LIPID MAPS

Structure Database (LMSD)

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Common Name

7alpha,24S-Dihydroxy-3-oxocholest-4-en-26-oic acid

Systematic Name

7α,24S-Dihydroxy-3-oxocholest-4-en-26-oic acid

Synonyms

LM ID

LMST04030247

Formula

C₂₇H₄₂O₅

Exact Mass

Calculate m/z

446.303225

Sum Composition

ST 27:3;O5

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Oxysterols as lipid mediators: Their biosynthetic genes, enzymes and metabolites.,
Prostaglandins Other Lipid Mediat, 2020

Pubmed ID: 31698146

DOI: 10.1016/j.prostaglandins.2019.106381

String Representations

InChiKey (Click to copy)

JZZVPWQJIWZQQG-WVJJBTFRSA-N

InChi (Click to copy)

InChI=1S/C27H42O5/c1-15(5-8-22(29)16(2)25(31)32)19-6-7-20-24-21(10-12-27(19,20)4)26(3)11-9-18(28)13-17(26)14-23(24)30/h13,15-16,19-24,29-30H,5-12,14H2,1-4H3,(H,31,32)/t15-,16-,19-,20+,21+,22+,23-,24+,26+,27-/m1/s1

SMILES (Click to copy)

[C@]12([C@H](O)CC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CC[C@H](O)[C@H](C(=O)O)C)CC[C@@]21[H])[H]

Other Databases

PubChem CID

163191756

Calculated Physicochemical Properties

Heavy Atoms 32

Rings 4

Aromatic Rings 0

Rotatable Bonds 6

Van der Waals Molecular Volume 462.25

Topological Polar Surface Area 94.83

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 5

logP 5.18

Molar Refractivity 123.82

Admin

Created at

26th Jan 2021

Updated at