Structure Database (LMSD)

Common Name
22-oxocholesterol
Systematic Name
22-oxo-cholest-5-en-3β-ol
Synonyms
LM ID
LMST01010387
Formula
C27H44O2
Exact Mass
Calculate m/z
400.33413
Sum Composition
ST 27:2;O2
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

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Analysis of bioactive oxysterols in newborn mouse brain by LC/MS.,
J Lipid Res, 2012
Pubmed ID: 22891291

String Representations

InChiKey (Click to copy)
ZJIBAMHOAQWYSE-CNXJXGGASA-N
InChi (Click to copy)
InChI=1S/C27H44O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-24,28H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,26-,27+/m0/s1
SMILES (Click to copy)
[C@@]12([H])CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])C(=O)CCC(C)C)CC[C@@]21[H]

Other Databases

CHEBI ID
143264
PubChem CID
101465

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 438.52
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.85
Molar Refractivity 119.95

Admin

Created at
-
Updated at
1st Mar 2021