Structure Database (LMSD)

Common Name
12-Ketolithocholic acid
Systematic Name
3α-Hydroxy-12-oxo-5β-cholan-24-oic Acid
Synonyms
  • 12-Oxolithocholic acid
  • 12-Keto-LCA
  • 12-KLCA
LM ID
LMST04010155
Formula
C24H38O4
Exact Mass
Calculate m/z
390.27701
Sum Composition
ST 24:2;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

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)
Simultaneous determination of keto and non-keto bile acids in human serum by gas chromatography with selected ion monitoring.,
J Chromatogr, 1990
Pubmed ID: 2338448

String Representations

InChiKey (Click to copy)
CVNYHSDFZXHMMJ-VPUMZWJWSA-N
InChi (Click to copy)
InChI=1S/C24H38O4/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/h14-20,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,23+,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC(=O)[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)=O)CC[C@@]4([H])[C@]3([H])CC[C@]2([H])C[C@H](O)C1

Other Databases

HMDB ID
HMDB0000328
CHEBI ID
139134
LIPIDBANK ID
BBA0155
PubChem CID
3080612
Cayman ID
29547

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 404.20
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.97
Molar Refractivity 108.16

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Created at
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Updated at
27th Feb 2024