Structure Database (LMSD)

Systematic Name
5α,9α-epidioxy-cholesta-6,8(14)-dien-3β-ol
Synonyms
LM ID
LMST01010257
Formula
C27H42O3
Exact Mass
Calculate m/z
414.313395
Sum Composition
ST 27:3;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
synthetic construct (#32630)
Oxysterols from free radical chain oxidation of 7-dehydrocholesterol: product and mechanistic studies.,
J Am Chem Soc, 2010
Pubmed ID: 20121089

String Representations

InChiKey (Click to copy)
WEAGYKPBVZBNAJ-KNOFZFNKSA-N
InChi (Click to copy)
InChI=1S/C27H42O3/c1-18(2)7-6-8-19(3)21-9-10-22-23-12-14-26-17-20(28)11-13-25(26,5)27(23,30-29-26)16-15-24(21,22)4/h12,14,18-21,28H,6-11,13,15-17H2,1-5H3/t19-,20+,21-,24-,25+,26-,27-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]3(C=CC4[C@]2(OO3)CC[C@@]2(C)C=4CC[C@]2([H])[C@@]([H])(CCCC(C)C)C)C[C@@H](O)C1

Other Databases

CHEBI ID
197212
PubChem CID
52931304

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 5
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 434.95
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.37
Molar Refractivity 121.22

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Updated at
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