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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:29:14 UTC

Update Date

2022-03-07 02:53:50 UTC

HMDB ID

HMDB0033728

Secondary Accession Numbers

HMDB33728

Metabolite Identification

Common Name

Pubesenolide

Description

Glycyrrhetol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Glycyrrhetol 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 02241208032D          

 33 37  0  0  0  0            999 V2000
   -0.0309    0.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176   -0.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8325    0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -0.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8325   -1.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1176   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6675   -1.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515   -0.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6675    0.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9219    0.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389    1.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8325   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -2.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2612   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -2.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6897   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2612   -0.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2612   -1.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4046    2.2707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503    1.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3432    1.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7905    1.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0462    2.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6403   -0.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875    0.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2803    0.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7290    0.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    1.7565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4046   -2.7135    0.0000 O   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
  2  7  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
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  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
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  9 10  1  0  0  0  0
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 11 31  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 33  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
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 23 24  1  0  0  0  0
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 25 29  2  0  0  0  0
 26 27  2  0  0  0  0
 26 32  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0033728
     RDKit          3D
Pubesenolide
 75 79  0  0  0  0  0  0  0  0999 V2000
    5.3443   -2.0416    0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9130   -0.6331    1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0460    0.0204    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0648    0.5512    0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3470    1.6876    0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1140    1.9952    1.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3487    2.3689   -0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9775   -0.1345   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2646   -1.0544   -1.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681   -1.4733   -1.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592   -0.9365   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676   -1.4598    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.4104   -0.7079   -0.7986 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5190    1.3864    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4689   -2.2346   -0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241208032D          

 33 37  0  0  0  0            999 V2000
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  2  7  1  0  0  0  0
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 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033728

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1CCC2C3CC=C4CC(O)CC(O)C4(C)C3CCC12C)C1CC(C)=C(CO)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H42O5/c1-15-11-24(33-26(32)20(15)14-29)16(2)21-7-8-22-19-6-5-17-12-18(30)13-25(31)28(17,4)23(19)9-10-27(21,22)3/h5,16,18-19,21-25,29-31H,6-14H2,1-4H3

> <INCHI_KEY>
FYYIHVSEGVWNCF-UHFFFAOYSA-N

> <FORMULA>
C28H42O5

> <MOLECULAR_WEIGHT>
458.6301

> <EXACT_MASS>
458.303224454

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
53.868717683316845

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(1-{3,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl}ethyl)-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
3.1470268513333326

