C2=C1OC(=O)C=C2CCC	3505.4	Standard polar	33892256
Mammea B/BC cyclo E	CCCC(=O)C1=C2OC(C)(C)C(O)CC2=C(O)C2=C1OC(=O)C=C2CCC	2994.6	Standard non polar	33892256
Mammea B/BC cyclo E	CCCC(=O)C1=C2OC(C)(C)C(O)CC2=C(O)C2=C1OC(=O)C=C2CCC	3177.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mammea B/BC cyclo E,1TMS,isomer #1	CCCC(=O)C1=C2OC(C)(C)C(O[Si](C)(C)C)CC2=C(O)C2=C1OC(=O)C=C2CCC	2791.0	Semi standard non polar	33892256
Mammea B/BC cyclo E,1TMS,isomer #2	CCCC(=O)C1=C2OC(C)(C)C(O)CC2=C(O[Si](C)(C)C)C2=C1OC(=O)C=C2CCC	2811.2	Semi standard non polar	33892256
Mammea B/BC cyclo E,2TMS,isomer #1	CCCC(=O)C1=C2OC(C)(C)C(O[Si](C)(C)C)CC2=C(O[Si](C)(C)C)C2=C1OC(=O)C=C2CCC	2813.9	Semi standard non polar	33892256
Mammea B/BC cyclo E,1TBDMS,isomer #1	CCCC(=O)C1=C2OC(C)(C)C(O[Si](C)(C)C(C)(C)C)CC2=C(O)C2=C1OC(=O)C=C2CCC	3017.8	Semi standard non polar	33892256
Mammea B/BC cyclo E,1TBDMS,isomer #2	CCCC(=O)C1=C2OC(C)(C)C(O)CC2=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(=O)C=C2CCC	3032.2	Semi standard non polar	33892256
Mammea B/BC cyclo E,2TBDMS,isomer #1	CCCC(=O)C1=C2OC(C)(C)C(O[Si](C)(C)C(C)(C)C)CC2=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(=O)C=C2CCC	3228.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mammea B/BC cyclo E GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zgj-1019000000-207c04b341dacdcfd7d2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mammea B/BC cyclo E GC-MS (2 TMS) - 70eV, Positive	splash10-0ug0-7000950000-ef928086efbdcee491d4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mammea B/BC cyclo E GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mammea B/BC cyclo E 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 - Mammea B/BC cyclo E 10V, Positive-QTOF	splash10-004i-0019000000-3c7cf0067bd32326bce7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 20V, Positive-QTOF	splash10-0zfr-2059000000-9b0c8c4c489f361fc938	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 40V, Positive-QTOF	splash10-00kf-3091000000-3ab293102caebd4a8a94	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 10V, Negative-QTOF	splash10-00di-0019000000-f71d0b01faa3d4b4edd4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 20V, Negative-QTOF	splash10-0fk9-9038000000-ee03d2328a830b6188dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 40V, Negative-QTOF	splash10-00xr-5191000000-19f2e14fdb13db6a1012	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 10V, Negative-QTOF	splash10-00di-0009000000-4c8686ce268f4e78c86b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 20V, Negative-QTOF	splash10-00di-0029000000-994d1fd325a16df995be	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 40V, Negative-QTOF	splash10-000i-0194000000-b25801bb11a62bcd7afe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 10V, Positive-QTOF	splash10-004i-0009000000-37c750ab0ac6ddede65f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 20V, Positive-QTOF	splash10-004i-0009000000-faa7acbb2d0e76f09842	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammea B/BC cyclo E 40V, Positive-QTOF	splash10-000i-1093000000-3be11bce51eb6353652b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB002555

KNApSAcK ID

C00057337

Chemspider ID

35013248

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102504551

PDB ID

Not Available

ChEBI ID

175811

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Mammea B/BC cyclo E → {10-butanoyl-5-hydroxy-2,2-dimethyl-8-oxo-6-propyl-2H,3H,4H,8H-pyrano[3,2-g]chromen-3-yl}oxidanesulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Mammea B/BC cyclo E → 6-({10-butanoyl-3-hydroxy-2,2-dimethyl-8-oxo-6-propyl-2H,3H,4H,8H-pyrano[3,2-g]chromen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Mammea B/BC cyclo E (HMDB0030649)

MOL for HMDB0030649 (Mammea B/BC cyclo E)

3D MOL for HMDB0030649 (Mammea B/BC cyclo E)

3D SDF for HMDB0030649 (Mammea B/BC cyclo E)

3D-SDF for HMDB0030649 (Mammea B/BC cyclo E)

PDB for HMDB0030649 (Mammea B/BC cyclo E)

3D PDB for HMDB0030649 (Mammea B/BC cyclo E)

SMILES for HMDB0030649 (Mammea B/BC cyclo E)

INCHI for HMDB0030649 (Mammea B/BC cyclo E)

Structure for HMDB0030649 (Mammea B/BC cyclo E)

3D Structure for HMDB0030649 (Mammea B/BC cyclo E)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions