Structure Database (LMSD)

H HO H H O H H
Common Name
5beta,6beta-epoxy-cholesterol
Systematic Name
5β,6β-epoxy-cholestan-3β-ol
Synonyms
  • 5beta,6beta-epoxy-cholestanol
LM ID
LMST01010010
Formula
C27H46O2
Exact Mass
Calculate m/z
402.34978
Sum Composition
ST 27:1;O2
Status
Active
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Main

Classification

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

String Representations

InChiKey (Click to copy)
PRYIJAGAEJZDBO-DTLXENBRSA-N
InChi (Click to copy)
InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,25-,26-,27-/m1/s1
SMILES (Click to copy)
CC(C)CCC[C@](C)([H])[C@]1([H])[C@]2(C)[C@@]([H])(CC1)[C@@]1(C[C@H]3O[C@@]43C[C@@H](O)CC[C@]4(C)[C@@]1([H])CC2)[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Formation and metabolism in vitro of 5,6-epoxides of cholesterol and beta-sitosterol.,
J Lipid Res, 1974
Pubmed ID: 4152888

Other Databases

KEGG ID
C05418
CHEBI ID
28164
LIPIDBANK ID
SST9036
PubChem CID
108109
Cayman ID
25603

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 5
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 431.44
Topological Polar Surface Area 32.76
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.46
Molar Refractivity 120.11

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Updated at
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