Structure Database (LMSD)

Common Name
Cholic acid
Systematic Name
3α,7α,12α-trihydroxy-5β-cholan-24-oic acid
Synonyms
  • Cholic Acid
  • CA
LM ID
LMST04010001
Formula
C24H40O5
Exact Mass
Calculate m/z
408.287575
Sum Composition
ST 24:1;O5
Status
Active
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Classification

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

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
The structure of sodium 3α,7α,12α-trihydroxy-5β-cholan-24-oate monohydrate (sodium cholate monohydrate),
Acta Cryst B, 1980

String Representations

InChiKey (Click to copy)
BHQCQFFYRZLCQQ-OELDTZBJSA-N
InChi (Click to copy)
InChI=1S/C24H40O5/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/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
SMILES (Click to copy)
[C@]12([C@H](O)C[C@]3([H])C[C@H](O)CC[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(O)=O)CC[C@@]21[H])[H]

Other Databases

Wikipedia
Cholic_acid
KEGG ID
C00695
HMDB ID
HMDB0000505
CHEBI ID
16359
LIPIDBANK ID
BBA0084
PubChem CID
221493
SwissLipids ID
SLM:000000859
Cayman ID
20250
PDB ID
CHD
GuidePharm ID
609

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 415.63
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.31
Molar Refractivity 111.57

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Created at
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Updated at
12th Feb 2024