LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

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

Main

Classification

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]

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

DOI: 10.1194/jlr.D028233

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