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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:37:23 UTC

Update Date

2022-03-07 02:55:18 UTC

HMDB ID

HMDB0037379

Secondary Accession Numbers

HMDB37379

Metabolite Identification

Common Name

Vamonolide

Description

Vamonolide belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. Vamonolide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241209452D          

 34 39  0  0  0  0            999 V2000
    0.4370   -1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9210   -0.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4370    0.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914    1.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1085    1.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4909   -0.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4909   -1.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761   -0.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761   -0.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614    0.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3479   -0.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2613    0.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4091    0.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565    0.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0509    0.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4983    1.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    1.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9192    1.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1122    1.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5596    2.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8153    2.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2044   -0.0322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2044   -0.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9192   -1.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9192   -2.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2044   -2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4909   -2.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4909   -2.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2613   -1.6777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3479   -0.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614   -1.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614   -2.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761   -2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0614   -2.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 30  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4 16  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 23  1  0  0  0  0
  7 27  1  0  0  0  0
  8  9  1  0  0  0  0
  8 31  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 11 30  1  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  1  0  0  0  0
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 17 20  1  0  0  0  0
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 22 23  2  0  0  0  0
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 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 33  1  0  0  0  0
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 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

HMDB0037379
     RDKit          3D
Vamonolide
 74 79  0  0  0  0  0  0  0  0999 V2000
    6.7198    0.0785    1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1051   -0.3574   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2225   -0.1087   -1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1893   -0.3014   -2.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301    0.0590   -0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6270    1.4393   -0.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4886   -1.3017   -1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0716    2.7312    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9557    1.7055    1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9507    0.4500    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4263    2.8605   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
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 33 71  1  0
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 34 74  1  0
M  END


  Mrv0541 02241209452D          

 34 39  0  0  0  0            999 V2000
    0.4370   -1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9210   -0.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037379

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C)C1CC(C)C(C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O6/c1-14-13-19(33-24(30)15(14)2)16(3)17-9-12-27(31)21-18(8-11-25(17,27)4)26(5)20(29)7-6-10-28(26,32)23-22(21)34-23/h6-7,14-19,21-23,31-32H,8-13H2,1-5H3

> <INCHI_KEY>
LTYSVVJJHYDSMR-UHFFFAOYSA-N

> <FORMULA>
C28H40O6

> <MOLECULAR_WEIGHT>
472.6136

> <EXACT_MASS>
472.282489012

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.64369611964095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-[1-(4,5-dimethyl-6-oxooxan-2-yl)ethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
3.6269852936666647

