Structure Database (LMSD)

Common Name
Isocholic acid
Systematic Name
3β,7α,12α-Trihydroxy-5β-cholan-24-oic Acid
Synonyms
  • 3beta-Epicholic Acid
  • beta-CA
LM ID
LMST04010086
Formula
C24H40O5
Exact Mass
Calculate m/z
408.287575
Sum Composition
ST 24:1;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)
Characterization of trisubstituted cholanoic acids in human feces.,
J Lipid Res, 1966
Pubmed ID: 5965294

String Representations

InChiKey (Click to copy)
BHQCQFFYRZLCQQ-UXWVVXDJSA-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)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)=O)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@]2([H])C[C@@H](O)C1

Other Databases

HMDB ID
HMDB0000419
CHEBI ID
88105
LIPIDBANK ID
BBA0086
PubChem CID
5283870
SwissLipids ID
SLM:000501381
Cayman ID
36447

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
-
Updated at
1st Mar 2024