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.879524765124387

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.310789354349936

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7501835276836184

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
128.8126

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(1-{3,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl}ethyl)-3-(hydroxymethyl)-4-methyl-5,6-dihydropyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033728
     RDKit          3D
Pubesenolide
 75 79  0  0  0  0  0  0  0  0999 V2000
    5.3443   -2.0416    0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9130   -0.6331    1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7424    0.3023    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0460    0.0204    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0648    0.5512    0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3470    1.6876    0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747    2.6554    0.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1140    1.9952    1.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    1.0179    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7784    0.9981   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487    2.3689   -0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9775   -0.1345   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8668   -0.0497   -2.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4062    0.0133   -2.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2351    0.3312   -1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7058    0.1601   -1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2646   -1.0544   -1.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681   -1.4733   -1.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592   -0.9365   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676   -1.4598    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4278   -0.2905    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4104   -0.7079   -0.7986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8340    0.9500   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190    1.3864    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7388    2.1923    1.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6174    0.2201    0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8067    0.0158    1.9934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1848    0.4142    0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3620   -0.2780    1.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1294    0.0638    1.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979   -0.3935   -0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362   -1.9026   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -0.3017    1.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4689   -2.2346   -0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2885   -2.2177    1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5885   -2.7581    1.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1558   -1.0830   -0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0491    0.4500   -0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2471    1.4562    0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2518    1.3262    1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7794    0.8715   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0467    2.4045   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2437    3.0343   -0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    2.8293    0.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6249   -1.0399   -0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4507    0.7520   -2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -0.9879   -2.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1259   -0.9505   -2.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    0.8092   -3.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457    1.4272   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1304    1.0265   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205   -1.9484   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967   -0.8801   -2.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0437   -2.3318   -1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4412   -1.8162    1.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7715   -2.3317   -0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9945   -0.1701    1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7048   -1.6215   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5699    1.7787   -0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8433    0.9052   -1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372    2.0434   -0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5209    2.7741    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388   -0.9198    2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8947   -0.0870    2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008    0.9091    2.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9821    1.5235    0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6416    0.2344    2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5702   -1.3206    1.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1029    1.1727    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583   -0.4647    1.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326   -2.3191    0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3139   -2.2824    0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6801   -2.2783   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9083   -1.1289    1.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8981   -0.2427    2.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  6  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
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  9 33  1  0
 33  2  1  0
 31 12  1  0
 31 15  1  0
 28 16  1  0
 26 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 25 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 32 71  1  0
 32 72  1  0
 32 73  1  0
 33 74  1  0
 33 75  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      -0.058   1.084   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.220  -0.445   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.554   0.325   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.886  -0.445   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.886  -1.985   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.554  -2.755   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.220  -1.985   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.246  -2.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.149  -1.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.246   0.029   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.721   1.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.633   2.583   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.554  -4.295   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.886  -5.065   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.221  -4.295   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.555  -5.065   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.887  -4.295   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.887  -2.755   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.221  -1.215   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.221  -2.755   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.555  -1.985   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.555  -0.445   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.222   4.239   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.747   2.776   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.241   2.455   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.209   3.600   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.686   5.065   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.795  -0.155   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.763   0.989   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.257   0.671   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.227   1.816   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.702   3.279   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -8.222  -5.065   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   10                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   13                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    2    9   11                                                  