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.119135875870402

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.054851351159193

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1982554527628047

> <JCHEM_POLAR_SURFACE_AREA>
96.36000000000001

> <JCHEM_REFRACTIVITY>
126.31699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-[1-(4,5-dimethyl-6-oxooxan-2-yl)ethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037379
     RDKit          3D
Vamonolide
 74 79  0  0  0  0  0  0  0  0999 V2000
    6.7198    0.0785    1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1051   -0.3574   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8242   -1.0884    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6284   -0.1764   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800   -0.9213    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5805   -1.2721    1.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2023   -0.2008   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2225   -0.1087   -1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1893   -0.3014   -2.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301    0.0590   -0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6270    1.4393   -0.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -0.0344   -0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0238   -1.2994   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -1.2772   -2.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4886   -1.3017   -1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1640   -0.0694   -0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4444   -0.4568   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4325    0.9733   -1.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2876    2.3725   -1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0716    2.7312    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9557    1.7055    1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2788    1.9201    2.2571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4212    0.3799    0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7932   -0.6100    1.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    0.5089    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2787   -0.2116    1.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7512   -0.0474    1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1613   -0.6349    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2238   -2.1324    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6446    0.2992   -1.3016 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8620    0.4903   -1.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9663    0.4336   -3.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    0.7640   -1.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7575    2.1005   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    0.4500    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5286    0.7990    1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1544   -0.8297    1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8340   -1.1058   -0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7270   -1.9025   -0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8603   -1.4898    1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7574    0.6398    0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338   -1.8927   -0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7328   -1.3763    2.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2854   -0.5637    2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1306   -2.2620    1.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2838    0.8770    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218   -0.9545   -1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288    0.8842   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4693    0.4471   -2.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988   -1.2780   -2.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333    1.9614   -1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    0.7444   -1.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5274   -2.2836   -1.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0032   -2.2753   -0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1351   -0.3027   -0.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8418    0.8248   -2.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4974    0.9248   -2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3762    3.1420   -1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9749    3.7836    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4663   -1.6255    1.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5362   -0.2280    2.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9232   -0.6390    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6236    1.5759    0.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5817    0.3057    2.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4583   -1.2932    1.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4329   -0.4318    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747    1.0404    1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6992   -2.6063    0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0630   -2.5756    0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540   -2.4352   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9236    0.8221   -1.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7155    2.4570   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864    2.0576    0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4263    2.8605   -0.8444 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  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
  4 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 33  2  1  0
 28  7  1  0
 28 10  1  0
 25 12  1  0
 15 13  1  0
 23 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  0
 15 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 20 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  0
 27 67  1  0
 29 68  1  0
 29 69  1  0
 29 70  1  0
 33 71  1  0
 34 72  1  0
 34 73  1  0
 34 74  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.816  -2.075   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.719  -0.830   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.816   0.415   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.291   1.880   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.203   2.968   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.650  -0.830   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.650  -2.370   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.315  -1.600   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.315  -0.060   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.981   0.710   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.649  -0.060   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.488   1.471   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.364   0.232   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.332   1.377   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.828   1.056   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.797   2.200   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.274   3.663   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.316   3.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.809   2.839   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.778   3.984   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.255   5.449   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.982  -0.060   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.982  -1.600   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.316  -2.370   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.316  -3.909   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.982  -4.679   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.650  -3.909   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.650  -5.449   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.488  -3.132   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.649  -1.600   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.981  -2.370   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.981  -3.909   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.315  -4.679   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.981  -5.449   0.000  0.00  0.00           O+0
CONECT    1    2   30                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8   23   27                                             
CONECT    8    7    9   31                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    3   10   12   30                                             
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16    4   15   17                                                  
CONECT   17   16   20                                                       
CONECT   18   19                                                            
CONECT   19   14   18   20                                                  
CONECT   20   17   19   21                                                  
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23    7   22   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27    7   26   28   33                                             
CONECT   28   27                                                            
CONECT   29   30                                                            
CONECT   30    1   11   29   31                                             
CONECT   31    8   30   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   27   32   34                                                  
CONECT   34   32   33                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

