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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:01:21 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036843

Secondary Accession Numbers

HMDB36843

Metabolite Identification

Common Name

Lepidiumsesterterpenol

Description

Lepidiumsesterterpenol belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Based on a literature review a small amount of articles have been published on Lepidiumsesterterpenol.

Structure

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


  Mrv0541 05061309222D          

 27 26  0  0  0  0            999 V2000
    5.8776   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6974   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5704   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2684   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9829   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3954   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 10  2  0  0  0  0
 18 17  1  0  0  0  0
 19 11  1  0  0  0  0
 20  2  1  0  0  0  0
 20  8  1  0  0  0  0
 20 12  1  0  0  0  0
 21  3  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22  4  1  0  0  0  0
 22 14  1  0  0  0  0
 22 17  1  0  0  0  0
 23  5  1  0  0  0  0
 23 16  1  0  0  0  0
 24 18  1  0  0  0  0
 24 23  1  0  0  0  0
 25  6  1  0  0  0  0
 25  7  1  0  0  0  0
 25 19  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
M  END

HMDB0036843
     RDKit          3D
Lepidiumsesterterpenol
 77 76  0  0  0  0  0  0  0  0999 V2000
    8.1311   -1.5189   -2.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4806   -0.1472   -1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1846    0.5454   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6604    0.7516   -1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5877    1.8177   -0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2432    1.7630    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6060    0.6527    0.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    0.7203    1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367   -0.0395    2.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    0.0972    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5766   -1.2503   -0.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7911    0.3303    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2918   -0.1605    1.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967    0.0946    1.8598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493    1.5370    1.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9504   -0.8031    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.6622    1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260   -1.6563    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129   -1.6576    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9459   -2.6893   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0774   -0.3117   -0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5932   -0.3731   -0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0835    1.0192   -0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5865    1.0256   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1198    0.6430    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0137    0.0661   -1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0187    2.2926   -1.1622 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2715   -2.0283   -1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0949   -1.3979   -2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4540   -2.1207   -2.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7952    0.4692   -2.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3973   -0.1767   -1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1364   -0.1627    0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6973    1.4607   -1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1726   -0.1943   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1220    1.2045   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2571    2.2580    0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5926    2.5480   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7608    2.7408    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9916   -0.3151    0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9718    1.7806    1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4141   -0.3177    2.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    0.5766    3.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7829   -0.9897    2.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4809    0.5735   -0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652   -1.5744   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009    1.4198    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195   -0.1622   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5102   -1.2413    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8568    0.3520    2.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022   -0.2495    2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    1.6558    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    2.0901    2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693    1.9376    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -0.6239   -0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.8593    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7973    0.3421    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7383   -0.9199    2.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -2.7009    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6359   -1.4898   -0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9760   -1.9418    1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802   -3.3399   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3051   -2.2069   -1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6978   -3.3828   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6948    0.0659   -1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149    0.4257    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9885   -1.0951   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0040   -0.5846    0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7448    1.7177    0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6283    1.3494   -1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0669    1.1953    0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3653   -0.4311    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3486    0.8757    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2750   -0.8958   -1.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1663   -0.1220   -2.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8957    0.4684   -2.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2809    2.9305   -1.1053 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 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
 20 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  0
 23 70  1  0
 25 71  1  0
 25 72  1  0
 25 73  1  0
 26 74  1  0
 26 75  1  0
 26 76  1  0
 27 77  1  0
M  END


  Mrv0541 05061309222D          

 27 26  0  0  0  0            999 V2000
    5.8776   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6974   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5704   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2684   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4487   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9829   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3954   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 10  2  0  0  0  0
 18 17  1  0  0  0  0
 19 11  1  0  0  0  0
 20  2  1  0  0  0  0
 20  8  1  0  0  0  0
 20 12  1  0  0  0  0
 21  3  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22  4  1  0  0  0  0
 22 14  1  0  0  0  0
 22 17  1  0  0  0  0
 23  5  1  0  0  0  0
 23 16  1  0  0  0  0
 24 18  1  0  0  0  0
 24 23  1  0  0  0  0
 25  6  1  0  0  0  0
 25  7  1  0  0  0  0
 25 19  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036843

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C\C=C\C(C)C(O)CCC(C)CCCC(C)CCCC(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C25H50O2/c1-8-20(2)12-10-16-23(5)24(26)18-17-22(4)14-9-13-21(3)15-11-19-25(6,7)27/h10,16,20-24,26-27H,8-9,11-15,17-19H2,1-7H3/b16-10+

> <INCHI_KEY>
LVOIAUYYMRCVLX-MHWRWJLKSA-N

> <FORMULA>
C25H50O2

> <MOLECULAR_WEIGHT>
382.6633

> <EXACT_MASS>
382.381080844

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
50.561623516642705

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(15E)-2,6,10,14,18-pentamethylicos-15-ene-2,13-diol

> <ALOGPS_LOGP>
8.03

> <JCHEM_LOGP>
7.648393545666666

> <ALOGPS_LOGS>
-6.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.97558302517228

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.530768512176106

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8453254853004702

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
121.11039999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.73e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(15E)-2,6,10,14,18-pentamethylicos-15-ene-2,13-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036843
     RDKit          3D
Lepidiumsesterterpenol
 77 76  0  0  0  0  0  0  0  0999 V2000
    8.1311   -1.5189   -2.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4806   -0.1472   -1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1846    0.5454   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6604    0.7516   -1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5877    1.8177   -0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2432    1.7630    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6060    0.6527    0.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    0.7203    1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367   -0.0395    2.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    0.0972    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5766   -1.2503   -0.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7911    0.3303    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2918   -0.1605    1.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967    0.0946    1.8598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493    1.5370    1.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9504   -0.8031    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.6622    1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260   -1.6563    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129   -1.6576    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9459   -2.6893   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0774   -0.3117   -0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5932   -0.3731   -0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0835    1.0192   -0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5865    1.0256   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1198    0.6430    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0137    0.0661   -1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0187    2.2926   -1.1622 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2715   -2.0283   -1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0949   -1.3979   -2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4540   -2.1207   -2.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7952    0.4692   -2.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3973   -0.1767   -1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1364   -0.1627    0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6973    1.4607   -1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1726   -0.1943   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1220    1.2045   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2571    2.2580    0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5926    2.5480   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7608    2.7408    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9916   -0.3151    0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9718    1.7806    1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4141   -0.3177    2.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    0.5766    3.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7829   -0.9897    2.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4809    0.5735   -0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652   -1.5744   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009    1.4198    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195   -0.1622   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5102   -1.2413    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8568    0.3520    2.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022   -0.2495    2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    1.6558    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    2.0901    2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693    1.9376    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -0.6239   -0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.8593    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7973    0.3421    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7383   -0.9199    2.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -2.7009    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6359   -1.4898   -0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9760   -1.9418    1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802   -3.3399   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3051   -2.2069   -1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6978   -3.3828   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6948    0.0659   -1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149    0.4257    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9885   -1.0951   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0040   -0.5846    0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7448    1.7177    0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6283    1.3494   -1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0669    1.1953    0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3653   -0.4311    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3486    0.8757    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2750   -0.8958   -1.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1663   -0.1220   -2.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8957    0.4684   -2.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2809    2.9305   -1.1053 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 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
 20 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  0
 23 70  1  0
 25 71  1  0
 25 72  1  0
 25 73  1  0
 26 74  1  0
 26 75  1  0
 26 76  1  0
 27 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      10.972  -5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.304  -6.875   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.700  -6.875   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.365  -6.875   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.969  -6.875   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.368  -6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.265  -6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.638  -4.565   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.033  -5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.637  -5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.367  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.971  -4.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.366  -4.565   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.699  -4.565   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.034  -4.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.303  -4.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.032  -4.565   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.302  -5.335   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -11.701  -4.565   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.304  -5.335   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.700  -5.335   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.365  -5.335   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.969  -5.335   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.636  -4.565   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -13.035  -5.335   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.636  -3.025   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -13.805  -4.001   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   25                                                            
