Structure Database (LMSD)

H HO O O OH H H H H H
Common Name
6-Ketolithocholic acid
Systematic Name
3α-Hydroxy-6-oxo-5β-cholan-24-oic Acid
Synonyms
  • beta-Cholanic Acid-3alpha-ol-6-one
  • 6-KLCA
  • 6-keto LCA
  • 6-oxo LCA
  • 6-oxolithocholic acid
LM ID
LMST04010146
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

Main

Classification

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

String Representations

InChiKey (Click to copy)
JWZBXKZZDYMDCJ-IJPFKRJSSA-N
InChi (Click to copy)
InChI=1S/C24H38O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/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[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)=O)CC[C@@]4([H])[C@]3([H])CC(=O)[C@]2([H])C[C@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Quantification of bile acids: a mass spectrometry platform for studying gut microbe connection to metabolic diseases.,
J Lipid Res, 2020
Pubmed ID: 31818878

Other Databases

CHEBI ID
139133
LIPIDBANK ID
BBA0146
PubChem CID
164960
Cayman ID
35373

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
-
Updated at
28th Feb 2024