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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:01:24 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036844

Secondary Accession Numbers

HMDB36844

Metabolite Identification

Common Name

Lepidiumterpenoid

Description

Lepidiumterpenoid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a significant number of articles have been published on Lepidiumterpenoid.

Structure

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


  Mrv0541 05061309222D          

 29 29  0  0  0  0            999 V2000
    5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4362    6.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9059    7.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  1  0  0  0  0
 20  2  1  0  0  0  0
 20 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21  3  1  0  0  0  0
 21 16  1  0  0  0  0
 22  4  1  0  0  0  0
 22 14  1  0  0  0  0
 23  5  1  0  0  0  0
 23 15  1  0  0  0  0
 24 17  1  0  0  0  0
 24 21  2  0  0  0  0
 25 19  1  0  0  0  0
 25 22  1  0  0  0  0
 26 19  1  0  0  0  0
 26 23  1  0  0  0  0
 27  6  1  0  0  0  0
 27  7  1  0  0  0  0
 27 18  1  0  0  0  0
 27 24  1  0  0  0  0
 28 25  2  0  0  0  0
 29 26  1  0  0  0  0
M  END

HMDB0036844
     RDKit          3D
Lepidiumterpenoid
 77 77  0  0  0  0  0  0  0  0999 V2000
    8.5606    1.5750   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2863    0.3295   -0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5845   -0.9491   -0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5947   -1.0779    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -2.5746    0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3008   -0.3604    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2932   -0.4030    1.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0512    0.3272    1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548   -0.1157    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6464   -0.1995   -1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0088    0.9661    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5098    2.1071    0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5946    0.8917   -0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0197   -0.4394    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -0.5250    1.6517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4940   -0.3151    0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9696   -1.6891    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662   -0.1347   -1.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5713    0.0741   -0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6964    0.2465   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0884    0.4583   -0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5267    1.6927   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6495    2.6557   -1.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9487    2.0856   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2014    1.6957    1.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0547    0.2299    1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0210   -0.4545    0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8055   -1.2891   -0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3332   -1.4712    1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3551    2.3447   -1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1151    2.0885    0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8759    1.5514   -1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9796    0.1739   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0547    0.4813    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3884   -1.7315   -0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1015   -1.3340   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9319   -0.8868    1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460   -3.1767    0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983   -2.8764    1.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3762   -2.7209   -0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4314    0.6165   -0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8998   -1.0103   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0408   -1.4817    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8153   -0.0560    2.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4975    0.4059    2.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631    1.4058    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758   -1.0994    0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932    0.1149   -1.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4176    0.5619   -1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925   -1.2268   -1.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4282    1.0524   -1.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0694    1.7029    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222   -1.2430   -0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    0.2258    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7615    0.4611    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5431   -2.1638    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6221   -1.4891    1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147   -2.3087    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447    0.6012   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740   -1.1012   -1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6021    1.2265   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6427   -0.9078    0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2261    3.6219   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7303    2.9314   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3675    2.3990   -2.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6755    1.7466   -1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9348    3.2185   -0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1765    2.0463    1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4074    2.1856    1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8451    0.0448    2.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0660   -0.2366    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7519   -0.8012   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2133   -1.3850   -1.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0460   -2.2832   -0.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9706   -2.2862    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5961   -0.9187    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1296   -1.8209    2.1429 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 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
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
M  END


  Mrv0541 05061309222D          

 29 29  0  0  0  0            999 V2000
    5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4362    6.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9059    7.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  1  0  0  0  0
 20  2  1  0  0  0  0
 20 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21  3  1  0  0  0  0
 21 16  1  0  0  0  0
 22  4  1  0  0  0  0
 22 14  1  0  0  0  0
 23  5  1  0  0  0  0
 23 15  1  0  0  0  0
 24 17  1  0  0  0  0
 24 21  2  0  0  0  0
 25 19  1  0  0  0  0
 25 22  1  0  0  0  0
 26 19  1  0  0  0  0
 26 23  1  0  0  0  0
 27  6  1  0  0  0  0
 27  7  1  0  0  0  0
 27 18  1  0  0  0  0
 27 24  1  0  0  0  0
 28 25  2  0  0  0  0
 29 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036844

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(C)CCCC(C)C(=O)CC(O)C(C)C\C=C\C1=C(C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H48O2/c1-8-12-20(2)13-9-14-22(4)25(28)19-26(29)23(5)15-10-17-24-21(3)16-11-18-27(24,6)7/h10,17,20,22-23,26,29H,8-9,11-16,18-19H2,1-7H3/b17-10+

> <INCHI_KEY>
JSSNFOHEHRIBDT-LICLKQGHSA-N

> <FORMULA>
C27H48O2

> <MOLECULAR_WEIGHT>
404.6688

> <EXACT_MASS>
404.36543078

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
52.22477056184079

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1E)-5-hydroxy-4,8,12-trimethyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)pentadec-1-en-7-one

> <ALOGPS_LOGP>
7.51

> <JCHEM_LOGP>
8.026268155

> <ALOGPS_LOGS>
-5.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.91158762445121

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.765317004067015

> <JCHEM_PKA_STRONGEST_BASIC>
-2.900088732575595

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
127.59249999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.73e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E)-5-hydroxy-4,8,12-trimethyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)pentadec-1-en-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036844
     RDKit          3D
Lepidiumterpenoid
 77 77  0  0  0  0  0  0  0  0999 V2000
    8.5606    1.5750   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2863    0.3295   -0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5845   -0.9491   -0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5947   -1.0779    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -2.5746    0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3008   -0.3604    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2932   -0.4030    1.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0512    0.3272    1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548   -0.1157    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6464   -0.1995   -1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0088    0.9661    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5098    2.1071    0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5946    0.8917   -0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0197   -0.4394    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -0.5250    1.6517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4940   -0.3151    0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9696   -1.6891    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662   -0.1347   -1.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5713    0.0741   -0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6964    0.2465   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0884    0.4583   -0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5267    1.6927   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6495    2.6557   -1.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9487    2.0856   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2014    1.6957    1.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0547    0.2299    1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0210   -0.4545    0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8055   -1.2891   -0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3332   -1.4712    1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3551    2.3447   -1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1151    2.0885    0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8759    1.5514   -1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9796    0.1739   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0547    0.4813    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3884   -1.7315   -0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1015   -1.3340   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9319   -0.8868    1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460   -3.1767    0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983   -2.8764    1.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3762   -2.7209   -0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4314    0.6165   -0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8998   -1.0103   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0408   -1.4817    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8153   -0.0560    2.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4975    0.4059    2.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631    1.4058    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758   -1.0994    0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932    0.1149   -1.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4176    0.5619   -1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925   -1.2268   -1.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4282    1.0524   -1.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0694    1.7029    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222   -1.2430   -0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    0.2258    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7615    0.4611    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5431   -2.1638    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6221   -1.4891    1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147   -2.3087    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447    0.6012   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740   -1.1012   -1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6021    1.2265   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6427   -0.9078    0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2261    3.6219   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7303    2.9314   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3675    2.3990   -2.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6755    1.7466   -1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9348    3.2185   -0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1765    2.0463    1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4074    2.1856    1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8451    0.0448    2.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0660   -0.2366    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7519   -0.8012   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2133   -1.3850   -1.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0460   -2.2832   -0.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9706   -2.2862    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5961   -0.9187    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1296   -1.8209    2.1429 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 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
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  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       9.336  16.170   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337  13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.675  17.710   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.672  13.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.006  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.814  12.413   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.824  14.127   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  15.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004  15.400   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.674  15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.008  13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  16.170   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.671  16.170   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338  16.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.340  16.170   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.008  15.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.007  16.170   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.675  13.090   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.339  15.400   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337  15.400   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.675  16.170   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.672  15.400   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.006  15.400   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.341  15.400   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.005  16.170   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.673  16.170   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      29.341  13.860   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      20.005  17.710   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      22.673  17.710   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6   27                                                            
CONECT    7   27                                                            
CONECT    8    1   12                                                       
CONECT    9   13   14                                                       
CONECT   10   15   17                                                       
CONECT   11   16   18                                                       
CONECT   12    8   20                                                       
CONECT   13    9   20                                                       
CONECT   14    9   22                                                       
CONECT   15   10   23                                                       
CONECT   16   11   21                                                       
CONECT   17   10   24                                                       
CONECT   18   11   27                                                       
CONECT   19   25   26                                                       
CONECT   20    2   12   13                                                  
CONECT   21    3   16   24                                                  
CONECT   22    4   14   25                                                  
CONECT   23    5   15   26                                                  
CONECT   24   17   21   27                                                  
CONECT   25   19   22   28                                                  
CONECT   26   19   23   29                                                  
CONECT   27    6    7   18   24                                             
CONECT   28   25                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

COMPND    HMDB0036844
HETATM    1  C1  UNL     1       8.561   1.575  -0.828  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.286   0.330  -0.558  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.585  -0.949  -0.372  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.595  -1.078   0.724  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.138  -2.575   0.714  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.301  -0.360   0.331  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.293  -0.403   1.427  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.051   0.327   1.164  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.055  -0.116   0.148  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.646  -0.199  -1.266  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.009   0.966   0.095  1.00  0.00           C  
HETATM   12  O1  UNL     1       2.510   2.107   0.330  1.00  0.00           O  
HETATM   13  C12 UNL     1       0.595   0.892  -0.183  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.020  -0.439   0.266  1.00  0.00           C  
HETATM   15  O2  UNL     1       0.363  -0.525   1.652  1.00  0.00           O  
HETATM   16  C14 UNL     1      -1.494  -0.315   0.332  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.970  -1.689   0.830  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.166  -0.135  -1.026  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.571   0.074  -0.718  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.696   0.247  -0.473  1.00  0.00           C  
HETATM   21  C19 UNL     1      -6.088   0.458  -0.170  1.00  0.00           C  
HETATM   22  C20 UNL     1      -6.527   1.693  -0.591  1.00  0.00           C  
HETATM   23  C21 UNL     1      -5.650   2.656  -1.274  1.00  0.00           C  
HETATM   24  C22 UNL     1      -7.949   2.086  -0.286  1.00  0.00           C  
HETATM   25  C23 UNL     1      -8.201   1.696   1.157  1.00  0.00           C  
HETATM   26  C24 UNL     1      -8.055   0.230   1.310  1.00  0.00           C  
HETATM   27  C25 UNL     1      -7.021  -0.454   0.485  1.00  0.00           C  
HETATM   28  C26 UNL     1      -7.805  -1.289  -0.558  1.00  0.00           C  
HETATM   29  C27 UNL     1      -6.333  -1.471   1.409  1.00  0.00           C  
HETATM   30  H1  UNL     1       9.355   2.345  -1.165  1.00  0.00           H  
HETATM   31  H2  UNL     1       8.115   2.089   0.048  1.00  0.00           H  
HETATM   32  H3  UNL     1       7.876   1.551  -1.662  1.00  0.00           H  
HETATM   33  H4  UNL     1       9.980   0.174  -1.463  1.00  0.00           H  
HETATM   34  H5  UNL     1      10.055   0.481   0.270  1.00  0.00           H  
HETATM   35  H6  UNL     1       9.388  -1.731  -0.184  1.00  0.00           H  
HETATM   36  H7  UNL     1       8.102  -1.334  -1.322  1.00  0.00           H  
HETATM   37  H8  UNL     1       7.932  -0.887   1.723  1.00  0.00           H  
HETATM   38  H9  UNL     1       8.046  -3.177   0.450  1.00  0.00           H  
HETATM   39  H10 UNL     1       6.798  -2.876   1.708  1.00  0.00           H  
HETATM   40  H11 UNL     1       6.376  -2.721  -0.053  1.00  0.00           H  
HETATM   41  H12 UNL     1       6.431   0.617  -0.113  1.00  0.00           H  
HETATM   42  H13 UNL     1       5.900  -1.010  -0.505  1.00  0.00           H  
HETATM   43  H14 UNL     1       5.041  -1.482   1.689  1.00  0.00           H  
HETATM   44  H15 UNL     1       5.815  -0.056   2.364  1.00  0.00           H  
HETATM   45  H16 UNL     1       3.498   0.406   2.155  1.00  0.00           H  
HETATM   46  H17 UNL     1       4.363   1.406   0.958  1.00  0.00           H  
HETATM   47  H18 UNL     1       2.676  -1.099   0.394  1.00  0.00           H  
HETATM   48  H19 UNL     1       2.793   0.115  -1.960  1.00  0.00           H  
HETATM   49  H20 UNL     1       4.418   0.562  -1.445  1.00  0.00           H  
HETATM   50  H21 UNL     1       3.893  -1.227  -1.568  1.00  0.00           H  
HETATM   51  H22 UNL     1       0.428   1.052  -1.274  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.069   1.703   0.392  1.00  0.00           H  
HETATM   53  H24 UNL     1       0.422  -1.243  -0.290  1.00  0.00           H  
HETATM   54  H25 UNL     1      -0.108   0.226   2.079  1.00  0.00           H  
HETATM   55  H26 UNL     1      -1.762   0.461   1.055  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.543  -2.164   0.036  1.00  0.00           H  
HETATM   57  H28 UNL     1      -2.622  -1.489   1.708  1.00  0.00           H  
HETATM   58  H29 UNL     1      -1.115  -2.309   1.127  1.00  0.00           H  
HETATM   59  H30 UNL     1      -1.645   0.601  -1.606  1.00  0.00           H  
HETATM   60  H31 UNL     1      -2.074  -1.101  -1.616  1.00  0.00           H  
HETATM   61  H32 UNL     1      -3.602   1.226  -1.530  1.00  0.00           H  
HETATM   62  H33 UNL     1      -4.643  -0.908   0.315  1.00  0.00           H  
HETATM   63  H34 UNL     1      -6.226   3.622  -1.381  1.00  0.00           H  
HETATM   64  H35 UNL     1      -4.730   2.931  -0.716  1.00  0.00           H  
HETATM   65  H36 UNL     1      -5.367   2.399  -2.303  1.00  0.00           H  
HETATM   66  H37 UNL     1      -8.676   1.747  -1.003  1.00  0.00           H  
HETATM   67  H38 UNL     1      -7.935   3.219  -0.271  1.00  0.00           H  
HETATM   68  H39 UNL     1      -9.176   2.046   1.511  1.00  0.00           H  
HETATM   69  H40 UNL     1      -7.407   2.186   1.799  1.00  0.00           H  
HETATM   70  H41 UNL     1      -7.845   0.045   2.408  1.00  0.00           H  
HETATM   71  H42 UNL     1      -9.066  -0.237   1.153  1.00  0.00           H  
HETATM   72  H43 UNL     1      -8.752  -0.801  -0.823  1.00  0.00           H  
HETATM   73  H44 UNL     1      -7.213  -1.385  -1.497  1.00  0.00           H  
HETATM   74  H45 UNL     1      -8.046  -2.283  -0.179  1.00  0.00           H  
HETATM   75  H46 UNL     1      -5.971  -2.286   0.808  1.00  0.00           H  
HETATM   76  H47 UNL     1      -5.596  -0.919   2.001  1.00  0.00           H  
HETATM   77  H48 UNL     1      -7.130  -1.821   2.143  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4   35   36
CONECT    4    5    6   37
CONECT    5   38   39   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9   45   46
CONECT    9   10   11   47
CONECT   10   48   49   50
CONECT   11   12   12   13
CONECT   13   14   51   52
CONECT   14   15   16   53
CONECT   15   54
CONECT   16   17   18   55
CONECT   17   56   57   58
CONECT   18   19   59   60
CONECT   19   20   20   61
CONECT   20   21   62
CONECT   21   22   22   27
CONECT   22   23   24
CONECT   23   63   64   65
CONECT   24   25   66   67
CONECT   25   26   68   69
CONECT   26   27   70   71
CONECT   27   28   29
CONECT   28   72   73   74
CONECT   29   75   76   77
END