CONECT   11   10   12   31                                                  
CONECT   12   11                                                            
CONECT   13    6   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   33                                                  
CONECT   18   17   21                                                       
CONECT   19   20                                                            
CONECT   20    5   15   19   21                                             
CONECT   21   18   20   22                                                  
CONECT   22   21                                                            
CONECT   23   24                                                            
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29   25   28   30                                                  
CONECT   30   29   31                                                       
CONECT   31   11   30   32                                                  
CONECT   32   26   31                                                       
CONECT   33   17                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0033728
HETATM    1  C1  UNL     1       5.344  -2.042   0.831  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.913  -0.633   1.090  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.742   0.302   0.699  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.046   0.020   0.037  1.00  0.00           C  
HETATM    5  O1  UNL     1       8.065   0.551   0.811  1.00  0.00           O  
HETATM    6  C5  UNL     1       5.347   1.688   0.908  1.00  0.00           C  
HETATM    7  O2  UNL     1       6.075   2.655   0.571  1.00  0.00           O  
HETATM    8  O3  UNL     1       4.114   1.995   1.507  1.00  0.00           O  
HETATM    9  C6  UNL     1       3.063   1.018   1.323  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.778   0.998  -0.172  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.349   2.369  -0.620  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.977  -0.134  -0.651  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.867  -0.050  -2.176  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.406   0.013  -2.527  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.235   0.331  -1.247  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.706   0.160  -1.168  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.265  -1.054  -1.820  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.568  -1.473  -1.233  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.159  -0.936  -0.230  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.468  -1.460   0.252  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.428  -0.290   0.140  1.00  0.00           C  
HETATM   22  O4  UNL     1      -7.410  -0.708  -0.799  1.00  0.00           O  
HETATM   23  C19 UNL     1      -5.834   0.950  -0.425  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.519   1.386   0.118  1.00  0.00           C  
HETATM   25  O5  UNL     1      -4.739   2.192   1.234  1.00  0.00           O  
HETATM   26  C21 UNL     1      -3.617   0.220   0.497  1.00  0.00           C  
HETATM   27  C22 UNL     1      -3.807   0.016   1.993  1.00  0.00           C  
HETATM   28  C23 UNL     1      -2.185   0.414   0.217  1.00  0.00           C  
HETATM   29  C24 UNL     1      -1.362  -0.278   1.279  1.00  0.00           C  
HETATM   30  C25 UNL     1       0.129   0.064   1.109  1.00  0.00           C  
HETATM   31  C26 UNL     1       0.598  -0.393  -0.221  1.00  0.00           C  
HETATM   32  C27 UNL     1       0.436  -1.903  -0.280  1.00  0.00           C  
HETATM   33  C28 UNL     1       3.651  -0.302   1.761  1.00  0.00           C  
HETATM   34  H1  UNL     1       5.469  -2.235  -0.257  1.00  0.00           H  
HETATM   35  H2  UNL     1       6.288  -2.218   1.386  1.00  0.00           H  
HETATM   36  H3  UNL     1       4.589  -2.758   1.198  1.00  0.00           H  
HETATM   37  H4  UNL     1       7.156  -1.083  -0.072  1.00  0.00           H  
HETATM   38  H5  UNL     1       7.049   0.450  -0.988  1.00  0.00           H  
HETATM   39  H6  UNL     1       8.247   1.456   0.499  1.00  0.00           H  
HETATM   40  H7  UNL     1       2.252   1.326   1.958  1.00  0.00           H  
HETATM   41  H8  UNL     1       3.779   0.872  -0.622  1.00  0.00           H  
HETATM   42  H9  UNL     1       2.047   2.404  -1.649  1.00  0.00           H  
HETATM   43  H10 UNL     1       3.244   3.034  -0.511  1.00  0.00           H  
HETATM   44  H11 UNL     1       1.580   2.829   0.023  1.00  0.00           H  
HETATM   45  H12 UNL     1       2.625  -1.040  -0.454  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.451   0.752  -2.620  1.00  0.00           H  
HETATM   47  H14 UNL     1       2.328  -0.988  -2.638  1.00  0.00           H  
HETATM   48  H15 UNL     1       0.126  -0.950  -2.982  1.00  0.00           H  
HETATM   49  H16 UNL     1       0.189   0.809  -3.284  1.00  0.00           H  
HETATM   50  H17 UNL     1      -0.046   1.427  -1.035  1.00  0.00           H  
HETATM   51  H18 UNL     1      -2.130   1.026  -1.776  1.00  0.00           H  
HETATM   52  H19 UNL     1      -1.621  -1.948  -1.830  1.00  0.00           H  
HETATM   53  H20 UNL     1      -2.497  -0.880  -2.917  1.00  0.00           H  
HETATM   54  H21 UNL     1      -4.044  -2.332  -1.734  1.00  0.00           H  
HETATM   55  H22 UNL     1      -5.441  -1.816   1.297  1.00  0.00           H  
HETATM   56  H23 UNL     1      -5.772  -2.332  -0.362  1.00  0.00           H  
HETATM   57  H24 UNL     1      -6.995  -0.170   1.079  1.00  0.00           H  
HETATM   58  H25 UNL     1      -7.705  -1.621  -0.548  1.00  0.00           H  
HETATM   59  H26 UNL     1      -6.570   1.779  -0.200  1.00  0.00           H  
HETATM   60  H27 UNL     1      -5.843   0.905  -1.552  1.00  0.00           H  
HETATM   61  H28 UNL     1      -4.037   2.043  -0.647  1.00  0.00           H  
HETATM   62  H29 UNL     1      -5.521   2.774   0.993  1.00  0.00           H  
HETATM   63  H30 UNL     1      -3.339  -0.920   2.341  1.00  0.00           H  
HETATM   64  H31 UNL     1      -4.895  -0.087   2.173  1.00  0.00           H  
HETATM   65  H32 UNL     1      -3.501   0.909   2.576  1.00  0.00           H  
HETATM   66  H33 UNL     1      -1.982   1.523   0.419  1.00  0.00           H  
HETATM   67  H34 UNL     1      -1.642   0.234   2.245  1.00  0.00           H  
HETATM   68  H35 UNL     1      -1.570  -1.321   1.443  1.00  0.00           H  
HETATM   69  H36 UNL     1       0.103   1.173   1.216  1.00  0.00           H  
HETATM   70  H37 UNL     1       0.658  -0.465   1.909  1.00  0.00           H  
HETATM   71  H38 UNL     1      -0.433  -2.319   0.183  1.00  0.00           H  
HETATM   72  H39 UNL     1       1.314  -2.282   0.334  1.00  0.00           H  
HETATM   73  H40 UNL     1       0.680  -2.278  -1.302  1.00  0.00           H  
HETATM   74  H41 UNL     1       2.908  -1.129   1.706  1.00  0.00           H  
HETATM   75  H42 UNL     1       3.898  -0.243   2.858  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   33
CONECT    3    4    6
CONECT    4    5   37   38
CONECT    5   39
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   33   40
CONECT   10   11   12   41
CONECT   11   42   43   44
CONECT   12   13   31   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   31   50
CONECT   16   17   28   51
CONECT   17   18   52   53
CONECT   18   19   19   54
CONECT   19   20   26
CONECT   20   21   55   56
CONECT   21   22   23   57
CONECT   22   58
CONECT   23   24   59   60
CONECT   24   25   26   61
CONECT   25   62
CONECT   26   27   28
CONECT   27   63   64   65
CONECT   28   29   66
CONECT   29   30   67   68
CONECT   30   31   69   70
CONECT   31   32
CONECT   32   71   72   73
CONECT   33   74   75
END