COMPND    HMDB0037379
HETATM    1  C1  UNL     1       6.720   0.078   1.254  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.105  -0.357  -0.061  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.824  -1.088   0.179  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.628  -0.176  -0.009  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.380  -0.921   0.420  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.581  -1.272   1.837  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.202  -0.201  -0.031  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.222  -0.109  -1.542  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.189  -0.301  -2.042  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.930   0.059  -0.794  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.627   1.439  -0.591  1.00  0.00           O  
HETATM   12  C11 UNL     1      -2.375  -0.034  -0.828  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.024  -1.299  -1.178  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.885  -1.277  -2.416  1.00  0.00           O  
HETATM   15  C13 UNL     1      -4.489  -1.302  -1.163  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.164  -0.069  -0.634  1.00  0.00           C  
HETATM   17  O3  UNL     1      -6.444  -0.457  -0.148  1.00  0.00           O  
HETATM   18  C15 UNL     1      -5.432   0.973  -1.662  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.288   2.372  -1.186  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.072   2.731   0.043  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.956   1.705   1.068  1.00  0.00           C  
HETATM   22  O4  UNL     1      -5.279   1.920   2.257  1.00  0.00           O  
HETATM   23  C19 UNL     1      -4.421   0.380   0.586  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.793  -0.610   1.697  1.00  0.00           C  
HETATM   25  C21 UNL     1      -2.957   0.509   0.463  1.00  0.00           C  
HETATM   26  C22 UNL     1      -2.279  -0.212   1.574  1.00  0.00           C  
HETATM   27  C23 UNL     1      -0.751  -0.047   1.556  1.00  0.00           C  
HETATM   28  C24 UNL     1      -0.161  -0.635   0.307  1.00  0.00           C  
HETATM   29  C25 UNL     1      -0.224  -2.132   0.249  1.00  0.00           C  
HETATM   30  O5  UNL     1       3.645   0.299  -1.302  1.00  0.00           O  
HETATM   31  C26 UNL     1       4.862   0.490  -1.943  1.00  0.00           C  
HETATM   32  O6  UNL     1       4.966   0.434  -3.202  1.00  0.00           O  
HETATM   33  C27 UNL     1       6.023   0.764  -1.051  1.00  0.00           C  
HETATM   34  C28 UNL     1       5.757   2.101  -0.390  1.00  0.00           C  
HETATM   35  H1  UNL     1       5.951   0.450   1.965  1.00  0.00           H  
HETATM   36  H2  UNL     1       7.529   0.799   1.080  1.00  0.00           H  
HETATM   37  H3  UNL     1       7.154  -0.830   1.722  1.00  0.00           H  
HETATM   38  H4  UNL     1       6.834  -1.106  -0.492  1.00  0.00           H  
HETATM   39  H5  UNL     1       4.727  -1.902  -0.544  1.00  0.00           H  
HETATM   40  H6  UNL     1       4.860  -1.490   1.214  1.00  0.00           H  
HETATM   41  H7  UNL     1       3.757   0.640   0.759  1.00  0.00           H  
HETATM   42  H8  UNL     1       2.434  -1.893  -0.169  1.00  0.00           H  
HETATM   43  H9  UNL     1       1.733  -1.376   2.493  1.00  0.00           H  
HETATM   44  H10 UNL     1       3.285  -0.564   2.374  1.00  0.00           H  
HETATM   45  H11 UNL     1       3.131  -2.262   1.936  1.00  0.00           H  
HETATM   46  H12 UNL     1       1.284   0.877   0.316  1.00  0.00           H  
HETATM   47  H13 UNL     1       1.822  -0.954  -1.931  1.00  0.00           H  
HETATM   48  H14 UNL     1       1.529   0.884  -1.920  1.00  0.00           H  
HETATM   49  H15 UNL     1      -0.469   0.447  -2.817  1.00  0.00           H  
HETATM   50  H16 UNL     1      -0.399  -1.278  -2.464  1.00  0.00           H  
HETATM   51  H17 UNL     1      -1.133   1.961  -1.268  1.00  0.00           H  
HETATM   52  H18 UNL     1      -2.685   0.744  -1.596  1.00  0.00           H  
HETATM   53  H19 UNL     1      -2.527  -2.284  -1.074  1.00  0.00           H  
HETATM   54  H20 UNL     1      -5.003  -2.275  -0.973  1.00  0.00           H  
HETATM   55  H21 UNL     1      -7.135  -0.303  -0.817  1.00  0.00           H  
HETATM   56  H22 UNL     1      -4.842   0.825  -2.615  1.00  0.00           H  
HETATM   57  H23 UNL     1      -6.497   0.925  -2.052  1.00  0.00           H  
HETATM   58  H24 UNL     1      -5.376   3.142  -1.967  1.00  0.00           H  
HETATM   59  H25 UNL     1      -4.975   3.784   0.331  1.00  0.00           H  
HETATM   60  H26 UNL     1      -4.466  -1.626   1.481  1.00  0.00           H  
HETATM   61  H27 UNL     1      -4.536  -0.228   2.696  1.00  0.00           H  
HETATM   62  H28 UNL     1      -5.923  -0.639   1.688  1.00  0.00           H  
HETATM   63  H29 UNL     1      -2.624   1.576   0.509  1.00  0.00           H  
HETATM   64  H30 UNL     1      -2.582   0.306   2.532  1.00  0.00           H  
HETATM   65  H31 UNL     1      -2.458  -1.293   1.605  1.00  0.00           H  
HETATM   66  H32 UNL     1      -0.433  -0.432   2.507  1.00  0.00           H  
HETATM   67  H33 UNL     1      -0.575   1.040   1.530  1.00  0.00           H  
HETATM   68  H34 UNL     1       0.699  -2.606   0.703  1.00  0.00           H  
HETATM   69  H35 UNL     1      -1.063  -2.576   0.798  1.00  0.00           H  
HETATM   70  H36 UNL     1      -0.154  -2.435  -0.817  1.00  0.00           H  
HETATM   71  H37 UNL     1       6.924   0.822  -1.711  1.00  0.00           H  
HETATM   72  H38 UNL     1       4.715   2.457  -0.563  1.00  0.00           H  
HETATM   73  H39 UNL     1       5.886   2.058   0.706  1.00  0.00           H  
HETATM   74  H40 UNL     1       6.426   2.861  -0.844  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   33   38
CONECT    3    4   39   40
CONECT    4    5   30   41
CONECT    5    6    7   42
CONECT    6   43   44   45
CONECT    7    8   28   46
CONECT    8    9   47   48
CONECT    9   10   49   50
CONECT   10   11   12   28
CONECT   11   51
CONECT   12   13   25   52
CONECT   13   14   15   53
CONECT   14   15
CONECT   15   16   54
CONECT   16   17   18   23
CONECT   17   55
CONECT   18   19   56   57
CONECT   19   20   20   58
CONECT   20   21   59
CONECT   21   22   22   23
CONECT   23   24   25
CONECT   24   60   61   62
CONECT   25   26   63
CONECT   26   27   64   65
CONECT   27   28   66   67
CONECT   28   29
CONECT   29   68   69   70
CONECT   30   31
CONECT   31   32   32   33
CONECT   33   34   71
CONECT   34   72   73   74
END

