Structure Database (LMSD)

Common Name
7,12-Diketolithocholic acid
Systematic Name
3α-Hydroxy-7,12-dioxo-5β-cholan-24-oic Acid
Synonyms
  • 7,12-diketoLCA
  • 7,12-dioxolithocholic acid
LM ID
LMST04010192
Formula
C24H36O5
Exact Mass
Calculate m/z
404.256275
Sum Composition
ST 24:3;O5
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)
Comprehensive bile acid profiling in hereditary intrahepatic cholestasis: Genetic and clinical correlations.,
Liver Int, 2018
Pubmed ID: 29412511

String Representations

InChiKey (Click to copy)
MAFJMPFLJJCSTB-FQBQTYDJSA-N
InChi (Click to copy)
InChI=1S/C24H36O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-18,22,25H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,22+,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])C(=O)C[C@]2([H])C[C@H](O)C1

Other Databases

CHEBI ID
138389
LIPIDBANK ID
BBA0192
PubChem CID
3080560
Cayman ID
33416

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 410.35
Topological Polar Surface Area 91.67
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 4.15
Molar Refractivity 108.55

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Created at
-
Updated at
28th Feb 2024