Structure Database (LMSD)

Systematic Name
12α-Hydroxy-3-oxochola-4,6-dien-24-oic Acid
Synonyms
LM ID
LMST04010245
Formula
C24H34O4
Exact Mass
Calculate m/z
386.24571
Sum Composition
ST 24:4;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Determination of 3-oxo-delta4- and 3-oxo-delta4,6-bile acids and related compounds in biological fluids of infants with cholestasis by gas chromatography-mass spectrometry.,
J Chromatogr B Biomed Sci Appl, 1997
Pubmed ID: 9200514

String Representations

InChiKey (Click to copy)
DJVAMCYXFUWMLS-QUPGBHKMSA-N
InChi (Click to copy)
InChI=1S/C24H34O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h5-6,12,14,17-21,26H,4,7-11,13H2,1-3H3,(H,27,28)/t14-,17+,18-,19+,20+,21+,23+,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)=O)CC[C@@]4([H])[C@]3([H])C=CC2=CC(=O)C1

Other Databases

KEGG ID
C15569
HMDB ID
HMDB00385
CHEBI ID
49270
LIPIDBANK ID
BBA0245
PubChem CID
166839
SwissLipids ID
SLM:000485654

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 398.92
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.67
Molar Refractivity 108.04

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Updated at
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