MiMeDB: Showing metabocard for Lathosterol (MMDBc0048841)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:11:53 UTC

Update Date

2024-04-30 20:37:22 UTC

Metabolite ID

MMDBc0048841

Metabolite Identification

Common Name

Lathosterol

Description

Lathosterol is a a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. It is used as an indicator of whole-body cholesterol synthesis (PMID 14511438 ). Plasma lathosterol levels are significantly elevated in patients with bile acid malabsorption (PMID:8777839 ). Lathosterol oxidase (EC 1.14.21.6) is an enzyme that catalyzes the chemical reaction 5alpha-cholest-7-en-3beta-ol + NAD(P)H + H+ + O2 cholesta-5,7-dien-3beta-ol + NAD(P)+ + 2 H2O.

Structure

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


  Mrv1652309042000182D          

 32 35  0  0  0  0            999 V2000
    0.2305   -0.2409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4852   -0.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305    0.5609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0077   -0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -0.2409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4852   -1.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0077    0.8048    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4852    0.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305    1.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4688    0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -0.6538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2108    0.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -1.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3209    1.5755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9265   -1.4517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6487   -0.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231    0.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291    1.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7807    2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6487   -1.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679   -0.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6487    1.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679   -1.4517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4814    1.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0969   -1.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936    0.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6531   -0.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8126    0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2409   -1.0490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211   -1.1248    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7682    1.1179    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -2.4078    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  1  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  1  0  0  0
 14 18  1  0  0  0  0
 14 19  1  6  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  7 10  1  0  0  0  0
  8 12  1  0  0  0  0
 13 15  1  0  0  0  0
 21 23  1  0  0  0  0
  1 29  1  6  0  0  0
  5 30  1  6  0  0  0
  7 31  1  6  0  0  0
 15 32  1  6  0  0  0
M  END

HMDB0001170
     RDKit          3D
Lathosterol
 74 77  0  0  0  0  0  0  0  0999 V2000
    7.5759    0.3899   -1.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017   -0.2832   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8493   -1.4639    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099    0.7594    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205    0.2069    1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3629   -0.2550    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6515    0.8020   -0.4678 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4898    1.5621   -1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678    0.4618   -1.1098 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3348   -0.5848   -2.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1589   -0.9364   -2.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8113    0.0566   -1.4109 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0986   -0.3224   -0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347   -1.3204   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1555   -1.6867   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -0.4258   -0.2181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1985   -0.7283    0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7357    0.3376    1.1796 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8020   -0.1469    2.4633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8862    1.5630    1.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4845    1.2420    1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986    0.0547    0.8631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7089   -1.0882    1.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5810    0.4430    0.3055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5016    0.4943    1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422    1.0575    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2210    0.0551   -0.2566 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2619   -1.3469    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4307    1.4678   -1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5257    0.2497   -0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8523   -1.1243    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8738   -1.7237    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1439   -2.3132    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6372    1.7377   -0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8730   -0.5916    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782    1.0227    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7320   -0.8677    0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -0.9835   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627    1.5993    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8100    1.8403   -2.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7672    2.5986   -1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978    1.0123   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0177    1.4158   -1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9388   -1.4725   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7005   -0.1421   -3.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3462   -1.9833   -2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4698   -0.7702   -3.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8537    1.0426   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -1.8568   -2.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8005   -2.0332   -1.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884   -2.4987   -0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.3386   -0.9915    2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7461    1.8587    0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4581   -1.3200    1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
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 13 14  2  0
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 27  9  1  0
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 28 73  1  0
 28 74  1  0
M  END


  Mrv1652309042000182D          

 32 35  0  0  0  0            999 V2000
    0.2305   -0.2409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4852   -0.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305    0.5609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0077   -0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108   -0.2409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4852   -1.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0077    0.8048    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4852    0.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305    1.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4688    0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -0.6538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.2108   -1.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3209    1.5755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.0969   -1.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9265   -2.4078    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  1  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  1  0  0  0
 14 18  1  0  0  0  0
 14 19  1  6  0  0  0
 15 20  1  0  0  0  0
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 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  1  0  0  0
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 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  7 10  1  0  0  0  0
  8 12  1  0  0  0  0
 13 15  1  0  0  0  0
 21 23  1  0  0  0  0
  1 29  1  6  0  0  0
  5 30  1  6  0  0  0
  7 31  1  6  0  0  0
 15 32  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0048841

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h10,18-21,23-25,28H,6-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
IZVFFXVYBHFIHY-SKCNUYALSA-N

> <FORMULA>
C27H46O

> <MOLECULAR_WEIGHT>
386.6535

> <EXACT_MASS>
386.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
50.51791582585771

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

> <ALOGPS_LOGP>
7.40

> <JCHEM_LOGP>
7.112889030666665

> <ALOGPS_LOGS>
-7.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.361777845540015

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3283583703607977

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
120.61649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.50e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0001170
     RDKit          3D
Lathosterol
 74 77  0  0  0  0  0  0  0  0999 V2000
    7.5759    0.3899   -1.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017   -0.2832   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8493   -1.4639    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099    0.7594    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205    0.2069    1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3629   -0.2550    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6515    0.8020   -0.4678 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4898    1.5621   -1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678    0.4618   -1.1098 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3348   -0.5848   -2.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1589   -0.9364   -2.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8113    0.0566   -1.4109 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0986   -0.3224   -0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347   -1.3204   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1555   -1.6867   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -0.4258   -0.2181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1985   -0.7283    0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7357    0.3376    1.1796 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8020   -0.1469    2.4633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8862    1.5630    1.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4845    1.2420    1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986    0.0547    0.8631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7089   -1.0882    1.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5810    0.4430    0.3055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5016    0.4943    1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422    1.0575    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2210    0.0551   -0.2566 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2619   -1.3469    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4307    1.4678   -1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5257    0.2497   -0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7318   -0.0811   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6755   -0.6956   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8523   -1.1243    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8738   -1.7237    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1439   -2.3132    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6372    1.7377   -0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4862    0.9179    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8730   -0.5916    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782    1.0227    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7320   -0.8677    0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -0.9835   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627    1.5993    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8100    1.8403   -2.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7672    2.5986   -1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978    1.0123   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0177    1.4158   -1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9388   -1.4725   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7005   -0.1421   -3.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3462   -1.9833   -2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4698   -0.7702   -3.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8537    1.0426   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -1.8568   -2.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8005   -2.0332   -1.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884   -2.4987   -0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8267    0.3091   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8528   -0.7338   -0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3108   -1.7031    0.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7770    0.6493    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3386   -0.9915    2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7461    1.8587    0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2543    2.4024    1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5577    1.0171    2.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8962    2.1765    1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4911   -0.7064    2.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8946   -1.7742    1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6152   -1.7166    1.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6861    1.5153   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3379   -0.4975    1.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    1.1736    2.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5563    1.9771    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5396    1.2667    1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314   -1.8583    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950   -1.9843   -0.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4581   -1.3200    1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  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  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  1
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  6
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  6
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  6
 17 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  6
 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
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       0.430  -0.450   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.906  -1.220   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.430   1.047   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.881  -0.912   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.260  -0.450   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.906  -2.710   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.881   1.502   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.906   1.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.430   2.556   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.742   0.353   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.596  -1.220   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.260   1.047   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.260  -3.474   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.466   2.941   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.596  -2.710   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.944  -0.450   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.590   0.212   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.974   3.159   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.457   4.135   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.944  -3.474   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.287  -1.220   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.944   1.958   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.287  -2.710   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.499   2.157   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -7.648  -3.474   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.455   0.938   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.819  -0.450   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.983   1.124   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0       0.450  -1.958   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.279  -2.100   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.301   2.087   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.596  -4.495   0.000  0.00  0.00           H+0
CONECT    1    2    3    4   29                                             
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8    9                                             
CONECT    4    1   10                                                       
CONECT    5    2   11   12   30                                             
CONECT    6    2   13                                                       
CONECT    7    3   14   10   31                                             
CONECT    8    3   12                                                       
CONECT    9    3                                                            
CONECT   10    4    7                                                       
CONECT   11    5   15   16   17                                             
CONECT   12    5    8                                                       
CONECT   13    6   15                                                       
CONECT   14    7   18   19                                                  
CONECT   15   11   20   13   32                                             
CONECT   16   11   21                                                       
CONECT   17   11                                                            
CONECT   18   14   22                                                       
CONECT   19   14                                                            
CONECT   20   15   23                                                       
CONECT   21   16   23                                                       
CONECT   22   18   24                                                       
CONECT   23   20   25   21                                                  
CONECT   24   22   26                                                       
CONECT   25   23                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    1                                                            
CONECT   30    5                                                            
CONECT   31    7                                                            
CONECT   32   15                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0001170
HETATM    1  C1  UNL     1       7.576   0.390  -1.153  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.402  -0.283  -0.511  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.849  -1.464   0.357  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.710   0.759   0.374  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.521   0.207   1.053  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.363  -0.255   0.238  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.652   0.802  -0.468  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.490   1.562  -1.446  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.368   0.462  -1.110  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.335  -0.585  -2.160  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.159  -0.936  -2.319  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.811   0.057  -1.411  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.099  -0.322  -0.859  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.835  -1.320  -1.369  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.156  -1.687  -0.786  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.805  -0.426  -0.218  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.199  -0.728   0.252  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.736   0.338   1.180  1.00  0.00           C  
HETATM   19  O1  UNL     1      -6.802  -0.147   2.463  1.00  0.00           O  
HETATM   20  C19 UNL     1      -5.886   1.563   1.067  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.484   1.242   1.603  1.00  0.00           C  
HETATM   22  C21 UNL     1      -3.899   0.055   0.863  1.00  0.00           C  
HETATM   23  C22 UNL     1      -3.709  -1.088   1.872  1.00  0.00           C  
HETATM   24  C23 UNL     1      -2.581   0.443   0.305  1.00  0.00           C  
HETATM   25  C24 UNL     1      -1.502   0.494   1.365  1.00  0.00           C  
HETATM   26  C25 UNL     1      -0.242   1.058   0.754  1.00  0.00           C  
HETATM   27  C26 UNL     1       0.221   0.055  -0.257  1.00  0.00           C  
HETATM   28  C27 UNL     1       0.262  -1.347   0.275  1.00  0.00           C  
HETATM   29  H1  UNL     1       7.431   1.468  -1.343  1.00  0.00           H  
HETATM   30  H2  UNL     1       8.526   0.250  -0.594  1.00  0.00           H  
HETATM   31  H3  UNL     1       7.732  -0.081  -2.155  1.00  0.00           H  
HETATM   32  H4  UNL     1       5.675  -0.696  -1.221  1.00  0.00           H  
HETATM   33  H5  UNL     1       6.852  -1.124   1.433  1.00  0.00           H  
HETATM   34  H6  UNL     1       7.874  -1.724   0.090  1.00  0.00           H  
HETATM   35  H7  UNL     1       6.144  -2.313   0.281  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.637   1.738  -0.085  1.00  0.00           H  
HETATM   37  H9  UNL     1       6.486   0.918   1.209  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.873  -0.592   1.768  1.00  0.00           H  
HETATM   39  H11 UNL     1       4.178   1.023   1.782  1.00  0.00           H  
HETATM   40  H12 UNL     1       2.732  -0.868   0.931  1.00  0.00           H  
HETATM   41  H13 UNL     1       3.791  -0.983  -0.519  1.00  0.00           H  
HETATM   42  H14 UNL     1       2.363   1.599   0.318  1.00  0.00           H  
HETATM   43  H15 UNL     1       2.810   1.840  -2.341  1.00  0.00           H  
HETATM   44  H16 UNL     1       3.767   2.599  -1.089  1.00  0.00           H  
HETATM   45  H17 UNL     1       4.298   1.012  -1.909  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.018   1.416  -1.634  1.00  0.00           H  
HETATM   47  H19 UNL     1       1.939  -1.473  -1.961  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.700  -0.142  -3.115  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.346  -1.983  -2.072  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.470  -0.770  -3.371  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.854   1.043  -1.881  1.00  0.00           H  
HETATM   52  H24 UNL     1      -2.458  -1.857  -2.210  1.00  0.00           H  
HETATM   53  H25 UNL     1      -4.801  -2.033  -1.615  1.00  0.00           H  
HETATM   54  H26 UNL     1      -4.088  -2.499  -0.040  1.00  0.00           H  
HETATM   55  H27 UNL     1      -4.827   0.309  -1.038  1.00  0.00           H  
HETATM   56  H28 UNL     1      -6.853  -0.734  -0.645  1.00  0.00           H  
HETATM   57  H29 UNL     1      -6.311  -1.703   0.737  1.00  0.00           H  
HETATM   58  H30 UNL     1      -7.777   0.649   0.870  1.00  0.00           H  
HETATM   59  H31 UNL     1      -7.339  -0.992   2.428  1.00  0.00           H  
HETATM   60  H32 UNL     1      -5.746   1.859   0.022  1.00  0.00           H  
HETATM   61  H33 UNL     1      -6.254   2.402   1.681  1.00  0.00           H  
HETATM   62  H34 UNL     1      -4.558   1.017   2.685  1.00  0.00           H  
HETATM   63  H35 UNL     1      -3.896   2.177   1.423  1.00  0.00           H  
HETATM   64  H36 UNL     1      -3.491  -0.706   2.884  1.00  0.00           H  
HETATM   65  H37 UNL     1      -2.895  -1.774   1.545  1.00  0.00           H  
HETATM   66  H38 UNL     1      -4.615  -1.717   1.940  1.00  0.00           H  
HETATM   67  H39 UNL     1      -2.686   1.515  -0.042  1.00  0.00           H  
HETATM   68  H40 UNL     1      -1.338  -0.498   1.834  1.00  0.00           H  
HETATM   69  H41 UNL     1      -1.773   1.174   2.200  1.00  0.00           H  
HETATM   70  H42 UNL     1      -0.556   1.977   0.188  1.00  0.00           H  
HETATM   71  H43 UNL     1       0.540   1.267   1.487  1.00  0.00           H  
HETATM   72  H44 UNL     1      -0.731  -1.858   0.057  1.00  0.00           H  
HETATM   73  H45 UNL     1       0.995  -1.984  -0.215  1.00  0.00           H  
HETATM   74  H46 UNL     1       0.458  -1.320   1.350  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4   32
CONECT    3   33   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9   42
CONECT    8   43   44   45
CONECT    9   10   27   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   27   51
CONECT   13   14   14   24
CONECT   14   15   52
CONECT   15   16   53   54
CONECT   16   17   22   55
CONECT   17   18   56   57
CONECT   18   19   20   58
CONECT   19   59
CONECT   20   21   60   61
CONECT   21   22   62   63
CONECT   22   23   24
CONECT   23   64   65   66
CONECT   24   25   67
CONECT   25   26   68   69
CONECT   26   27   70   71
CONECT   27   28
CONECT   28   72   73   74
END

HMDB0001170
     RDKit          3D
Lathosterol
 74 77  0  0  0  0  0  0  0  0999 V2000
    7.5759    0.3899   -1.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017   -0.2832   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8493   -1.4639    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099    0.7594    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205    0.2069    1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3629   -0.2550    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6515    0.8020   -0.4678 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4898    1.5621   -1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678    0.4618   -1.1098 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3348   -0.5848   -2.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1589   -0.9364   -2.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8113    0.0566   -1.4109 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0986   -0.3224   -0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347   -1.3204   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1555   -1.6867   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -0.4258   -0.2181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1985   -0.7283    0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7357    0.3376    1.1796 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8020   -0.1469    2.4633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8862    1.5630    1.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4845    1.2420    1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986    0.0547    0.8631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7089   -1.0882    1.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5810    0.4430    0.3055 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5016    0.4943    1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422    1.0575    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2210    0.0551   -0.2566 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2619   -1.3469    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4307    1.4678   -1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5257    0.2497   -0.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7318   -0.0811   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6755   -0.6956   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8523   -1.1243    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8738   -1.7237    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1439   -2.3132    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6372    1.7377   -0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4862    0.9179    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8730   -0.5916    1.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782    1.0227    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7320   -0.8677    0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -0.9835   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627    1.5993    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8100    1.8403   -2.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7672    2.5986   -1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2978    1.0123   -1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0177    1.4158   -1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9388   -1.4725   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7005   -0.1421   -3.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3462   -1.9833   -2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4698   -0.7702   -3.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8537    1.0426   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -1.8568   -2.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8005   -2.0332   -1.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884   -2.4987   -0.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8267    0.3091   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8528   -0.7338   -0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3108   -1.7031    0.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7770    0.6493    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3386   -0.9915    2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7461    1.8587    0.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2543    2.4024    1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5577    1.0171    2.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8962    2.1765    1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4911   -0.7064    2.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8946   -1.7742    1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6152   -1.7166    1.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6861    1.5153   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3379   -0.4975    1.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    1.1736    2.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5563    1.9771    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5396    1.2667    1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314   -1.8583    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950   -1.9843   -0.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4581   -1.3200    1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  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  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  1
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  6
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  6
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  6
 17 56  1  0
 17 57  1  0
 18 58  1  6
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  6
 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
M  END

Synonyms

Value	Source
gamma-Cholesterol	ChEBI
5alpha-Cholest-7-en-3beta-ol	Kegg
g-Cholesterol	Generator
Γ-cholesterol	Generator
5a-Cholest-7-en-3b-ol	Generator
5Α-cholest-7-en-3β-ol	Generator
(3beta)-Cholest-7-en-3-ol	HMDB
(3beta,5alpha)-Cholest-7-en-3-ol	HMDB
(3beta,alpha)-Cholest-7-en-3-ol	HMDB
(7)-Cholestenol	HMDB
3b-Hydroxy-5-cholestene	HMDB
3beta-Hydroxy-5alpha-cholest-7-ene	HMDB
5-a-Cholest-7-en-3-beta-ol	HMDB
5-alpha-Cholest-7-en-3-beta-ol	HMDB
7-Cholesten-3-beta-ol	HMDB
7-Cholestenol	HMDB
7-Cholesterol	HMDB
Cholest-7-en-3-ol	HMDB
Cholest-7-en-3beta-ol	HMDB
Cholest-7-en-ol	HMDB
Cholesterol - synthetic	HMDB
Cholesterol extra pure	HMDB
Cholesterol GR	HMDB
Cholesterol pharma	HMDB
Cholesterol,NF grade	HMDB
delta(7)-Cholestenol	HMDB
DELTA7-Cholesten-3beta-ol	HMDB
DELTA7-Cholestenol	HMDB
gamma-Cholestenol	HMDB
Lathosterol	ChEBI

Molecular Formula

C₂₇H₄₆O

Average Mass

386.6535

Monoisotopic Mass

386.354866094

IUPAC Name

(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

Traditional Name

(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

CAS Registry Number

80-99-9

SMILES

[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

InChI Identifier

InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h10,18-21,23-25,28H,6-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1

InChI Key

IZVFFXVYBHFIHY-SKCNUYALSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
Cholesterol
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-7-steroid
Delta-7-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholestanoid (CHEBI:17168 )
3beta-sterol (CHEBI:17168 )
Cholesterol and derivatives (C01189 )
Cholesterol and derivatives (LMST01010089 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.5e-05 g/L	ALOGPS
logP	7.4	ALOGPS
logP	7.11	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	18.36	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.62 m³·mol⁻¹	ChemAxon
Polarizability	50.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-1019000000-45e8f26aff61be3d325a	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0006-3004900000-efe936a9ed1a83aa429c	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-0009000000-88fe25051d65e99ecb32	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05p9-3149000000-d25373f7179ed89b61dc	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0c00-6359000000-8bff83f3efe22597deab	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-82b1527837d67c6be40a	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0009000000-e2badd995ee41a69b18f	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ldi-1009000000-96f6e67651380e1c959e	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0009000000-178681247f5078239898	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0avu-9233000000-247b9ee1da8d484a4da6	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9710000000-8ebbaf147cf1232af879	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0009000000-c037f2d2f217e99b79ac	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-0009000000-fbd8e8ecfb898bb732a5	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Adrenal Medulla
Bladder
Blood
Brain
Epidermis
Eye Lens
Feces
Fibroblasts
Intestine
Kidney
Liver
Neuron
Ovary
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Testis

Tissue Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Adrenal Medulla
Bladder
Brain
Epidermis
Eye Lens
Fibroblasts
Intestine
Kidney
Liver
Neuron
Ovary
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191806	Lathosterol oxidase	Unknown	O75845	Homo sapiens
MMDBp0191933	Methylsterol monooxygenase 1	Unknown	Q15800	Homo sapiens
MMDBp0191934	Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating	Unknown	Q15738	Homo sapiens
MMDBp0192468	3-keto-steroid reductase	Unknown	P56937	Homo sapiens
MMDBp0192567	3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase	Unknown	Q15125	Homo sapiens
MMDBp0193337	Delta(24)-sterol reductase	Unknown	Q15392	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Kandutsch-Russell Pathway (Cholesterol Biosynthesis)

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000668	5a-Cholesta-7,24-dien-3b-ol	FAD	Cytochrome p450, family 7, subfamily a, polypeptide 1	24-Dehydrocholesterol Reductase [Precursor]	VMH	17984220 19520779 19520780
MMDBr0000847	5a-Cholest-8-en-3b-ol	Lathosterol	Emopamil binding protein (sterol isomerase)	3-Beta-Hydroxysteroid-Delta (8), Delta (7)-Isomerase	VMH	10391219
MMDBr0001592	Hydrogen Ion	7-Dehydrocholesterol	Cytochrome p450, family 7, subfamily a, polypeptide 1	Lathosterol Oxidase	VMH	10344195
MMDBr0002713	Lathosterol	5a-Cholesta-7,24-dien-3b-ol	24-dehydrocholesterol reductase	Lanosterol D24-Reductase	VMH	7946524
MMDBr0002937	Lathosterol	5a-Cholest-8-en-3b-ol	Emopamil binding protein (sterol isomerase)	5Alpha-Cholest-7-En-3Beta-Ol Delta7-Delta8-Isomerase	VMH	12133002 4475632 5810070
MMDBr0004543	5a-Cholest-8-en-3b-ol	Lathosterol	Emopamil binding protein (sterol isomerase)	Cholestenol Delta-Isomerase	VMH	11111101
MMDBr0006057	Adenosine triphosphate	ADP	Not Available	Transport of Lathosterol, Energy Dependant	VMH	30371894
MMDBr0006058	Lathosterol	Lathosterol	Not Available	Transport of Lathosterol, Diffusion	VMH	30371894
MMDBr0006820	Lathosterol	Lathosterol	Not Available	Transport of 5Alpha-Cholest-7-En-3Beta-Ol, Endoplasmatic Reticulum	VMH	30371894
MMDBr0009545	Hydrogen Ion	7-Dehydrocholesterol	Sterol-c5-desaturase	HMR_1557	VMH; KEGG	30371894
MMDBr0009546	Hydrogen Ion	7-Dehydrocholesterol	Sterol-c5-desaturase	HMR_1558	VMH; KEGG	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Cerebrotendinous xanthomatosis	Increased	Association	Human Blood	HMDB	10901139
Cirrhosis		Association	Human Blood	HMDB	10901139

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Eukaryota/Fungi	Basidiomycota	8	Human feces
Eukaryota/Fungi	Blastocladiomycota	1
Eukaryota/Fungi	Ascomycota	3

Exposure Sources

Source Type	Source Sub-type	Species	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
Human Blood	Detected and Quantified	67.5	58.4			uM	Adult (>18 years old)	Both	Cerebrotendinous xanthomatosis (CTX)	HMDB	10901139
Human Blood	Detected and Quantified	9.6		5.4	13.5	uM	Adult (>18 years old)	Female	Cirrhosis	HMDB	10901139
Human Blood	Detected and Quantified	81.6				uM	Children (1-13 years old)	Male	Lathosterolosis	HMDB	24142275
Human Blood	Detected and Quantified	<0.000129				uM	Newborn (0-30 days old)	Not Specified	Normal	HMDB	12189593
Human Blood	Detected and Quantified	<18				uM	Children (1-13 years old)	Male	Normal	HMDB	24142275
Human Blood	Detected and Quantified	2.43	0.048			uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	5.38	0.038			uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	9.9	7.0			uM	Adult (>18 years old)	Both	Normal	HMDB	10901139
Human Adipose tissue	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal cortex	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal gland	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal medulla	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Bladder	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Brain	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Eye lens	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Ovary	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Pancreas	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	24029555
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050

External Links

HMDB ID

HMDB0001170

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17168

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Nikkila K, Hockerstedt K, Miettinen TA: Liver transplantation modifies serum cholestanol, cholesterol precursor and plant sterol levels. Clin Chim Acta. 1992 Jun 30;208(3):205-18. doi: 10.1016/0009-8981(92)90077-4. [PubMed:1499139 ]
Hamilton JJ, Synnes A, Innis SM: Plasma cholesterol and lathosterol levels in term infants in the early neonatal period. Pediatr Res. 1992 Apr;31(4 Pt 1):396-400. doi: 10.1203/00006450-199204000-00018. [PubMed:1570206 ]
Rioux FM, Innis SM: Cholesterol and fatty acid metabolism in piglets fed sow milk or infant formula with or without addition of cholesterol. Metabolism. 1993 Dec;42(12):1552-9. doi: 10.1016/0026-0495(93)90150-m. [PubMed:8246769 ]
Farkkila MA, Kairemo KJ, Taavitsainen MJ, Strandberg TA, Miettinen TA: Plasma lathosterol as a screening test for bile acid malabsorption due to ileal resection: correlation with 75SeHCAT test and faecal bile acid excretion. Clin Sci (Lond). 1996 Apr;90(4):315-9. doi: 10.1042/cs0900315. [PubMed:8777839 ]
Brunetti-Pierri N, Corso G, Rossi M, Ferrari P, Balli F, Rivasi F, Annunziata I, Ballabio A, Russo AD, Andria G, Parenti G: Lathosterolosis, a novel multiple-malformation/mental retardation syndrome due to deficiency of 3beta-hydroxysteroid-delta5-desaturase. Am J Hum Genet. 2002 Oct;71(4):952-8. doi: 10.1086/342668. Epub 2002 Aug 20. [PubMed:12189593 ]
Boomsma DI, Princen HM, Frants RR, Gevers Leuven JA, Kempen HJ: Genetic analysis of indicators of cholesterol synthesis and absorption: lathosterol and phytosterols in Dutch twins and their parents. Twin Res. 2003 Aug;6(4):307-14. doi: 10.1375/136905203322296674. [PubMed:14511438 ]
Paiva H, Thelen KM, Van Coster R, Smet J, De Paepe B, Mattila KM, Laakso J, Lehtimaki T, von Bergmann K, Lutjohann D, Laaksonen R: High-dose statins and skeletal muscle metabolism in humans: a randomized, controlled trial. Clin Pharmacol Ther. 2005 Jul;78(1):60-8. doi: 10.1016/j.clpt.2005.03.006. [PubMed:16003294 ]
Laaksonen R, Thelen KM, Paiva H, Matinheikki J, Vesalainen R, Janatuinen T, Knuuti J, Rontu R, von Bergmann K, Lutjohann D, Lehtimaki T: Genetic variant of the SREBF-1 gene is significantly related to cholesterol synthesis in man. Atherosclerosis. 2006 Mar;185(1):206-9. doi: 10.1016/j.atherosclerosis.2005.06.007. Epub 2005 Jul 11. [PubMed:16005884 ]
Lutjohann D, Harzer K, Gieselmann V, Eckhardt M: Reduced brain cholesterol content in arylsulfatase A-deficient mice. Biochem Biophys Res Commun. 2006 Jun 2;344(2):647-50. doi: 10.1016/j.bbrc.2006.03.186. Epub 2006 Apr 7. [PubMed:16630546 ]

Showing metabocard for Lathosterol (MMDBc0048841)

MOL for #<Metabolite:0x00007fd10c530568>

3D MOL for #<Metabolite:0x00007fd10c530568>

3D SDF for #<Metabolite:0x00007fd10c530568>

3D-SDF for #<Metabolite:0x00007fd10c530568>

PDB for #<Metabolite:0x00007fd10c530568>

3D PDB for #<Metabolite:0x00007fd10c530568>

SMILES for #<Metabolite:0x00007fd10c530568>

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Structure for #<Metabolite:0x00007fd10c530568>

3D Structure for #<Metabolite:0x00007fd10c530568>