Structure Database (LMSD)

Common Name
Dehydrocholic acid
Systematic Name
3,7,12-Trioxo-5β-cholan-24-oic Acid
Synonyms
  • DehydroCA
LM ID
LMST04010106
Formula
C24H34O5
Exact Mass
Calculate m/z
402.240625
Sum Composition
ST 24:4;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
synthetic construct (#32630)
Triketocholanoic (dehydrocholic) acid. Hepatic metabolism and effect on bile flow and biliary lipid secretion in man.,
J Clin Invest, 1973
Pubmed ID: 4685091

String Representations

InChiKey (Click to copy)
OHXPGWPVLFPUSM-KLRNGDHRSA-N
InChi (Click to copy)
InChI=1S/C24H34O5/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/h13-14,16-18,22H,4-12H2,1-3H3,(H,28,29)/t13-,14+,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])CC(=O)C1

Other Databases

KEGG ID
C13154
CHEBI ID
31459
LIPIDBANK ID
BBA0106
PubChem CID
6674
Cayman ID
29176

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 407.71
Topological Polar Surface Area 88.51
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 4.07
Molar Refractivity 107.04

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Created at
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Updated at
1st Mar 2024