Structure Database (LMSD)

Common Name
4alpha-OH-7-DHC
Systematic Name
cholesta-5,7-dien-3β,4α-diol
Synonyms
LM ID
LMST01010355
Formula
C27H44O2
Exact Mass
Calculate m/z
400.33413
Sum Composition
ST 27:2;O2
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

String Representations

InChiKey (Click to copy)
ARJBYZCJCNTGQM-XQCWDQNDSA-N
InChi (Click to copy)
InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h9-10,17-18,20-22,24-25,28-29H,6-8,11-16H2,1-5H3/t18-,20-,21+,22+,24+,25+,26-,27-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)C(=CC=C3[C@]2([H])CC[C@]2(C)[C@@]([H])([C@@]([H])(CCCC(C)C)C)CC[C@@]32[H])[C@H](O)[C@@H](O)C1

Other Databases

CHEBI ID
172985
PubChem CID
56940690

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 438.52
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 6.85
Molar Refractivity 121.44

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Updated at
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