HMDB0037379
     RDKit          3D
Vamonolide
 74 79  0  0  0  0  0  0  0  0999 V2000
    6.7198    0.0785    1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1051   -0.3574   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8242   -1.0884    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6284   -0.1764   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800   -0.9213    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5805   -1.2721    1.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2023   -0.2008   -0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2225   -0.1087   -1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1893   -0.3014   -2.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301    0.0590   -0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6270    1.4393   -0.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -0.0344   -0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0238   -1.2994   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -1.2772   -2.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4886   -1.3017   -1.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1640   -0.0694   -0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4444   -0.4568   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4325    0.9733   -1.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2876    2.3725   -1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0716    2.7312    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9557    1.7055    1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2788    1.9201    2.2571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4212    0.3799    0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7932   -0.6100    1.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    0.5089    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2787   -0.2116    1.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7512   -0.0474    1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1613   -0.6349    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2238   -2.1324    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6446    0.2992   -1.3016 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8620    0.4903   -1.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9663    0.4336   -3.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    0.7640   -1.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7575    2.1005   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    0.4500    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5286    0.7990    1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1544   -0.8297    1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8340   -1.1058   -0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7270   -1.9025   -0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8603   -1.4898    1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7574    0.6398    0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4338   -1.8927   -0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7328   -1.3763    2.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2854   -0.5637    2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1306   -2.2620    1.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2838    0.8770    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218   -0.9545   -1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288    0.8842   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4693    0.4471   -2.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3988   -1.2780   -2.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333    1.9614   -1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    0.7444   -1.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5274   -2.2836   -1.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0032   -2.2753   -0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1351   -0.3027   -0.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8418    0.8248   -2.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4974    0.9248   -2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3762    3.1420   -1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9749    3.7836    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4663   -1.6255    1.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5362   -0.2280    2.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9232   -0.6390    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6236    1.5759    0.5095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5817    0.3057    2.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4583   -1.2932    1.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4329   -0.4318    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747    1.0404    1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6992   -2.6063    0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0630   -2.5756    0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540   -2.4352   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9236    0.8221   -1.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7155    2.4570   -0.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864    2.0576    0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4263    2.8605   -0.8444 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  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
  4 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 33  2  1  0
 28  7  1  0
 28 10  1  0
 25 12  1  0
 15 13  1  0
 23 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  0
 15 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
 20 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  0
 27 67  1  0
 29 68  1  0
 29 69  1  0
 29 70  1  0
 33 71  1  0
 34 72  1  0
 34 73  1  0
 34 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,7-Epoxy-5,14-dihydroxy-1-oxo-2-withenolide	HMDB

Chemical Formula

C₂₈H₄₀O₆

Average Molecular Weight

472.6136

Monoisotopic Molecular Weight

472.282489012

IUPAC Name

15-[1-(4,5-dimethyl-6-oxooxan-2-yl)ethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

Traditional Name

15-[1-(4,5-dimethyl-6-oxooxan-2-yl)ethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

CAS Registry Number

114332-66-0

SMILES

CC(C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C)C1CC(C)C(C)C(=O)O1

InChI Identifier

InChI=1S/C28H40O6/c1-14-13-19(33-24(30)15(14)2)16(3)17-9-12-27(31)21-18(8-11-25(17,27)4)26(5)20(29)7-6-10-28(26,32)23-22(21)34-23/h6-7,14-19,21-23,31-32H,8-13H2,1-5H3

InChI Key

LTYSVVJJHYDSMR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0037379)
Cell membrane (HMDB: HMDB0037379)

Biofluid or Excreta

Urine (HMDB: HMDB0037379)

Tissue substructure

Hepatic tissue (HMDB: HMDB0037379)

Cellular substructure

Extracellular (HMDB: HMDB0037379)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037379)

Source

Endogenous

Endogenous (HMDB: HMDB0037379)

Plant

Plant (HMDB: HMDB0037379)

Animal

Animal (HMDB: HMDB0037379)

Exogenous

Food

Food (HMDB: HMDB0037379)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037379)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037379)

Cellular process

Cell signaling (HMDB: HMDB0037379)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037379)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037379)

Nutrient

Nutrient (HMDB: HMDB0037379)

Molecular messenger

Signaling molecule (HMDB: HMDB0037379)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037379)

Emulsifier (HMDB: HMDB0037379)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	243 - 247 °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	0.0056 g/L	ALOGPS
logP	3.16	ALOGPS
logP	3.63	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	13.05	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.36 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	126.32 m³·mol⁻¹	ChemAxon
Polarizability	52.64 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	210.224	31661259
DarkChem	[M-H]-	205.521	31661259
DeepCCS	[M-2H]-	237.093	30932474
DeepCCS	[M+Na]+	212.387	30932474
AllCCS	[M+H]+	214.5	32859911
AllCCS	[M+H-H2O]+	212.7	32859911
AllCCS	[M+NH4]+	216.3	32859911
AllCCS	[M+Na]+	216.7	32859911
AllCCS	[M-H]-	215.4	32859911
AllCCS	[M+Na-2H]-	217.2	32859911
AllCCS	[M+HCOO]-	219.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vamonolide	CC(C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C)C1CC(C)C(C)C(=O)O1	4106.6	Standard polar	33892256
Vamonolide	CC(C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C)C1CC(C)C(C)C(=O)O1	3296.7	Standard non polar	33892256
Vamonolide	CC(C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C)C1CC(C)C(C)C(=O)O1	4051.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vamonolide,1TMS,isomer #1	CC1CC(C(C)C2CCC3(O[Si](C)(C)C)C4C5OC5C5(O)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	3992.4	Semi standard non polar	33892256
Vamonolide,1TMS,isomer #2	CC1CC(C(C)C2CCC3(O)C4C5OC5C5(O[Si](C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	3949.6	Semi standard non polar	33892256
Vamonolide,2TMS,isomer #1	CC1CC(C(C)C2CCC3(O[Si](C)(C)C)C4C5OC5C5(O[Si](C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	3885.1	Semi standard non polar	33892256
Vamonolide,1TBDMS,isomer #1	CC1CC(C(C)C2CCC3(O[Si](C)(C)C(C)(C)C)C4C5OC5C5(O)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4203.9	Semi standard non polar	33892256
Vamonolide,1TBDMS,isomer #2	CC1CC(C(C)C2CCC3(O)C4C5OC5C5(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4168.3	Semi standard non polar	33892256
Vamonolide,2TBDMS,isomer #1	CC1CC(C(C)C2CCC3(O[Si](C)(C)C(C)(C)C)C4C5OC5C5(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4299.9	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 - Vamonolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-2276900000-9abf5f47fb7cd5d941c0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vamonolide GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-5208669000-65a201f8b20ad615d745	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vamonolide 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 - Vamonolide 10V, Positive-QTOF	splash10-0ab9-0002900000-44071fb9a5fbe9d4a433	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 20V, Positive-QTOF	splash10-0a4r-1219700000-eddaa3a979631dc8a1ff	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 40V, Positive-QTOF	splash10-0a4l-9405100000-1e66ba09d651a55a93ad	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 10V, Negative-QTOF	splash10-00di-0000900000-e66b218c73b7b10fa199	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 20V, Negative-QTOF	splash10-0fmi-1002900000-79fe42ff0bb8ea905a82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 40V, Negative-QTOF	splash10-0670-9403300000-5b6fae89a9820b4604ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 10V, Negative-QTOF	splash10-00di-0000900000-220590024b89aa801b98	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 20V, Negative-QTOF	splash10-00di-0002900000-760ff2444f3c8042aea9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 40V, Negative-QTOF	splash10-01b9-1425900000-3ebed4de6b3f574a439c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 10V, Positive-QTOF	splash10-05fr-0704900000-4c28b55b3be36523a933	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 20V, Positive-QTOF	splash10-0100-3429700000-732f647ab7530da190d0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vamonolide 40V, Positive-QTOF	splash10-0gb9-1938000000-f162423e89afdc11dbbf	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016416

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13939886

PDB ID

Not Available

ChEBI ID

Not Available

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Vamonolide (HMDB0037379)

MOL for HMDB0037379 (Vamonolide)

3D MOL for HMDB0037379 (Vamonolide)

3D SDF for HMDB0037379 (Vamonolide)

3D-SDF for HMDB0037379 (Vamonolide)

PDB for HMDB0037379 (Vamonolide)

3D PDB for HMDB0037379 (Vamonolide)

SMILES for HMDB0037379 (Vamonolide)

INCHI for HMDB0037379 (Vamonolide)

Structure for HMDB0037379 (Vamonolide)

3D Structure for HMDB0037379 (Vamonolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra