Structure Database (LMSD)

Common Name
25-hydroxy-cholestanetriol
Systematic Name
Cholestan-3β,5α,6β,25-tetraol
Synonyms
  • 25H-CT
  • cholestane-3beta,5alpha,6beta,25-tetrol
LM ID
LMST01010581
Formula
C27H48O4
Exact Mass
Calculate m/z
436.35526
Sum Composition
ST 27:0;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
QJRLXYVGODKDLM-QRNSNYTOSA-N
InChi (Click to copy)
InChI=1S/C27H48O4/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/h17-23,28-31H,6-16H2,1-5H3/t17-,18+,19+,20-,21+,22+,23-,25-,26-,27+/m1/s1
SMILES (Click to copy)
[C@]12(C[C@@H](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]

Other Databases

PubChem CID
118707101

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 461.38
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 5.81
Molar Refractivity 125.43

Admin

Created at
31st Aug 2023
Updated at
22nd Mar 2024