Structure Database (LMSD)

Common Name
Cholesterol-6alpha-hydroperoxide
Systematic Name
3β-hydroxycholest-4-ene-6α-hydroperoxide
Synonyms
LM ID
LMST01010279
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

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Cholesterol oxidation in the retina: implications of 7KCh formation in chronic inflammation and age-related macular degeneration.,
J Lipid Res, 2010
Pubmed ID: 20567027

String Representations

InChiKey (Click to copy)
ZBPNFHYFNDMGAR-MEAJOKFQSA-N
InChi (Click to copy)
InChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(30-29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h15,17-23,25,28-29H,6-14,16H2,1-5H3/t18-,19+,20+,21-,22+,23+,25+,26-,27-/m1/s1
SMILES (Click to copy)
[C@]12(C[C@H](OO)C3=C[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]

Other Databases

CHEBI ID
172969
PubChem CID
14017143

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

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Updated at
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