Structure Database (LMSD)

H H O OH H OH OH H
Systematic Name
12β,16β,20R-trihydroxy-cholest-1,4-dien-3-one
Synonyms
  • 12beta,16beta,20alpha-trihydroxy-cholest-1,4-dien-3-one
LM ID
LMST01010339
Formula
C27H42O4
Exact Mass
Calculate m/z
430.30831
Sum Composition
ST 27:3;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
VMYXEDHXCHZEOG-KFXBGMTHSA-N
InChi (Click to copy)
InChI=1S/C27H42O4/c1-16(2)7-6-11-26(4,31)24-22(29)14-21-19-9-8-17-13-18(28)10-12-25(17,3)20(19)15-23(30)27(21,24)5/h10,12-13,16,19-24,29-31H,6-9,11,14-15H2,1-5H3/t19-,20+,21+,22+,23-,24-,25+,26-,27-/m1/s1
SMILES (Click to copy)
[C@]12(CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])C[C@@H](O)[C@]1(C)[C@@]([H])([C@](C)(O)CCCC(C)C)[C@@H](O)C[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Chromonephthea (#441626)
Anthozoa (#6101)
Marine natural products.,
Nat Prod Rep, 2011
Pubmed ID: 21152619

Other Databases

CHEBI ID
178596
PubChem CID
52931345

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 453.46
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.29
Molar Refractivity 123.73

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Updated at
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