Structure Database (LMSD)

H HO H H O OH H H
Common Name
7beta-hydroperoxycholesterol
Systematic Name
7β-peroxycholest-5-en-3β-ol
Synonyms
  • 3beta-hydroxycholest-5-ene-7beta-hydroperoxide
LM ID
LMST01010459
Formula
C27H46O3
Exact Mass
Calculate m/z
418.344695
Sum Composition
ST 27:1;O3
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)
KJIGLXGIVLBXCF-KGZHIOMZSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)30-29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1
SMILES (Click to copy)
[C@]12([C@@H](OO)C=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipid hydroperoxide generation, turnover, and effector action in biological systems,
J. Lipid REs, 1998
Pubmed ID: 9717713

Other Databases

PubChem CID
14017135

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 449.95
Topological Polar Surface Area 49.69
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.60
Molar Refractivity 122.82

Admin

Created at
20th Jan 2021
Updated at
20th Jan 2021