Structure Database (LMSD)

Common Name
Dehydrolithocholic Acid
Systematic Name
3-Oxo-5β-cholan-24-oic Acid
Synonyms
  • 3-keto LCA
  • 3-keto Lithocholate
  • 3-keto Lithocholic Acid
  • 3-KLCA
  • 3-oxo LCA
  • 3-oxo Lithocholate
  • 3-oxo Lithocholic Acid
  • DHLCA
LM ID
LMST04010127
Formula
C24H38O3
Exact Mass
Calculate m/z
374.282095
Sum Composition
ST 24:2;O3
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)
KIQFUORWRVZTHT-OPTMKGCMSA-N
InChi (Click to copy)
InChI=1S/C24H38O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-16,18-21H,4-14H2,1-3H3,(H,26,27)/t15-,16-,18+,19-,20+,21+,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[C@]2([H])CC(=O)C1

Other Databases

CHEBI ID
17639
LIPIDBANK ID
BBA0127
PubChem CID
5283906
SwissLipids ID
SLM:000485652
Cayman ID
29544
PDB ID
3KL
GuidePharm ID
2766

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 395.41
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.72
Molar Refractivity 106.26

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Created at
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Updated at
29th Feb 2024