HMDB0033728
     RDKit          3D
Pubesenolide
 75 79  0  0  0  0  0  0  0  0999 V2000
    5.3443   -2.0416    0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9130   -0.6331    1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7424    0.3023    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0460    0.0204    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0648    0.5512    0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3470    1.6876    0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0747    2.6554    0.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1140    1.9952    1.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    1.0179    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7784    0.9981   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487    2.3689   -0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9775   -0.1345   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8668   -0.0497   -2.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4062    0.0133   -2.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2351    0.3312   -1.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7058    0.1601   -1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2646   -1.0544   -1.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5681   -1.4733   -1.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1592   -0.9365   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676   -1.4598    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4278   -0.2905    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4104   -0.7079   -0.7986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8340    0.9500   -0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190    1.3864    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7388    2.1923    1.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6174    0.2201    0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8067    0.0158    1.9934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1848    0.4142    0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3620   -0.2780    1.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1294    0.0638    1.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979   -0.3935   -0.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362   -1.9026   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -0.3017    1.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4689   -2.2346   -0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2885   -2.2177    1.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5885   -2.7581    1.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1558   -1.0830   -0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0491    0.4500   -0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2471    1.4562    0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2518    1.3262    1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7794    0.8715   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0467    2.4045   -1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2437    3.0343   -0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    2.8293    0.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6249   -1.0399   -0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4507    0.7520   -2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -0.9879   -2.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1259   -0.9505   -2.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    0.8092   -3.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457    1.4272   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1304    1.0265   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205   -1.9484   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967   -0.8801   -2.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0437   -2.3318   -1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4412   -1.8162    1.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7715   -2.3317   -0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9945   -0.1701    1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7048   -1.6215   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5699    1.7787   -0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8433    0.9052   -1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372    2.0434   -0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5209    2.7741    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3388   -0.9198    2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8947   -0.0870    2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008    0.9091    2.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9821    1.5235    0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6416    0.2344    2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5702   -1.3206    1.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1029    1.1727    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583   -0.4647    1.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326   -2.3191    0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3139   -2.2824    0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6801   -2.2783   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9083   -1.1289    1.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8981   -0.2427    2.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  6  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
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
  9 33  1  0
 33  2  1  0
 31 12  1  0
 31 15  1  0
 28 16  1  0
 26 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 25 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 32 71  1  0
 32 72  1  0
 32 73  1  0
 33 74  1  0
 33 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,30-Dihydroxy-12-oleanen-11-one	HMDB
Sominone	HMDB

Chemical Formula

C₂₈H₄₂O₅

Average Molecular Weight

458.6301

Monoisotopic Molecular Weight

458.303224454

IUPAC Name

6-(1-{3,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl}ethyl)-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one

Traditional Name

6-(1-{3,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl}ethyl)-3-(hydroxymethyl)-4-methyl-5,6-dihydropyran-2-one

CAS Registry Number

98569-64-3

SMILES

CC(C1CCC2C3CC=C4CC(O)CC(O)C4(C)C3CCC12C)C1CC(C)=C(CO)C(=O)O1

InChI Identifier

InChI=1S/C28H42O5/c1-15-11-24(33-26(32)20(15)14-29)16(2)21-7-8-22-19-6-5-17-12-18(30)13-25(31)28(17,4)23(19)9-10-27(21,22)3/h5,16,18-19,21-25,29-31H,6-14H2,1-4H3

InChI Key

FYYIHVSEGVWNCF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cyclohexenone
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a triterpenoid (CPD-13670 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0033728)
Cell membrane (HMDB: HMDB0033728)

Biofluid or Excreta

Urine (HMDB: HMDB0033728)

Tissue substructure

Hepatic tissue (HMDB: HMDB0033728)

Cellular substructure

Extracellular (HMDB: HMDB0033728)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033728)

Source

Endogenous

Endogenous (HMDB: HMDB0033728)

Plant

Plant (HMDB: HMDB0033728)

Animal

Animal (HMDB: HMDB0033728)

Exogenous

Food

Food (HMDB: HMDB0033728)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0033728)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0033728)

Cellular process

Cell signaling (HMDB: HMDB0033728)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0033728)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033728)

Nutrient

Nutrient (HMDB: HMDB0033728)

Molecular messenger

Signaling molecule (HMDB: HMDB0033728)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033728)

