MiMeDB: Showing metabocard for Obtusifoliol (MMDBc0032936)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:28:02 UTC

Update Date

2024-04-30 19:55:18 UTC

Metabolite ID

MMDBc0032936

Metabolite Identification

Common Name

Obtusifoliol

Description

Obtusifoliol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, obtusifoliol is considered to be a sterol lipid molecule. Obtusifoliol is found, on average, in the highest concentration within evening primroses. Obtusifoliol has also been detected, but not quantified in, several different foods, such as common chokecherries, jicama, pepper (C. frutescens), avocado, and pecan nuts. This could make obtusifoliol a potential biomarker for the consumption of these foods. Obtusifoliol is an intermediate in the biosynthesis of cholesterol: in a reaction catalyzed by the enzyme CYP51A1 (EC 1.14.13.70, sterol 14-demethylase) (PMID: 9559662 ). CYP51A1 is a housekeeping enzyme essential for the viability of mammals, an essential step in cholesterol biosynthesis. Sterol 14-demethylation occurs in all organisms exhibiting de novo sterol biosynthesis and CYP51A1 has been conserved throughout evolution (PMID: 8797093 ).

Structure

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


  Mrv1652306222023582D          

 32 35  0  0  0  0            999 V2000
   -0.2614    1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8667    2.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5139    1.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7787   -2.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7762   -2.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6900    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8794    0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3858    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7188   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4171   -2.3927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4067   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
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 31 19  1  0  0  0  0
 32 26  1  0  0  0  0
M  END

HMDB0304022
     RDKit          3D
14-hydroxylanosterol
 82 85  0  0  0  0  0  0  0  0999 V2000
    8.9853    0.4432    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8393    0.0889   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8522   -0.6375    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4846   -0.4258   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1571   -0.6749   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2283   -0.0586   -2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1452    0.0003    0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870   -0.5865    1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7661   -0.5370    2.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0132   -0.8503    0.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9556   -0.4284   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7313   -0.0523   -0.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4531   -0.2738   -0.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9017   -0.2648   -1.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1320   -1.4271    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6043   -1.2420    0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8021   -2.6252   -0.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0513    2.0272   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1040    0.2383    0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2297    0.6695    2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4521    1.7360    2.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895    2.6492    1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 29 76  1  0
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 32 82  1  0
M  END


  Mrv1652306222023582D          

 32 35  0  0  0  0            999 V2000
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    3.5139    1.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6900    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8794    0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 22 21  1  0  0  0  0
 23 13  1  0  0  0  0
 24 11  1  0  0  0  0
 24 23  2  0  0  0  0
 25 12  1  0  0  0  0
 26 15  1  0  0  0  0
 27  4  1  0  0  0  0
 27  5  1  0  0  0  0
 27 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28  6  1  0  0  0  0
 28 16  1  0  0  0  0
 28 23  1  0  0  0  0
 28 25  1  0  0  0  0
 29  7  1  0  0  0  0
 29 17  1  0  0  0  0
 29 22  1  0  0  0  0
 30 18  1  0  0  0  0
 30 19  1  0  0  0  0
 30 24  1  0  0  0  0
 30 29  1  0  0  0  0
 31 19  1  0  0  0  0
 32 26  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032936

> <DATABASE_NAME>
MIME

> <SMILES>
CC(CCC=C(C)C)C1CCC2(CO)C3=C(CCC12C)C1(C)CCC(O)C(C)(C)C1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O2/c1-20(2)9-8-10-21(3)22-14-18-30(19-31)24-11-12-25-27(4,5)26(32)15-16-28(25,6)23(24)13-17-29(22,30)7/h9,21-22,25-26,31-32H,8,10-19H2,1-7H3

> <INCHI_KEY>
DWVYYKFZEDMMPU-UHFFFAOYSA-N

> <FORMULA>
C30H50O2

> <MOLECULAR_WEIGHT>
442.7168

> <EXACT_MASS>
442.381080844

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
55.97039838129607

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-(hydroxymethyl)-2,6,6,15-tetramethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

> <ALOGPS_LOGP>
6.54

> <JCHEM_LOGP>
6.425901364333334

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.553786825956404

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.42512014654234

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5331720632377376

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
136.3194

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-(hydroxymethyl)-2,6,6,15-tetramethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304022
     RDKit          3D
14-hydroxylanosterol
 82 85  0  0  0  0  0  0  0  0999 V2000
    8.9853    0.4432    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8393    0.0889   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7917    0.5526   -1.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -0.6375    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6751   -1.0018   -0.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4846   -0.4258   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1571   -0.6749   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2283   -0.0586   -2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1452    0.0003    0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870   -0.5865    1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7661   -0.5370    2.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0132   -0.8503    0.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0965   -2.3176    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0349   -3.0483    0.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975   -0.3518    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556   -0.4284   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.6442   -1.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778   -0.4954   -1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -0.0523   -0.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    1.4084   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4531   -0.2738   -0.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9017   -0.2648   -1.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1320   -1.4271    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6043   -1.2420    0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1142    0.0774    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4730    0.0492    2.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742    1.2641    0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4424    2.2477    1.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7330    2.0224   -0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7792    0.9634    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3719    0.7978    1.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599    0.1552    1.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4502    1.3605    0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7083   -0.4140    0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7013    0.6376    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6522    1.1802   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8084   -0.3280   -2.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8815    1.1282   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8980   -0.9676    1.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527   -2.1088   -0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9315   -0.6590   -1.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5889    0.6656    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3968   -0.9079    0.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0494   -1.7515   -0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7293   -0.6450   -2.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8641    0.9924   -2.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2882    0.0381   -2.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680    1.0380    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8775   -0.0086    2.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5572   -1.6344    1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261   -1.2755    2.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6087    0.4743    2.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8021   -2.6252   -0.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6121   -2.7167    1.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1696   -3.3739   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5156   -1.5853   -2.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5672    0.1575   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229   -1.4485   -1.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6400    0.2781   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444    1.6103   -0.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    2.0272   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2009    1.7508    0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0036   -0.3501   -1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5123   -1.2206   -2.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5591    0.5784   -2.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7659   -1.6318    1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079   -2.3409   -0.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0149   -2.0151    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0502   -1.5618   -0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1040    0.2383    0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2297    0.6695    2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4521    1.7360    2.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895    2.6492    1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7807    3.1070    1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2396    2.9860   -0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8413    2.3426   -1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4750    1.4660   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774    1.8343   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1536    0.1794    2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    1.8046    2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1097   -0.7068    2.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3878    0.8850    2.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 19  9  1  0
 30 21  1  0
 19 12  1  0
 32 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 22 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 24 68  1  0
 24 69  1  0
 25 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
 30 78  1  0
 31 79  1  0
 31 80  1  0
 32 81  1  0
 32 82  1  0
M  END

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0      -0.488   2.510   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.618   4.147   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.559   2.137   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.520  -4.434   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.382  -3.762   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.488   0.179   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.792   0.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.508   1.715   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.983   1.505   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.453   0.499   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.026  -3.624   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.542  -3.895   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.972   0.451   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.496  -1.985   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.520  -0.363   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.004  -0.092   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.456   0.722   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.771  -2.849   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.356  -3.399   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.037   2.720   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.979   0.710   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.924  -0.506   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.495  -0.998   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.503  -2.175   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.534  -2.717   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.043  -1.811   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.050  -2.988   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.011  -1.269   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.463  -0.456   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.987  -1.904   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.245  -4.466   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      17.559  -2.082   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   27                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8    9   10                                                       
CONECT    9    8   20                                                       
CONECT   10    8   21                                                       
CONECT   11   12   24                                                       
CONECT   12   11   25                                                       
CONECT   13   17   23                                                       
CONECT   14   18   22                                                       
CONECT   15   16   26                                                       
CONECT   16   15   28                                                       
CONECT   17   13   29                                                       
CONECT   18   14   30                                                       
CONECT   19   30   31                                                       
CONECT   20    1    2    9                                                  
CONECT   21    3   10   22                                                  
CONECT   22   14   21   29                                                  
CONECT   23   13   24   28                                                  
CONECT   24   11   23   30                                                  
CONECT   25   12   27   28                                                  
CONECT   26   15   27   32                                                  
CONECT   27    4    5   25   26                                             
CONECT   28    6   16   23   25                                             
CONECT   29    7   17   22   30                                             
CONECT   30   18   19   24   29                                             
CONECT   31   19                                                            
CONECT   32   26                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0304022
HETATM    1  C1  UNL     1       8.985   0.443   0.537  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.839   0.089  -0.319  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.792   0.553  -1.736  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.852  -0.638   0.161  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.675  -1.002  -0.716  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.485  -0.426  -0.054  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.157  -0.675  -0.753  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.228  -0.059  -2.102  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.145   0.000   0.119  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.187  -0.587   1.542  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.766  -0.537   2.041  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.013  -0.850   0.813  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.096  -2.318   0.615  1.00  0.00           C  
HETATM   14  O1  UNL     1       1.035  -3.048   0.483  1.00  0.00           O  
HETATM   15  C14 UNL     1      -1.398  -0.352   0.791  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.956  -0.428  -0.413  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.205  -0.644  -1.670  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.278  -0.495  -1.556  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.731  -0.052  -0.219  1.00  0.00           C  
HETATM   20  C19 UNL     1       0.228   1.408  -0.115  1.00  0.00           C  
HETATM   21  C20 UNL     1      -3.453  -0.274  -0.443  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.902  -0.265  -1.862  1.00  0.00           C  
HETATM   23  C22 UNL     1      -4.132  -1.427   0.252  1.00  0.00           C  
HETATM   24  C23 UNL     1      -5.604  -1.242   0.271  1.00  0.00           C  
HETATM   25  C24 UNL     1      -6.114   0.077   0.673  1.00  0.00           C  
HETATM   26  O2  UNL     1      -6.473   0.049   2.043  1.00  0.00           O  
HETATM   27  C25 UNL     1      -5.274   1.264   0.360  1.00  0.00           C  
HETATM   28  C26 UNL     1      -5.442   2.248   1.533  1.00  0.00           C  
HETATM   29  C27 UNL     1      -5.733   2.022  -0.860  1.00  0.00           C  
HETATM   30  C28 UNL     1      -3.779   0.963   0.325  1.00  0.00           C  
HETATM   31  C29 UNL     1      -3.372   0.798   1.767  1.00  0.00           C  
HETATM   32  C30 UNL     1      -2.060   0.155   1.992  1.00  0.00           C  
HETATM   33  H1  UNL     1       9.450   1.360   0.131  1.00  0.00           H  
HETATM   34  H2  UNL     1       9.708  -0.414   0.568  1.00  0.00           H  
HETATM   35  H3  UNL     1       8.701   0.638   1.595  1.00  0.00           H  
HETATM   36  H4  UNL     1       8.652   1.180  -2.000  1.00  0.00           H  
HETATM   37  H5  UNL     1       7.808  -0.328  -2.438  1.00  0.00           H  
HETATM   38  H6  UNL     1       6.881   1.128  -1.967  1.00  0.00           H  
HETATM   39  H7  UNL     1       6.898  -0.968   1.190  1.00  0.00           H  
HETATM   40  H8  UNL     1       5.553  -2.109  -0.743  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.931  -0.659  -1.711  1.00  0.00           H  
HETATM   42  H10 UNL     1       4.589   0.666   0.169  1.00  0.00           H  
HETATM   43  H11 UNL     1       4.397  -0.908   0.953  1.00  0.00           H  
HETATM   44  H12 UNL     1       3.049  -1.752  -0.855  1.00  0.00           H  
HETATM   45  H13 UNL     1       2.729  -0.645  -2.904  1.00  0.00           H  
HETATM   46  H14 UNL     1       2.864   0.992  -2.134  1.00  0.00           H  
HETATM   47  H15 UNL     1       4.288   0.038  -2.489  1.00  0.00           H  
HETATM   48  H16 UNL     1       2.568   1.038   0.270  1.00  0.00           H  
HETATM   49  H17 UNL     1       2.877  -0.009   2.201  1.00  0.00           H  
HETATM   50  H18 UNL     1       2.557  -1.634   1.439  1.00  0.00           H  
HETATM   51  H19 UNL     1       0.626  -1.276   2.858  1.00  0.00           H  
HETATM   52  H20 UNL     1       0.609   0.474   2.462  1.00  0.00           H  
HETATM   53  H21 UNL     1      -0.802  -2.625  -0.186  1.00  0.00           H  
HETATM   54  H22 UNL     1      -0.612  -2.717   1.547  1.00  0.00           H  
HETATM   55  H23 UNL     1       1.170  -3.374  -0.425  1.00  0.00           H  
HETATM   56  H24 UNL     1      -1.516  -1.585  -2.192  1.00  0.00           H  
HETATM   57  H25 UNL     1      -1.567   0.158  -2.386  1.00  0.00           H  
HETATM   58  H26 UNL     1       0.723  -1.448  -1.909  1.00  0.00           H  
HETATM   59  H27 UNL     1       0.640   0.278  -2.295  1.00  0.00           H  
HETATM   60  H28 UNL     1      -0.644   1.610  -0.719  1.00  0.00           H  
HETATM   61  H29 UNL     1       1.051   2.027  -0.588  1.00  0.00           H  
HETATM   62  H30 UNL     1       0.201   1.751   0.928  1.00  0.00           H  
HETATM   63  H31 UNL     1      -5.004  -0.350  -1.981  1.00  0.00           H  
HETATM   64  H32 UNL     1      -3.512  -1.221  -2.326  1.00  0.00           H  
HETATM   65  H33 UNL     1      -3.559   0.578  -2.466  1.00  0.00           H  
HETATM   66  H34 UNL     1      -3.766  -1.632   1.255  1.00  0.00           H  
HETATM   67  H35 UNL     1      -3.908  -2.341  -0.364  1.00  0.00           H  
HETATM   68  H36 UNL     1      -6.015  -2.015   0.988  1.00  0.00           H  
HETATM   69  H37 UNL     1      -6.050  -1.562  -0.718  1.00  0.00           H  
HETATM   70  H38 UNL     1      -7.104   0.238   0.147  1.00  0.00           H  
HETATM   71  H39 UNL     1      -7.230   0.670   2.196  1.00  0.00           H  
HETATM   72  H40 UNL     1      -5.452   1.736   2.500  1.00  0.00           H  
HETATM   73  H41 UNL     1      -6.489   2.649   1.395  1.00  0.00           H  
HETATM   74  H42 UNL     1      -4.781   3.107   1.447  1.00  0.00           H  
HETATM   75  H43 UNL     1      -6.240   2.986  -0.608  1.00  0.00           H  
HETATM   76  H44 UNL     1      -4.841   2.343  -1.475  1.00  0.00           H  
HETATM   77  H45 UNL     1      -6.475   1.466  -1.467  1.00  0.00           H  
HETATM   78  H46 UNL     1      -3.277   1.834  -0.136  1.00  0.00           H  
HETATM   79  H47 UNL     1      -4.154   0.179   2.294  1.00  0.00           H  
HETATM   80  H48 UNL     1      -3.430   1.805   2.243  1.00  0.00           H  
HETATM   81  H49 UNL     1      -2.110  -0.707   2.723  1.00  0.00           H  
HETATM   82  H50 UNL     1      -1.388   0.885   2.489  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4    4
CONECT    3   36   37   38
CONECT    4    5   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8    9   44
CONECT    8   45   46   47
CONECT    9   10   19   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   15   19
CONECT   13   14   53   54
CONECT   14   55
CONECT   15   16   16   32
CONECT   16   17   21
CONECT   17   18   56   57
CONECT   18   19   58   59
CONECT   19   20
CONECT   20   60   61   62
CONECT   21   22   23   30
CONECT   22   63   64   65
CONECT   23   24   66   67
CONECT   24   25   68   69
CONECT   25   26   27   70
CONECT   26   71
CONECT   27   28   29   30
CONECT   28   72   73   74
CONECT   29   75   76   77
CONECT   30   31   78
CONECT   31   32   79   80
CONECT   32   81   82
END

HMDB0304022
     RDKit          3D
14-hydroxylanosterol
 82 85  0  0  0  0  0  0  0  0999 V2000
    8.9853    0.4432    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8393    0.0889   -0.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7917    0.5526   -1.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -0.6375    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6751   -1.0018   -0.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4846   -0.4258   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1571   -0.6749   -0.7532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2283   -0.0586   -2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1452    0.0003    0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870   -0.5865    1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7661   -0.5370    2.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0132   -0.8503    0.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0965   -2.3176    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0349   -3.0483    0.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975   -0.3518    0.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556   -0.4284   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.6442   -1.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778   -0.4954   -1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -0.0523   -0.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    1.4084   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4531   -0.2738   -0.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9017   -0.2648   -1.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1320   -1.4271    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6043   -1.2420    0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1142    0.0774    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4730    0.0492    2.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742    1.2641    0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4424    2.2477    1.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7330    2.0224   -0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7792    0.9634    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3719    0.7978    1.7674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599    0.1552    1.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4502    1.3605    0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7083   -0.4140    0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7013    0.6376    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6522    1.1802   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8084   -0.3280   -2.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8815    1.1282   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8980   -0.9676    1.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527   -2.1088   -0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9315   -0.6590   -1.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5889    0.6656    0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3968   -0.9079    0.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0494   -1.7515   -0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7293   -0.6450   -2.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8641    0.9924   -2.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2882    0.0381   -2.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680    1.0380    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8775   -0.0086    2.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5572   -1.6344    1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261   -1.2755    2.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6087    0.4743    2.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8021   -2.6252   -0.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6121   -2.7167    1.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1696   -3.3739   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5156   -1.5853   -2.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5672    0.1575   -2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229   -1.4485   -1.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6400    0.2781   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444    1.6103   -0.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    2.0272   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2009    1.7508    0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0036   -0.3501   -1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5123   -1.2206   -2.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5591    0.5784   -2.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7659   -1.6318    1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079   -2.3409   -0.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0149   -2.0151    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0502   -1.5618   -0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1040    0.2383    0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2297    0.6695    2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4521    1.7360    2.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895    2.6492    1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7807    3.1070    1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2396    2.9860   -0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8413    2.3426   -1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4750    1.4660   -1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774    1.8343   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1536    0.1794    2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    1.8046    2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1097   -0.7068    2.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3878    0.8850    2.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 19  9  1  0
 30 21  1  0
 19 12  1  0
 32 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 22 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 24 68  1  0
 24 69  1  0
 25 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
 30 78  1  0
 31 79  1  0
 31 80  1  0
 32 81  1  0
 32 82  1  0
M  END

Synonyms

Value	Source
4,4-Dimethyl-14a-hydroxymethyl-5a-cholesta-8,24-dien-3b-ol	HMDB
4,4-Dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8,24-dien-3beta-ol	HMDB

Molecular Formula

C₃₀H₅₀O₂

Average Mass

442.7168

Monoisotopic Mass

442.381080844

IUPAC Name

11-(hydroxymethyl)-2,6,6,15-tetramethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

Traditional Name

11-(hydroxymethyl)-2,6,6,15-tetramethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

CAS Registry Number

16910-32-0

SMILES

CC(CCC=C(C)C)C1CCC2(CO)C3=C(CCC12C)C1(C)CCC(O)C(C)(C)C1CC3

InChI Identifier

InChI=1S/C30H50O2/c1-20(2)9-8-10-21(3)22-14-18-30(19-31)24-11-12-25-27(4,5)26(32)15-16-28(25,6)23(24)13-17-29(22,30)7/h9,21-22,25-26,31-32H,8,10-19H2,1-7H3

InChI Key

DWVYYKFZEDMMPU-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Hydroxysteroid
3-hydroxysteroid
Steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a 3-β-hydroxysterol (CPD-4568 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	6.54	ALOGPS
logP	6.43	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	19.43	ChemAxon
pKa (Strongest Basic)	-0.53	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	5	ChemAxon
Refractivity	136.32 m³·mol⁻¹	ChemAxon
Polarizability	55.97 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria/Eubacteria	Actinobacteria	1	Human

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0304022

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030262

KNApSAcK ID

C00007317

Chemspider ID

570838

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

656449

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Aoyama Y, Noshiro M, Gotoh O, Imaoka S, Funae Y, Kurosawa N, Horiuchi T, Yoshida Y: Sterol 14-demethylase P450 (P45014DM*) is one of the most ancient and conserved P450 species. J Biochem. 1996 May;119(5):926-33. doi: 10.1093/oxfordjournals.jbchem.a021331. [PubMed:8797093 ]
Lamb DC, Kelly DE, Kelly SL: Molecular diversity of sterol 14alpha-demethylase substrates in plants, fungi and humans. FEBS Lett. 1998 Mar 27;425(2):263-5. doi: 10.1016/s0014-5793(98)00247-6. [PubMed:9559662 ]

Showing metabocard for Obtusifoliol (MMDBc0032936)

MOL for #<Metabolite:0x00007f9228b0dee0>

3D MOL for #<Metabolite:0x00007f9228b0dee0>

3D SDF for #<Metabolite:0x00007f9228b0dee0>

3D-SDF for #<Metabolite:0x00007f9228b0dee0>

PDB for #<Metabolite:0x00007f9228b0dee0>

3D PDB for #<Metabolite:0x00007f9228b0dee0>

SMILES for #<Metabolite:0x00007f9228b0dee0>

INCHI for #<Metabolite:0x00007f9228b0dee0>

Structure for #<Metabolite:0x00007f9228b0dee0>

3D Structure for #<Metabolite:0x00007f9228b0dee0>