CONECT    7   25                                                            
CONECT    8    1   20                                                       
CONECT    9   13   14                                                       
CONECT   10   12   16                                                       
CONECT   11   15   19                                                       
CONECT   12   10   20                                                       
CONECT   13    9   21                                                       
CONECT   14    9   22                                                       
CONECT   15   11   21                                                       
CONECT   16   10   23                                                       
CONECT   17   18   22                                                       
CONECT   18   17   24                                                       
CONECT   19   11   25                                                       
CONECT   20    2    8   12                                                  
CONECT   21    3   13   15                                                  
CONECT   22    4   14   17                                                  
CONECT   23    5   16   24                                                  
CONECT   24   18   23   26                                                  
CONECT   25    6    7   19   27                                             
CONECT   26   24                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0036843
HETATM    1  C1  UNL     1       8.131  -1.519  -2.113  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.481  -0.147  -1.919  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.185   0.545  -0.781  1.00  0.00           C  
HETATM    4  C4  UNL     1       9.660   0.752  -1.086  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.588   1.818  -0.338  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.243   1.763   0.231  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.606   0.653   0.441  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.206   0.720   1.035  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.337  -0.040   2.356  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.234   0.097   0.084  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.577  -1.250  -0.086  1.00  0.00           O  
HETATM   12  C11 UNL     1       1.791   0.330   0.355  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.292  -0.161   1.657  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.197   0.095   1.860  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.549   1.537   1.807  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.950  -0.803   0.958  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.452  -0.662   1.052  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.026  -1.656   0.061  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.513  -1.658   0.017  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.946  -2.689  -1.007  1.00  0.00           C  
HETATM   21  C20 UNL     1      -5.077  -0.312  -0.341  1.00  0.00           C  
HETATM   22  C21 UNL     1      -6.593  -0.373  -0.371  1.00  0.00           C  
HETATM   23  C22 UNL     1      -7.083   1.019  -0.738  1.00  0.00           C  
HETATM   24  C23 UNL     1      -8.587   1.026  -0.785  1.00  0.00           C  
HETATM   25  C24 UNL     1      -9.120   0.643   0.560  1.00  0.00           C  
HETATM   26  C25 UNL     1      -9.014   0.066  -1.874  1.00  0.00           C  
HETATM   27  O2  UNL     1      -9.019   2.293  -1.162  1.00  0.00           O  
HETATM   28  H1  UNL     1       8.271  -2.028  -1.128  1.00  0.00           H  
HETATM   29  H2  UNL     1       9.095  -1.398  -2.637  1.00  0.00           H  
HETATM   30  H3  UNL     1       7.454  -2.121  -2.745  1.00  0.00           H  
HETATM   31  H4  UNL     1       7.795   0.469  -2.846  1.00  0.00           H  
HETATM   32  H5  UNL     1       6.397  -0.177  -1.879  1.00  0.00           H  
HETATM   33  H6  UNL     1       8.136  -0.163   0.120  1.00  0.00           H  
HETATM   34  H7  UNL     1       9.697   1.461  -1.949  1.00  0.00           H  
HETATM   35  H8  UNL     1      10.173  -0.194  -1.322  1.00  0.00           H  
HETATM   36  H9  UNL     1      10.122   1.204  -0.182  1.00  0.00           H  
HETATM   37  H10 UNL     1       8.257   2.258   0.449  1.00  0.00           H  
HETATM   38  H11 UNL     1       7.593   2.548  -1.201  1.00  0.00           H  
HETATM   39  H12 UNL     1       5.761   2.741   0.490  1.00  0.00           H  
HETATM   40  H13 UNL     1       5.992  -0.315   0.263  1.00  0.00           H  
HETATM   41  H14 UNL     1       3.972   1.781   1.174  1.00  0.00           H  
HETATM   42  H15 UNL     1       5.414  -0.318   2.559  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.042   0.577   3.220  1.00  0.00           H  
HETATM   44  H17 UNL     1       3.783  -0.990   2.347  1.00  0.00           H  
HETATM   45  H18 UNL     1       3.481   0.573  -0.935  1.00  0.00           H  
HETATM   46  H19 UNL     1       3.165  -1.574  -0.925  1.00  0.00           H  
HETATM   47  H20 UNL     1       1.601   1.420   0.187  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.219  -0.162  -0.495  1.00  0.00           H  
HETATM   49  H22 UNL     1       1.510  -1.241   1.748  1.00  0.00           H  
HETATM   50  H23 UNL     1       1.857   0.352   2.471  1.00  0.00           H  
HETATM   51  H24 UNL     1      -0.402  -0.249   2.918  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.553   1.656   2.305  1.00  0.00           H  
HETATM   53  H26 UNL     1       0.163   2.090   2.454  1.00  0.00           H  
HETATM   54  H27 UNL     1      -0.569   1.938   0.770  1.00  0.00           H  
HETATM   55  H28 UNL     1      -0.707  -0.624  -0.115  1.00  0.00           H  
HETATM   56  H29 UNL     1      -0.716  -1.859   1.152  1.00  0.00           H  
HETATM   57  H30 UNL     1      -2.797   0.342   0.727  1.00  0.00           H  
HETATM   58  H31 UNL     1      -2.738  -0.920   2.081  1.00  0.00           H  
HETATM   59  H32 UNL     1      -2.702  -2.701   0.341  1.00  0.00           H  
HETATM   60  H33 UNL     1      -2.636  -1.490  -0.950  1.00  0.00           H  
HETATM   61  H34 UNL     1      -4.976  -1.942   1.002  1.00  0.00           H  
HETATM   62  H35 UNL     1      -4.080  -3.340  -1.324  1.00  0.00           H  
HETATM   63  H36 UNL     1      -5.305  -2.207  -1.941  1.00  0.00           H  
HETATM   64  H37 UNL     1      -5.698  -3.383  -0.602  1.00  0.00           H  
HETATM   65  H38 UNL     1      -4.695   0.066  -1.300  1.00  0.00           H  
HETATM   66  H39 UNL     1      -4.815   0.426   0.445  1.00  0.00           H  
HETATM   67  H40 UNL     1      -6.989  -1.095  -1.084  1.00  0.00           H  
HETATM   68  H41 UNL     1      -7.004  -0.585   0.637  1.00  0.00           H  
HETATM   69  H42 UNL     1      -6.745   1.718   0.059  1.00  0.00           H  
HETATM   70  H43 UNL     1      -6.628   1.349  -1.691  1.00  0.00           H  
HETATM   71  H44 UNL     1     -10.067   1.195   0.776  1.00  0.00           H  
HETATM   72  H45 UNL     1      -9.365  -0.431   0.566  1.00  0.00           H  
HETATM   73  H46 UNL     1      -8.349   0.876   1.320  1.00  0.00           H  
HETATM   74  H47 UNL     1      -9.275  -0.896  -1.400  1.00  0.00           H  
HETATM   75  H48 UNL     1      -8.166  -0.122  -2.582  1.00  0.00           H  
HETATM   76  H49 UNL     1      -9.896   0.468  -2.436  1.00  0.00           H  
HETATM   77  H50 UNL     1      -8.281   2.931  -1.105  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4    5   33
CONECT    4   34   35   36
CONECT    5    6   37   38
CONECT    6    7    7   39
CONECT    7    8   40
CONECT    8    9   10   41
CONECT    9   42   43   44
CONECT   10   11   12   45
CONECT   11   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   16   51
CONECT   15   52   53   54
CONECT   16   17   55   56
CONECT   17   18   57   58
CONECT   18   19   59   60
CONECT   19   20   21   61
CONECT   20   62   63   64
CONECT   21   22   65   66
CONECT   22   23   67   68
CONECT   23   24   69   70
CONECT   24   25   26   27
CONECT   25   71   72   73
CONECT   26   74   75   76
CONECT   27   77
END

HMDB0036843
     RDKit          3D
Lepidiumsesterterpenol
 77 76  0  0  0  0  0  0  0  0999 V2000
    8.1311   -1.5189   -2.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4806   -0.1472   -1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1846    0.5454   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6604    0.7516   -1.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5877    1.8177   -0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2432    1.7630    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6060    0.6527    0.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    0.7203    1.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367   -0.0395    2.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340    0.0972    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5766   -1.2503   -0.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7911    0.3303    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2918   -0.1605    1.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967    0.0946    1.8598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493    1.5370    1.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9504   -0.8031    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.6622    1.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260   -1.6563    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129   -1.6576    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9459   -2.6893   -1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0774   -0.3117   -0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5932   -0.3731   -0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0835    1.0192   -0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5865    1.0256   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1198    0.6430    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0137    0.0661   -1.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0187    2.2926   -1.1622 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2715   -2.0283   -1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0949   -1.3979   -2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4540   -2.1207   -2.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7952    0.4692   -2.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3973   -0.1767   -1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1364   -0.1627    0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6973    1.4607   -1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1726   -0.1943   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1220    1.2045   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2571    2.2580    0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5926    2.5480   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7608    2.7408    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9916   -0.3151    0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9718    1.7806    1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4141   -0.3177    2.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    0.5766    3.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7829   -0.9897    2.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4809    0.5735   -0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652   -1.5744   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009    1.4198    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195   -0.1622   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5102   -1.2413    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8568    0.3520    2.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022   -0.2495    2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    1.6558    2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    2.0901    2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693    1.9376    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -0.6239   -0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.8593    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7973    0.3421    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7383   -0.9199    2.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7024   -2.7009    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6359   -1.4898   -0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9760   -1.9418    1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0802   -3.3399   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3051   -2.2069   -1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6978   -3.3828   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6948    0.0659   -1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149    0.4257    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9885   -1.0951   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0040   -0.5846    0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7448    1.7177    0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6283    1.3494   -1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0669    1.1953    0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3653   -0.4311    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3486    0.8757    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2750   -0.8958   -1.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1663   -0.1220   -2.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8957    0.4684   -2.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2809    2.9305   -1.1053 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 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
 20 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 23 69  1  0
 23 70  1  0
 25 71  1  0
 25 72  1  0
 25 73  1  0
 26 74  1  0
 26 75  1  0
 26 76  1  0
 27 77  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₅₀O₂

Average Molecular Weight

382.6633

Monoisotopic Molecular Weight

382.381080844

IUPAC Name

(15E)-2,6,10,14,18-pentamethylicos-15-ene-2,13-diol

Traditional Name

(15E)-2,6,10,14,18-pentamethylicos-15-ene-2,13-diol

CAS Registry Number

255833-55-7

SMILES

CCC(C)C\C=C\C(C)C(O)CCC(C)CCCC(C)CCCC(C)(C)O

InChI Identifier

InChI=1S/C25H50O2/c1-8-20(2)12-10-16-23(5)24(26)18-17-22(4)14-9-13-21(3)15-11-19-25(6,7)27/h10,16,20-24,26-27H,8-9,11-15,17-19H2,1-7H3/b16-10+

InChI Key

LVOIAUYYMRCVLX-MHWRWJLKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Long chain fatty alcohol
Fatty alcohol
Fatty acyl
Tertiary alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036843)

Source

Endogenous

Endogenous (HMDB: HMDB0036843)

Plant

Plant (HMDB: HMDB0036843)

Animal

Animal (HMDB: HMDB0036843)

Exogenous

Food

Food (HMDB: HMDB0036843)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Exogenous (HMDB: HMDB0036843)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036843)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036843)

Lipid metabolism pathway (HMDB: HMDB0036843)

Cellular process

Cell signaling (HMDB: HMDB0036843)

Biochemical process

Lipid transport (HMDB: HMDB0036843)

Role

Biological role

Energy source (HMDB: HMDB0036843)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036843)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	200 - 201 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.9e-05 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	6.7e-05 g/L	ALOGPS
logP	8.03	ALOGPS
logP	7.65	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	18.53	ChemAxon
pKa (Strongest Basic)	-0.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	121.11 m³·mol⁻¹	ChemAxon
Polarizability	50.56 Å³	ChemAxon
Number of Rings	0	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]+	200.067	31661259
DarkChem	[M-H]-	191.615	31661259
DeepCCS	[M+H]+	206.167	30932474
DeepCCS	[M-H]-	203.809	30932474
DeepCCS	[M-2H]-	237.772	30932474
DeepCCS	[M+Na]+	213.088	30932474
AllCCS	[M+H]+	210.3	32859911
AllCCS	[M+H-H2O]+	208.2	32859911
AllCCS	[M+NH4]+	212.3	32859911
AllCCS	[M+Na]+	212.9	32859911
AllCCS	[M-H]-	201.1	32859911
AllCCS	[M+Na-2H]-	204.3	32859911
AllCCS	[M+HCOO]-	207.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lepidiumsesterterpenol	CCC(C)C\C=C\C(C)C(O)CCC(C)CCCC(C)CCCC(C)(C)O	3134.6	Standard polar	33892256
Lepidiumsesterterpenol	CCC(C)C\C=C\C(C)C(O)CCC(C)CCCC(C)CCCC(C)(C)O	2486.6	Standard non polar	33892256
Lepidiumsesterterpenol	CCC(C)C\C=C\C(C)C(O)CCC(C)CCCC(C)CCCC(C)(C)O	2511.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lepidiumsesterterpenol,1TMS,isomer #1	CCC(C)C/C=C/C(C)C(CCC(C)CCCC(C)CCCC(C)(C)O)O[Si](C)(C)C	2670.4	Semi standard non polar	33892256
Lepidiumsesterterpenol,1TMS,isomer #2	CCC(C)C/C=C/C(C)C(O)CCC(C)CCCC(C)CCCC(C)(C)O[Si](C)(C)C	2767.9	Semi standard non polar	33892256
Lepidiumsesterterpenol,2TMS,isomer #1	CCC(C)C/C=C/C(C)C(CCC(C)CCCC(C)CCCC(C)(C)O[Si](C)(C)C)O[Si](C)(C)C	2710.2	Semi standard non polar	33892256
Lepidiumsesterterpenol,1TBDMS,isomer #1	CCC(C)C/C=C/C(C)C(CCC(C)CCCC(C)CCCC(C)(C)O)O[Si](C)(C)C(C)(C)C	2900.3	Semi standard non polar	33892256
Lepidiumsesterterpenol,1TBDMS,isomer #2	CCC(C)C/C=C/C(C)C(O)CCC(C)CCCC(C)CCCC(C)(C)O[Si](C)(C)C(C)(C)C	2984.2	Semi standard non polar	33892256
Lepidiumsesterterpenol,2TBDMS,isomer #1	CCC(C)C/C=C/C(C)C(CCC(C)CCCC(C)CCCC(C)(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3196.2	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 - Lepidiumsesterterpenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9546000000-3eaaae7f5f32b20cd077	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lepidiumsesterterpenol GC-MS (2 TMS) - 70eV, Positive	splash10-01si-9881460000-8880bce337dcab5b6e77	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lepidiumsesterterpenol 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 - Lepidiumsesterterpenol 10V, Positive-QTOF	splash10-014j-0009000000-c2a534d9e7e5b2e3d59b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 20V, Positive-QTOF	splash10-00kb-6859000000-7adb4b54e8f44f6eadc6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 40V, Positive-QTOF	splash10-0pvi-8930000000-14aa7dc2545d220bc9df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 10V, Negative-QTOF	splash10-001i-0009000000-4dffe1149872bd9e81f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 20V, Negative-QTOF	splash10-01q9-0119000000-0511354970f2447148f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 40V, Negative-QTOF	splash10-05ra-4955000000-e7acda5a749ad2d068f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 10V, Negative-QTOF	splash10-001i-0009000000-3b61ac4055459871bac0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 20V, Negative-QTOF	splash10-001i-0209000000-3b3f371fa1b1a93dbf37	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 40V, Negative-QTOF	splash10-0ik9-0179000000-c130e9ce7da486fb58b2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 10V, Positive-QTOF	splash10-015a-5239000000-9c94ac2e7d1bdd4b8acb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 20V, Positive-QTOF	splash10-067j-9122000000-b5306a3b9d8ef40e2e99	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumsesterterpenol 40V, Positive-QTOF	splash10-0api-9000000000-c1bbd52af52546f7eb76	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

FDB015795

KNApSAcK ID

C00057290

Chemspider ID

8819012

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10643653

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1857491

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 Lepidiumsesterterpenol (HMDB0036843)

MOL for HMDB0036843 (Lepidiumsesterterpenol)

3D MOL for HMDB0036843 (Lepidiumsesterterpenol)

3D SDF for HMDB0036843 (Lepidiumsesterterpenol)

3D-SDF for HMDB0036843 (Lepidiumsesterterpenol)

PDB for HMDB0036843 (Lepidiumsesterterpenol)

3D PDB for HMDB0036843 (Lepidiumsesterterpenol)

SMILES for HMDB0036843 (Lepidiumsesterterpenol)

INCHI for HMDB0036843 (Lepidiumsesterterpenol)

Structure for HMDB0036843 (Lepidiumsesterterpenol)

3D Structure for HMDB0036843 (Lepidiumsesterterpenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra