Structure Database (LMSD)

O O H H O HO
Systematic Name
5α,9α-epidioxy-8,14α-epoxy-cholest-6-en-3β-ol
Synonyms
LM ID
LMST01010252
Formula
C27H42O4
Exact Mass
Calculate m/z
430.30831
Sum Composition
ST 27:3;O4
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)
QFGKEMFICOJHFF-NMURLUPSSA-N
InChi (Click to copy)
InChI=1S/C27H42O4/c1-18(2)7-6-8-19(3)21-10-12-25-22(21,4)13-15-26-23(5)11-9-20(28)17-24(23,30-31-26)14-16-27(25,26)29-25/h14,16,18-21,28H,6-13,15,17H2,1-5H3/t19-,20+,21-,22-,23+,24-,25+,26+,27+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]3(C=C[C@]45O[C@]64[C@@](C)([C@@]([H])([C@@]([H])(CCCC(C)C)C)CC6)CC[C@]25OO3)C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Oxysterols from free radical chain oxidation of 7-dehydrocholesterol: product and mechanistic studies.,
J Am Chem Soc, 2010
Pubmed ID: 20121089

Other Databases

CHEBI ID
178594
PubChem CID
52931300

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 434.02
Topological Polar Surface Area 55.36
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 7.16
Molar Refractivity 121.76

Admin

Created at
-
Updated at
-