LIPID MAPS

Structure Database (LMSD)

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Common Name

4beta-OH-7-DHC

Systematic Name

cholesta-5,7-dien-3β,4β-diol

Synonyms

LM ID

LMST01010354

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

Main

Classification

String Representations

InChiKey (Click to copy)

ARJBYZCJCNTGQM-TVAUXRHWSA-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

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

DOI: 10.1194/jlr.M018366

Other Databases

CHEBI ID

172984

PubChem CID

56940689

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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