Emulsifier (HMDB: HMDB0033728)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	145 - 146 °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	0.009 g/L	ALOGPS
logP	3.09	ALOGPS
logP	3.15	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	14.31	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	128.81 m³·mol⁻¹	ChemAxon
Polarizability	53.87 Å³	ChemAxon
Number of Rings	5	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]+	204.529	31661259
DarkChem	[M-H]-	200.327	31661259
DeepCCS	[M-2H]-	242.885	30932474
DeepCCS	[M+Na]+	218.114	30932474
AllCCS	[M+H]+	215.0	32859911
AllCCS	[M+H-H2O]+	213.1	32859911
AllCCS	[M+NH4]+	216.8	32859911
AllCCS	[M+Na]+	217.3	32859911
AllCCS	[M-H]-	211.3	32859911
AllCCS	[M+Na-2H]-	213.3	32859911
AllCCS	[M+HCOO]-	215.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pubesenolide	CC(C1CCC2C3CC=C4CC(O)CC(O)C4(C)C3CCC12C)C1CC(C)=C(CO)C(=O)O1	3230.7	Standard polar	33892256
Pubesenolide	CC(C1CCC2C3CC=C4CC(O)CC(O)C4(C)C3CCC12C)C1CC(C)=C(CO)C(=O)O1	3453.4	Standard non polar	33892256
Pubesenolide	CC(C1CCC2C3CC=C4CC(O)CC(O)C4(C)C3CCC12C)C1CC(C)=C(CO)C(=O)O1	4198.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pubesenolide,1TMS,isomer #1	CC1=C(CO)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O[Si](C)(C)C)CC(O)C5(C)C4CCC23C)C1	3995.6	Semi standard non polar	33892256
Pubesenolide,1TMS,isomer #2	CC1=C(CO)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O)CC(O[Si](C)(C)C)C5(C)C4CCC23C)C1	3999.0	Semi standard non polar	33892256
Pubesenolide,1TMS,isomer #3	CC1=C(CO[Si](C)(C)C)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O)CC(O)C5(C)C4CCC23C)C1	4001.0	Semi standard non polar	33892256
Pubesenolide,2TMS,isomer #1	CC1=C(CO[Si](C)(C)C)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O[Si](C)(C)C)CC(O)C5(C)C4CCC23C)C1	4005.1	Semi standard non polar	33892256
Pubesenolide,2TMS,isomer #2	CC1=C(CO)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O[Si](C)(C)C)CC(O[Si](C)(C)C)C5(C)C4CCC23C)C1	4016.1	Semi standard non polar	33892256
Pubesenolide,2TMS,isomer #3	CC1=C(CO[Si](C)(C)C)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O)CC(O[Si](C)(C)C)C5(C)C4CCC23C)C1	3997.5	Semi standard non polar	33892256
Pubesenolide,3TMS,isomer #1	CC1=C(CO[Si](C)(C)C)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O[Si](C)(C)C)CC(O[Si](C)(C)C)C5(C)C4CCC23C)C1	3942.6	Semi standard non polar	33892256
Pubesenolide,1TBDMS,isomer #1	CC1=C(CO)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O[Si](C)(C)C(C)(C)C)CC(O)C5(C)C4CCC23C)C1	4223.3	Semi standard non polar	33892256
Pubesenolide,1TBDMS,isomer #2	CC1=C(CO)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O)CC(O[Si](C)(C)C(C)(C)C)C5(C)C4CCC23C)C1	4220.2	Semi standard non polar	33892256
Pubesenolide,1TBDMS,isomer #3	CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O)CC(O)C5(C)C4CCC23C)C1	4240.2	Semi standard non polar	33892256
Pubesenolide,2TBDMS,isomer #1	CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O[Si](C)(C)C(C)(C)C)CC(O)C5(C)C4CCC23C)C1	4431.3	Semi standard non polar	33892256
Pubesenolide,2TBDMS,isomer #2	CC1=C(CO)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C5(C)C4CCC23C)C1	4422.5	Semi standard non polar	33892256
Pubesenolide,2TBDMS,isomer #3	CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O)CC(O[Si](C)(C)C(C)(C)C)C5(C)C4CCC23C)C1	4411.6	Semi standard non polar	33892256
Pubesenolide,3TBDMS,isomer #1	CC1=C(CO[Si](C)(C)C(C)(C)C)C(=O)OC(C(C)C2CCC3C4CC=C5CC(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C5(C)C4CCC23C)C1	4539.5	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 - Pubesenolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0012900000-736e1f9ea5a8ab4325bf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pubesenolide GC-MS (3 TMS) - 70eV, Positive	splash10-0bt9-1010569000-f64749fa22bd94805e39	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pubesenolide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pubesenolide 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 - Pubesenolide 10V, Positive-QTOF	splash10-006x-0002900000-cd71ec43a280bf5350de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 20V, Positive-QTOF	splash10-00dl-1018900000-f696ccbadda7d5f19410	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 40V, Positive-QTOF	splash10-00fs-0039200000-c629b142ceda048cf2e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 10V, Negative-QTOF	splash10-0a4i-0001900000-47359324af54113d8632	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 20V, Negative-QTOF	splash10-0a70-0001900000-635384d7dc62f3e719ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 40V, Negative-QTOF	splash10-001l-9107200000-8485ad78502f7837cf62	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 10V, Positive-QTOF	splash10-0aor-0023900000-208e203966629860c5ef	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 20V, Positive-QTOF	splash10-0603-0498600000-443c3bf81d9735838fc6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 40V, Positive-QTOF	splash10-03di-0961400000-4453196745b6a053a20b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 10V, Negative-QTOF	splash10-0a4i-0000900000-eca9035f990f3541da9b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 20V, Negative-QTOF	splash10-0a4i-0001900000-b0a1b4a36201e534e7a0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pubesenolide 40V, Negative-QTOF	splash10-0a4j-9505800000-2b68c5521266404ff5e9	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019319

KNApSAcK ID

Not Available

Chemspider ID

4476515

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5317761

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 Pubesenolide (HMDB0033728)

MOL for HMDB0033728 (Pubesenolide)

3D MOL for HMDB0033728 (Pubesenolide)

3D SDF for HMDB0033728 (Pubesenolide)

3D-SDF for HMDB0033728 (Pubesenolide)

PDB for HMDB0033728 (Pubesenolide)

3D PDB for HMDB0033728 (Pubesenolide)

SMILES for HMDB0033728 (Pubesenolide)

INCHI for HMDB0033728 (Pubesenolide)

Structure for HMDB0033728 (Pubesenolide)

3D Structure for HMDB0033728 (Pubesenolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra