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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:08 UTC

HMDB ID

HMDB0001217

Secondary Accession Numbers

HMDB0006926
HMDB01217
HMDB06926

Metabolite Identification

Common Name

4alpha-Methylzymosterol

Description

4alpha-Methylzymosterol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 4alpha-methylzymosterol is considered to be a sterol lipid molecule. 4alpha-Methylzymosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 4alpha-methylzymosterol has been detected, but not quantified in, several different foods, such as redcurrants, sunflowers, robusta coffees, white mustards, and sesbania flowers. This could make 4alpha-methylzymosterol a potential biomarker for the consumption of these foods. 4alpha-Methylzymosterol is an intermediate in the biosynthesis of steroids. It is the seventh to last step in the synthesis of vitamin D2 and is converted from 3-keto-4-methylzymosterol via the enzyme 3-keto steroid reductase (EC 1.1.1.270). It is then converted into zymosterol.

Structure

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


  Mrv1652309042000192D          

 32 35  0  0  1  0            999 V2000
   -3.4228   -0.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1454   -0.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1454   -1.6535    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7235   -1.6535    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0086   -2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2782   -1.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2782   -0.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0086   -0.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7235   -0.8144    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0086    0.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2782    0.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789    0.3900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5789   -0.4181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2058   -0.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721   -0.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2058    0.6464    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5789    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7235   -0.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789   -1.2495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9285    1.0505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256   -2.4322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8782   -2.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6348    1.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    1.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0637    1.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0637    0.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7782    1.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9203    1.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2058    1.4934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5086    1.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228   -2.0653    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4228   -2.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0  0  0  0
 16 12  1  0  0  0  0
 11 12  1  0  0  0  0
 12 17  1  1  0  0  0
  7 13  1  0  0  0  0
 14 13  1  0  0  0  0
 13 19  1  6  0  0  0
 10  8  1  0  0  0  0
  9  8  1  0  0  0  0
  7  8  2  0  0  0  0
  6  7  1  0  0  0  0
  4  9  1  0  0  0  0
  9 18  1  1  0  0  0
  1  9  1  0  0  0  0
 15 16  1  0  0  0  0
 29 16  1  0  0  0  0
 16 20  1  6  0  0  0
 10 11  1  0  0  0  0
 15 14  1  0  0  0  0
  5  6  1  0  0  0  0
 31  4  1  0  0  0  0
  5  4  1  0  0  0  0
  2  1  1  0  0  0  0
  3 31  1  0  0  0  0
  3  2  1  0  0  0  0
  4 21  1  6  0  0  0
  3 22  1  1  0  0  0
 28 23  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  2  0  0  0  0
 26 25  1  0  0  0  0
 27 25  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 31 32  1  6  0  0  0
M  END

HMDB0001217
     RDKit          3D
4alpha-Methylzymosterol
 75 78  0  0  0  0  0  0  0  0999 V2000
    7.2619   -0.3423    1.6587 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4380   -0.7337    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8068   -0.9396   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4071   -0.8894   -0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005   -0.6646    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4302    0.4281   -0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765    0.9646   -0.5286 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8729    2.0969   -1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890   -0.0249   -0.6207 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1224   -1.1320    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7553   -1.3147    1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445   -0.7435    0.0039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4716   -0.3368    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1698    0.4091   -0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5476    1.0417   -1.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630    1.1321   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.5447   -0.3556 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6136    1.4967    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6279    0.5981   -0.1726 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8417    1.6742    0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3276    0.8906   -1.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8176    0.9367   -1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3892   -0.3499   -0.7491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7139   -0.1546   -0.4181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6401   -0.7389    0.5064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0634   -2.1494    0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1508   -0.7598    0.2885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4638   -1.2543    1.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986   -0.6457    1.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7415    0.6232    1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6621   -1.0755    2.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2223   -0.2357    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8295   -1.3562   -1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3188   -1.6264    0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3118    0.0580   -0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5333   -1.1711   -1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0923   -0.4214    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5505   -1.6659   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2117    1.2613   -0.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    0.0856   -1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0687    1.5095    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8896    2.4738   -1.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4169    1.7425   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    2.9754   -1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881   -0.4266   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990   -0.8675    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3735   -2.0720   -0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5847   -2.4044    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7154   -0.8377    2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1285   -1.3775   -0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194    0.4873   -2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0186    2.0557   -1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239    0.5831   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110    2.2108   -1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3893    1.3070    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271    2.5420    0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903    1.4000    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072    2.4940    0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    2.1934    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3181    1.3246    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253    0.0340   -2.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332    1.8585   -1.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2928    1.1621   -2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1025    1.7461   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3265   -1.1756   -1.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2386   -2.2843    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2718   -2.8979    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9734   -2.4673    0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982   -1.4728   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1473   -1.0745    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2631    0.2587    2.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5369   -1.3711    2.3716 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
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  9 10  1  0
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 13 14  2  0
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 17  9  1  0
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 17 12  1  0
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 29 75  1  0
M  END


  Mrv1652309042000192D          

 32 35  0  0  1  0            999 V2000
   -3.4228   -0.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1454   -0.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1454   -1.6535    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7235   -1.6535    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0086   -2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2782   -0.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0086   -0.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0086    0.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  1  0  0  0  0
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  2  1  1  0  0  0  0
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  4 21  1  6  0  0  0
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 31 32  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0001217

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H46O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24,26,29H,7,9-17H2,1-6H3/t19-,20+,22-,23+,24+,26+,27-,28+/m1/s1

> <INCHI_KEY>
FOUJWBXBKVVHCJ-YIJYGBTNSA-N

> <FORMULA>
C28H46O

> <MOLECULAR_WEIGHT>
398.6642

> <EXACT_MASS>
398.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
51.73313430236915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
6.52

> <JCHEM_LOGP>
7.028624551000001

> <ALOGPS_LOGS>
-5.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.95724607071678

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0679005686684793

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
125.67149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.04e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-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>
1

$$$$

HMDB0001217
     RDKit          3D
4alpha-Methylzymosterol
 75 78  0  0  0  0  0  0  0  0999 V2000
    7.2619   -0.3423    1.6587 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4380   -0.7337    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8068   -0.9396   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4071   -0.8894   -0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005   -0.6646    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4302    0.4281   -0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765    0.9646   -0.5286 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8729    2.0969   -1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890   -0.0249   -0.6207 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1224   -1.1320    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7553   -1.3147    1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445   -0.7435    0.0039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4716   -0.3368    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1698    0.4091   -0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5476    1.0417   -1.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630    1.1321   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.5447   -0.3556 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6136    1.4967    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6279    0.5981   -0.1726 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8417    1.6742    0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3276    0.8906   -1.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8176    0.9367   -1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3892   -0.3499   -0.7491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7139   -0.1546   -0.4181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6401   -0.7389    0.5064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0634   -2.1494    0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1508   -0.7598    0.2885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4638   -1.2543    1.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986   -0.6457    1.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7415    0.6232    1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6621   -1.0755    2.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2223   -0.2357    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8295   -1.3562   -1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3188   -1.6264    0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3118    0.0580   -0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5333   -1.1711   -1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0923   -0.4214    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5505   -1.6659   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2117    1.2613   -0.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    0.0856   -1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0687    1.5095    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8896    2.4738   -1.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4169    1.7425   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    2.9754   -1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881   -0.4266   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990   -0.8675    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3735   -2.0720   -0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5847   -2.4044    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7154   -0.8377    2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1285   -1.3775   -0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194    0.4873   -2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0186    2.0557   -1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239    0.5831   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110    2.2108   -1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3893    1.3070    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271    2.5420    0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903    1.4000    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072    2.4940    0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    2.1934    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3181    1.3246    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253    0.0340   -2.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332    1.8585   -1.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2928    1.1621   -2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1025    1.7461   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3265   -1.1756   -1.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9731   -0.6899    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8719   -0.0783    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2386   -2.2843    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2718   -2.8979    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9734   -2.4673    0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982   -1.4728   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1473   -1.0745    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3860   -2.3768    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2631    0.2587    2.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5369   -1.3711    2.3716 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  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 17  9  1  0
 27 19  1  0
 17 12  1  0
 29 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  1
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  6
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  6
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  6
 24 66  1  0
 25 67  1  1
 26 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  6
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  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      -6.389  -0.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.738  -1.520   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.738  -3.087   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.084  -3.087   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.749  -3.855   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.386  -3.087   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.386  -1.520   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.749  -0.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.084  -1.520   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.749   0.728   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.386   1.511   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.081   0.728   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.081  -0.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.384  -1.259   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.255  -0.041   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.384   1.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.081   2.309   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.084  -0.012   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0      -1.081  -2.332   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.733   1.961   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      -5.088  -4.540   0.000  0.00  0.00           H+0
HETATM   22  O   UNK     0      -9.106  -3.890   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.052   2.788   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.385   3.558   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.719   2.788   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.719   1.248   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.053   3.558   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.718   3.558   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.384   2.788   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.949   3.558   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.389  -3.855   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.389  -5.395   0.000  0.00  0.00           C+0
CONECT    1    9    2                                                       
CONECT    2    1    3                                                       
CONECT    3   31    2   22                                                  
CONECT    4    9   31    5   21                                             
CONECT    5    6    4                                                       
CONECT    6    7    5                                                       
CONECT    7   13    8    6                                                  
CONECT    8   10    9    7                                                  
CONECT    9    8    4   18    1                                             
CONECT   10    8   11                                                       
CONECT   11   12   10                                                       
CONECT   12   13   16   11   17                                             
CONECT   13   12    7   14   19                                             
CONECT   14   13   15                                                       
CONECT   15   16   14                                                       
CONECT   16   12   15   29   20                                             
CONECT   17   12                                                            
CONECT   18    9                                                            
CONECT   19   13                                                            
CONECT   20   16                                                            
CONECT   21    4                                                            
CONECT   22    3                                                            
CONECT   23   28   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   23   29                                                       
CONECT   29   16   28   30                                                  
CONECT   30   29                                                            
CONECT   31    4    3   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0001217
HETATM    1  C1  UNL     1       7.262  -0.342   1.659  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.438  -0.734   0.232  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.807  -0.940  -0.269  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.407  -0.889  -0.551  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.001  -0.665   0.013  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.430   0.428  -0.803  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.077   0.965  -0.529  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.873   2.097  -1.558  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.989  -0.025  -0.621  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.122  -1.132   0.372  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.755  -1.315   1.051  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.145  -0.744   0.004  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.472  -0.337   0.472  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.170   0.409  -0.402  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.548   1.042  -1.572  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.063   1.132  -1.539  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.615   0.545  -0.356  1.00  0.00           C  
HETATM   18  C18 UNL     1       0.614   1.497   0.815  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.628   0.598  -0.173  1.00  0.00           C  
HETATM   20  C20 UNL     1      -3.842   1.674   0.843  1.00  0.00           C  
HETATM   21  C21 UNL     1      -4.328   0.891  -1.482  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.818   0.937  -1.247  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.389  -0.350  -0.749  1.00  0.00           C  
HETATM   24  O1  UNL     1      -7.714  -0.155  -0.418  1.00  0.00           O  
HETATM   25  C24 UNL     1      -5.640  -0.739   0.506  1.00  0.00           C  
HETATM   26  C25 UNL     1      -6.063  -2.149   0.855  1.00  0.00           C  
HETATM   27  C26 UNL     1      -4.151  -0.760   0.288  1.00  0.00           C  
HETATM   28  C27 UNL     1      -3.464  -1.254   1.519  1.00  0.00           C  
HETATM   29  C28 UNL     1      -2.099  -0.646   1.752  1.00  0.00           C  
HETATM   30  H1  UNL     1       6.742   0.623   1.711  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.662  -1.076   2.225  1.00  0.00           H  
HETATM   32  H3  UNL     1       8.222  -0.236   2.182  1.00  0.00           H  
HETATM   33  H4  UNL     1       8.829  -1.356  -1.299  1.00  0.00           H  
HETATM   34  H5  UNL     1       9.319  -1.626   0.456  1.00  0.00           H  
HETATM   35  H6  UNL     1       9.312   0.058  -0.265  1.00  0.00           H  
HETATM   36  H7  UNL     1       6.533  -1.171  -1.578  1.00  0.00           H  
HETATM   37  H8  UNL     1       5.092  -0.421   1.092  1.00  0.00           H  
HETATM   38  H9  UNL     1       4.551  -1.666  -0.102  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.212   1.261  -0.781  1.00  0.00           H  
HETATM   40  H11 UNL     1       4.527   0.086  -1.883  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.069   1.510   0.454  1.00  0.00           H  
HETATM   42  H13 UNL     1       3.890   2.474  -1.846  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.417   1.742  -2.484  1.00  0.00           H  
HETATM   44  H15 UNL     1       2.376   2.975  -1.109  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.988  -0.427  -1.679  1.00  0.00           H  
HETATM   46  H17 UNL     1       2.799  -0.867   1.193  1.00  0.00           H  
HETATM   47  H18 UNL     1       2.373  -2.072  -0.174  1.00  0.00           H  
HETATM   48  H19 UNL     1       0.585  -2.404   1.110  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.715  -0.838   2.023  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.129  -1.377  -0.898  1.00  0.00           H  
HETATM   51  H22 UNL     1      -1.919   0.487  -2.484  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.019   2.056  -1.675  1.00  0.00           H  
HETATM   53  H24 UNL     1       0.324   0.583  -2.445  1.00  0.00           H  
HETATM   54  H25 UNL     1       0.211   2.211  -1.710  1.00  0.00           H  
HETATM   55  H26 UNL     1       1.389   1.307   1.562  1.00  0.00           H  
HETATM   56  H27 UNL     1       0.627   2.542   0.446  1.00  0.00           H  
HETATM   57  H28 UNL     1      -0.390   1.400   1.323  1.00  0.00           H  
HETATM   58  H29 UNL     1      -4.507   2.494   0.466  1.00  0.00           H  
HETATM   59  H30 UNL     1      -2.900   2.193   1.141  1.00  0.00           H  
HETATM   60  H31 UNL     1      -4.318   1.325   1.781  1.00  0.00           H  
HETATM   61  H32 UNL     1      -4.125   0.034  -2.155  1.00  0.00           H  
HETATM   62  H33 UNL     1      -4.033   1.859  -1.899  1.00  0.00           H  
HETATM   63  H34 UNL     1      -6.293   1.162  -2.224  1.00  0.00           H  
HETATM   64  H35 UNL     1      -6.102   1.746  -0.561  1.00  0.00           H  
HETATM   65  H36 UNL     1      -6.326  -1.176  -1.479  1.00  0.00           H  
HETATM   66  H37 UNL     1      -7.973  -0.690   0.369  1.00  0.00           H  
HETATM   67  H38 UNL     1      -5.872  -0.078   1.352  1.00  0.00           H  
HETATM   68  H39 UNL     1      -6.239  -2.284   1.935  1.00  0.00           H  
HETATM   69  H40 UNL     1      -5.272  -2.898   0.565  1.00  0.00           H  
HETATM   70  H41 UNL     1      -6.973  -2.467   0.302  1.00  0.00           H  
HETATM   71  H42 UNL     1      -3.898  -1.473  -0.546  1.00  0.00           H  
HETATM   72  H43 UNL     1      -4.147  -1.074   2.380  1.00  0.00           H  
HETATM   73  H44 UNL     1      -3.386  -2.377   1.454  1.00  0.00           H  
HETATM   74  H45 UNL     1      -2.263   0.259   2.407  1.00  0.00           H  
HETATM   75  H46 UNL     1      -1.537  -1.371   2.372  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    4
CONECT    3   33   34   35
CONECT    4    5   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8    9   41
CONECT    8   42   43   44
CONECT    9   10   17   45
CONECT   10   11   46   47
CONECT   11   12   48   49
CONECT   12   13   17   50
CONECT   13   14   14   29
CONECT   14   15   19
CONECT   15   16   51   52
CONECT   16   17   53   54
CONECT   17   18
CONECT   18   55   56   57
CONECT   19   20   21   27
CONECT   20   58   59   60
CONECT   21   22   61   62
CONECT   22   23   63   64
CONECT   23   24   25   65
CONECT   24   66
CONECT   25   26   27   67
CONECT   26   68   69   70
CONECT   27   28   71
CONECT   28   29   72   73
CONECT   29   74   75
END