HMDB0036844
     RDKit          3D
Lepidiumterpenoid
 77 77  0  0  0  0  0  0  0  0999 V2000
    8.5606    1.5750   -0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2863    0.3295   -0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5845   -0.9491   -0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5947   -1.0779    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -2.5746    0.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3008   -0.3604    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2932   -0.4030    1.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0512    0.3272    1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548   -0.1157    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6464   -0.1995   -1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0088    0.9661    0.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5098    2.1071    0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5946    0.8917   -0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0197   -0.4394    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -0.5250    1.6517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4940   -0.3151    0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9696   -1.6891    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662   -0.1347   -1.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5713    0.0741   -0.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6964    0.2465   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0884    0.4583   -0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5267    1.6927   -0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6495    2.6557   -1.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9487    2.0856   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2014    1.6957    1.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0547    0.2299    1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0210   -0.4545    0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8055   -1.2891   -0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3332   -1.4712    1.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3551    2.3447   -1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1151    2.0885    0.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8759    1.5514   -1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9796    0.1739   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0547    0.4813    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3884   -1.7315   -0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1015   -1.3340   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9319   -0.8868    1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460   -3.1767    0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983   -2.8764    1.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3762   -2.7209   -0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4314    0.6165   -0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8998   -1.0103   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0408   -1.4817    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8153   -0.0560    2.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4975    0.4059    2.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631    1.4058    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758   -1.0994    0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932    0.1149   -1.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4176    0.5619   -1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925   -1.2268   -1.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4282    1.0524   -1.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0694    1.7029    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222   -1.2430   -0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    0.2258    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7615    0.4611    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5431   -2.1638    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6221   -1.4891    1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147   -2.3087    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447    0.6012   -1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740   -1.1012   -1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6021    1.2265   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6427   -0.9078    0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2261    3.6219   -1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7303    2.9314   -0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3675    2.3990   -2.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6755    1.7466   -1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9348    3.2185   -0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1765    2.0463    1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4074    2.1856    1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8451    0.0448    2.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0660   -0.2366    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7519   -0.8012   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2133   -1.3850   -1.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0460   -2.2832   -0.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9706   -2.2862    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5961   -0.9187    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1296   -1.8209    2.1429 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 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
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₈O₂

Average Molecular Weight

404.6688

Monoisotopic Molecular Weight

404.36543078

IUPAC Name

(1E)-5-hydroxy-4,8,12-trimethyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)pentadec-1-en-7-one

Traditional Name

(1E)-5-hydroxy-4,8,12-trimethyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)pentadec-1-en-7-one

CAS Registry Number

255833-56-8

SMILES

CCCC(C)CCCC(C)C(=O)CC(O)C(C)C\C=C\C1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C27H48O2/c1-8-12-20(2)13-9-14-22(4)25(28)19-26(29)23(5)15-10-17-24-21(3)16-11-18-27(24,6)7/h10,17,20,22-23,26,29H,8-9,11-16,18-19H2,1-7H3/b17-10+

InChI Key

JSSNFOHEHRIBDT-LICLKQGHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Fatty alcohol
Fatty acyl
Beta-hydroxy ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036844)

Source

Endogenous

Endogenous (HMDB: HMDB0036844)

Plant

Plant (HMDB: HMDB0036844)

Animal

Animal (HMDB: HMDB0036844)

Exogenous

Food

Food (HMDB: HMDB0036844)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Exogenous (HMDB: HMDB0036844)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036844)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036844)

Lipid metabolism pathway (HMDB: HMDB0036844)

Cellular process

Cell signaling (HMDB: HMDB0036844)

Biochemical process

Lipid transport (HMDB: HMDB0036844)

Role

Biological role

Energy source (HMDB: HMDB0036844)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036844)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	120 - 121 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00012 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00097 g/L	ALOGPS
logP	7.51	ALOGPS
logP	8.03	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	14.77	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	127.59 m³·mol⁻¹	ChemAxon
Polarizability	52.22 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	202.684	31661259
DarkChem	[M-H]-	197.566	31661259
DeepCCS	[M+H]+	218.868	30932474
DeepCCS	[M-H]-	216.473	30932474
DeepCCS	[M-2H]-	250.878	30932474
DeepCCS	[M+Na]+	226.232	30932474
AllCCS	[M+H]+	210.2	32859911
AllCCS	[M+H-H2O]+	208.1	32859911
AllCCS	[M+NH4]+	212.2	32859911
AllCCS	[M+Na]+	212.7	32859911
AllCCS	[M-H]-	207.0	32859911
AllCCS	[M+Na-2H]-	209.9	32859911
AllCCS	[M+HCOO]-	213.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lepidiumterpenoid	CCCC(C)CCCC(C)C(=O)CC(O)C(C)C\C=C\C1=C(C)CCCC1(C)C	3564.0	Standard polar	33892256
Lepidiumterpenoid	CCCC(C)CCCC(C)C(=O)CC(O)C(C)C\C=C\C1=C(C)CCCC1(C)C	2801.1	Standard non polar	33892256
Lepidiumterpenoid	CCCC(C)CCCC(C)C(=O)CC(O)C(C)C\C=C\C1=C(C)CCCC1(C)C	2851.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lepidiumterpenoid,1TMS,isomer #1	CCCC(C)CCCC(C)C(=O)CC(O[Si](C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C	2915.6	Semi standard non polar	33892256
Lepidiumterpenoid,1TMS,isomer #2	CCCC(C)CCCC(C)=C(CC(O)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C	2938.5	Semi standard non polar	33892256
Lepidiumterpenoid,1TMS,isomer #3	CCCC(C)CCCC(C)C(=CC(O)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C	2891.2	Semi standard non polar	33892256
Lepidiumterpenoid,2TMS,isomer #1	CCCC(C)CCCC(C)=C(CC(O[Si](C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C	2929.4	Semi standard non polar	33892256
Lepidiumterpenoid,2TMS,isomer #1	CCCC(C)CCCC(C)=C(CC(O[Si](C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C	3024.7	Standard non polar	33892256
Lepidiumterpenoid,2TMS,isomer #2	CCCC(C)CCCC(C)C(=CC(O[Si](C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C	2887.9	Semi standard non polar	33892256
Lepidiumterpenoid,2TMS,isomer #2	CCCC(C)CCCC(C)C(=CC(O[Si](C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C	2987.8	Standard non polar	33892256
Lepidiumterpenoid,1TBDMS,isomer #1	CCCC(C)CCCC(C)C(=O)CC(O[Si](C)(C)C(C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C	3156.7	Semi standard non polar	33892256
Lepidiumterpenoid,1TBDMS,isomer #2	CCCC(C)CCCC(C)=C(CC(O)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C(C)(C)C	3176.8	Semi standard non polar	33892256
Lepidiumterpenoid,1TBDMS,isomer #3	CCCC(C)CCCC(C)C(=CC(O)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C(C)(C)C	3128.0	Semi standard non polar	33892256
Lepidiumterpenoid,2TBDMS,isomer #1	CCCC(C)CCCC(C)=C(CC(O[Si](C)(C)C(C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C(C)(C)C	3407.6	Semi standard non polar	33892256
Lepidiumterpenoid,2TBDMS,isomer #1	CCCC(C)CCCC(C)=C(CC(O[Si](C)(C)C(C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C(C)(C)C	3451.2	Standard non polar	33892256
Lepidiumterpenoid,2TBDMS,isomer #2	CCCC(C)CCCC(C)C(=CC(O[Si](C)(C)C(C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C(C)(C)C	3379.0	Semi standard non polar	33892256
Lepidiumterpenoid,2TBDMS,isomer #2	CCCC(C)CCCC(C)C(=CC(O[Si](C)(C)C(C)(C)C)C(C)C/C=C/C1=C(C)CCCC1(C)C)O[Si](C)(C)C(C)(C)C	3440.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lepidiumterpenoid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03kc-5967000000-c864816d880bb3c70d53	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lepidiumterpenoid GC-MS (1 TMS) - 70eV, Positive	splash10-02g6-9533500000-66abe5c3854ffa7a6877	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lepidiumterpenoid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lepidiumterpenoid 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 - Lepidiumterpenoid 10V, Positive-QTOF	splash10-05n0-1938500000-04c377baaa28ee7b64e5	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 20V, Positive-QTOF	splash10-014r-3920000000-26eb9ad9a7b54614bffc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 40V, Positive-QTOF	splash10-01bj-9610000000-9a16751b199005f185a4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 10V, Negative-QTOF	splash10-0udi-0312900000-4babeceda0b8d7f410cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 20V, Negative-QTOF	splash10-0uyr-0982400000-aa3632163f4b0c66e948	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 40V, Negative-QTOF	splash10-01c3-6930000000-68b4ed15c1eda190c4e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 10V, Positive-QTOF	splash10-052r-0729400000-c0aedd707bd8036efd95	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 20V, Positive-QTOF	splash10-01bc-9422100000-24fc91eedc97e0cb4bfd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 40V, Positive-QTOF	splash10-01bc-9600000000-5dd29a639220c772caa6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 10V, Negative-QTOF	splash10-0udi-0000900000-843f7bdc900c49c68cb7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 20V, Negative-QTOF	splash10-0udi-0451900000-f411e78a836eb81111f5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenoid 40V, Negative-QTOF	splash10-03di-2194000000-69b1bfe1c531937d1488	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB015796

KNApSAcK ID

Not Available

Chemspider ID

8844324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10668972

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1857501

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 Lepidiumterpenoid (HMDB0036844)

MOL for HMDB0036844 (Lepidiumterpenoid)

3D MOL for HMDB0036844 (Lepidiumterpenoid)

3D SDF for HMDB0036844 (Lepidiumterpenoid)

3D-SDF for HMDB0036844 (Lepidiumterpenoid)

PDB for HMDB0036844 (Lepidiumterpenoid)

3D PDB for HMDB0036844 (Lepidiumterpenoid)

SMILES for HMDB0036844 (Lepidiumterpenoid)

INCHI for HMDB0036844 (Lepidiumterpenoid)

Structure for HMDB0036844 (Lepidiumterpenoid)

3D Structure for HMDB0036844 (Lepidiumterpenoid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra