Structure Database (LMSD)

H HO H H O HO OH H H
Common Name
25-hydroxy-OCDO
Systematic Name
6-oxo-cholestan-3β,5α,25-triol
Synonyms
  • cholestane-6-oxo-3beta,5alpha,25-triol
  • 25H-OCDO
LM ID
LMST01010579
Formula
C27H46O4
Exact Mass
Calculate m/z
434.33961
Sum Composition
ST 27:1;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)
YDJDQGANFZHLBE-JJKRAOAKSA-N
InChi (Click to copy)
InChI=1S/C27H46O4/c1-17(7-6-12-24(2,3)30)20-8-9-21-19-15-23(29)27(31)16-18(28)10-14-26(27,5)22(19)11-13-25(20,21)4/h17-22,28,30-31H,6-16H2,1-5H3/t17-,18+,19+,20-,21+,22+,25-,26-,27+/m1/s1
SMILES (Click to copy)
[C@]12(CC(=O)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(O)(C)C)CC[C@@]21[H])[H]

References

Comments
Submitted by Marc Poirot

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
27-hydroxylation of oncosterone by CYP27A1 switches its activity from pro-tumor to anti-tumor,
J Lipid Res, 2023
Pubmed ID: 37981011

Other Databases

PubChem CID
171117792

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 458.74
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.74
Molar Refractivity 123.92

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Created at
31st Aug 2023
Updated at
17th Nov 2023