HMDB0001217
     RDKit          3D
4alpha-Methylzymosterol
 75 78  0  0  0  0  0  0  0  0999 V2000
    7.2619   -0.3423    1.6587 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4380   -0.7337    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8068   -0.9396   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4071   -0.8894   -0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005   -0.6646    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4302    0.4281   -0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765    0.9646   -0.5286 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8729    2.0969   -1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890   -0.0249   -0.6207 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1224   -1.1320    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7553   -1.3147    1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445   -0.7435    0.0039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4716   -0.3368    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1698    0.4091   -0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5476    1.0417   -1.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630    1.1321   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.5447   -0.3556 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6136    1.4967    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6279    0.5981   -0.1726 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8417    1.6742    0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3276    0.8906   -1.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8176    0.9367   -1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3892   -0.3499   -0.7491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7139   -0.1546   -0.4181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6401   -0.7389    0.5064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0634   -2.1494    0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1508   -0.7598    0.2885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4638   -1.2543    1.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986   -0.6457    1.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7415    0.6232    1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6621   -1.0755    2.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2223   -0.2357    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8295   -1.3562   -1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3188   -1.6264    0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3118    0.0580   -0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5333   -1.1711   -1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0923   -0.4214    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5505   -1.6659   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2117    1.2613   -0.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    0.0856   -1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0687    1.5095    0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8896    2.4738   -1.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4169    1.7425   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    2.9754   -1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881   -0.4266   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990   -0.8675    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3735   -2.0720   -0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5847   -2.4044    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7154   -0.8377    2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1285   -1.3775   -0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194    0.4873   -2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0186    2.0557   -1.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239    0.5831   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110    2.2108   -1.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3893    1.3070    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271    2.5420    0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903    1.4000    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072    2.4940    0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997    2.1934    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3181    1.3246    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253    0.0340   -2.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332    1.8585   -1.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2928    1.1621   -2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1025    1.7461   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3265   -1.1756   -1.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9731   -0.6899    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8719   -0.0783    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2386   -2.2843    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2718   -2.8979    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9734   -2.4673    0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8982   -1.4728   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1473   -1.0745    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3860   -2.3768    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2631    0.2587    2.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5369   -1.3711    2.3716 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  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 17  9  1  0
 27 19  1  0
 17 12  1  0
 29 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  1
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  6
 10 46  1  0
 10 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  6
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  6
 24 66  1  0
 25 67  1  1
 26 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  6
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3beta,4alpha,5alpha)-4-Methylcholesta-8,24-dien-3-ol	ChEBI
4alpha-Methyl-5alpha-cholesta-8,24-dien-3beta-ol	ChEBI
(3b,4a,5a)-4-Methylcholesta-8,24-dien-3-ol	Generator
(3β,4α,5α)-4-Methylcholesta-8,24-dien-3-ol	Generator
4a-Methyl-5a-cholesta-8,24-dien-3b-ol	Generator
4α-Methyl-5α-cholesta-8,24-dien-3β-ol	Generator
(4S,5S)-4,10,13-Trimethyl-17-(6-methylhept-5-en-2-yl)-2,3,4,5,6,7,11,12,14, 15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	HMDB
4alpha-Methylzymosterol	HMDB
4alpha-Methyl-5alpha-cholesta-8(9),24-dien-3beta-ol	HMDB
4alpha-Methyl-delta8,24-cholestenol	HMDB
4α-Methyl-5α-cholesta-8(9),24-dien-3β-ol	HMDB
4α-Methyl-Δ8,24-cholestenol	HMDB
4α-Methylzymosterol	HMDB

Chemical Formula

C₂₈H₄₆O

Average Molecular Weight

398.6642

Monoisotopic Molecular Weight

398.354866094

IUPAC Name

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

Traditional Name

(2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-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

7448-03-5

SMILES

[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C

InChI Identifier

InChI=1S/C28H46O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24,26,29H,7,9-17H2,1-6H3/t19-,20+,22-,23+,24+,26+,27-,28+/m1/s1

InChI Key

FOUJWBXBKVVHCJ-YIJYGBTNSA-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
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholestanoid (CHEBI:1949 )
3beta-sterol (CHEBI:1949 )
Cholesterol and derivatives (LMST01010202 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0007 g/L	ALOGPS
logP	6.52	ALOGPS
logP	7.03	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	18.96	ChemAxon
pKa (Strongest Basic)	-1.1	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	4	ChemAxon
Refractivity	125.67 m³·mol⁻¹	ChemAxon
Polarizability	51.73 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	200.864	31661259
DarkChem	[M-H]-	194.771	31661259
AllCCS	[M+H]+	206.994	32859911
AllCCS	[M-H]-	207.376	32859911
DeepCCS	[M-2H]-	244.365	30932474
DeepCCS	[M+Na]+	218.798	30932474
AllCCS	[M+H]+	207.0	32859911
AllCCS	[M+H-H2O]+	204.9	32859911
AllCCS	[M+NH4]+	208.9	32859911
AllCCS	[M+Na]+	209.5	32859911
AllCCS	[M-H]-	207.4	32859911
AllCCS	[M+Na-2H]-	209.1	32859911
AllCCS	[M+HCOO]-	211.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4alpha-Methylzymosterol	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C	2589.7	Standard polar	33892256
4alpha-Methylzymosterol	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C	3206.3	Standard non polar	33892256
4alpha-Methylzymosterol	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C	3206.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4alpha-Methylzymosterol,1TMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@H](C)[C@@H]1CC3	3232.8	Semi standard non polar	33892256
4alpha-Methylzymosterol,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C)[C@@H]1CC3	3463.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4alpha-Methylzymosterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-02ar-0019000000-da364020d6f55a8d1836	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4alpha-Methylzymosterol GC-MS (1 TMS) - 70eV, Positive	splash10-0a4l-3004900000-86ae2efd8b737e675270	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4alpha-Methylzymosterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4alpha-Methylzymosterol 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 - 4alpha-Methylzymosterol 10V, Positive-QTOF	splash10-001j-0009000000-f485cbb263f2f4b1b84a	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 20V, Positive-QTOF	splash10-01sj-2129000000-22c00d60920d1e5a4fab	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 40V, Positive-QTOF	splash10-014i-3459000000-7d25553141c326b6521e	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 10V, Negative-QTOF	splash10-0002-0009000000-da18f5394671385950ba	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 20V, Negative-QTOF	splash10-0002-0009000000-dbaa936472d9a3662d91	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 40V, Negative-QTOF	splash10-0159-1009000000-dcd434b2beb43e39f10b	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 10V, Negative-QTOF	splash10-0002-0009000000-0ca06bc1a59e9690d939	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 20V, Negative-QTOF	splash10-0002-0009000000-0ca06bc1a59e9690d939	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 40V, Negative-QTOF	splash10-0002-0009000000-4d79474ae6f15f5ccfe9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 10V, Positive-QTOF	splash10-000t-0019000000-7f62fafcf8fff91b75e0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 20V, Positive-QTOF	splash10-066r-7279000000-1d2e823ffd821f5bcb5e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4alpha-Methylzymosterol 40V, Positive-QTOF	splash10-0a4i-8940000000-81f109206bc11ddf7c5d	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Steroid Biosynthesis
Smith-Lemli-Opitz Syndrome (SLOS)		Not Available
CHILD Syndrome		Not Available
Desmosterolosis		Not Available
Chondrodysplasia Punctata II, X Linked Dominant (CDPX2)		Not Available

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

FDB022496

KNApSAcK ID

Not Available

Chemspider ID

20036827

KEGG Compound ID

C05103

BioCyc ID

4-METHYL-824-CHOLESTADIENOL

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280360

PDB ID

Not Available

ChEBI ID

1949

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Enzymes

Enzyme Details

1. 3-keto-steroid reductase

General function:: Involved in oxidoreductase activity
Specific function:: Responsible for the reduction of the keto group on the C-3 of sterols.
Gene Name:: HSD17B7
Uniprot ID:: P56937
Molecular weight:: 38205.77

Reactions

3-Keto-4-methylzymosterol + NADPH + Hydrogen Ion → 4alpha-Methylzymosterol + NADP	details

Showing metabocard for 4alpha-Methylzymosterol (HMDB0001217)

MOL for HMDB0001217 (4alpha-Methylzymosterol)

3D MOL for HMDB0001217 (4alpha-Methylzymosterol)

3D SDF for HMDB0001217 (4alpha-Methylzymosterol)

3D-SDF for HMDB0001217 (4alpha-Methylzymosterol)

PDB for HMDB0001217 (4alpha-Methylzymosterol)

3D PDB for HMDB0001217 (4alpha-Methylzymosterol)

SMILES for HMDB0001217 (4alpha-Methylzymosterol)

INCHI for HMDB0001217 (4alpha-Methylzymosterol)

Structure for HMDB0001217 (4alpha-Methylzymosterol)

3D Structure for HMDB0001217 (4alpha-Methylzymosterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions