Structure Database (LMSD)

Common Name
EnP(5,8)
Systematic Name
5α,8α-epidioxy-cholest-6-en-3β-ol
Synonyms
LM ID
LMST01010358
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
Sum Composition
ST 27:2;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
Rattus norvegicus (#10116)
Mammalia (#40674)
Novel oxysterols observed in tissues and fluids of AY9944-treated rats: a model for Smith-Lemli-Opitz syndrome.,
J Lipid Res, 2011
Pubmed ID: 21817059
Eunicella cavolini (#317547)
Anthozoa (#6101)
5alpha,8alpha-Epidioxysterols from the gorgonian Eunicella cavolini and the ascidian Trididemnum inarmatum: isolation and evaluation of their antiproliferative activity.,
Steroids, 2009
Pubmed ID: 18851985

String Representations

InChiKey (Click to copy)
FOISYVRNZSWLHL-MEKQHADNSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-18(2)7-6-8-19(3)21-9-10-22-24(21,4)13-12-23-25(5)14-11-20(28)17-26(25)15-16-27(22,23)30-29-26/h15-16,18-23,28H,6-14,17H2,1-5H3/t19-,20+,21-,22-,23-,24-,25-,26-,27+/m1/s1
SMILES (Click to copy)
[C@@]123OO[C@@]4(C[C@@H](O)CC[C@]4(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H])C=C3

Other Databases

CHEBI ID
65851
PubChem CID
11429981

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 6
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 433.79
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.31
Molar Refractivity 121.17

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Updated at
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