Structure Database (LMSD)

Common Name
Isolithocholic acid
Systematic Name
3β-Hydroxy-5β-cholan-24-oic Acid
Synonyms
  • Isolithocholate
  • iso-LCA
LM ID
LMST04010004
Formula
C24H40O3
Exact Mass
Calculate m/z
376.297745
Sum Composition
ST 24:1;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
Clostridium (#1485)
Clostridia (#186801)
The metabolism of lithocholic acid and lithocholic acid-3-alpha-sulfate by human fecal bacteria.,
Lipids, 1982
Pubmed ID: 7121208

String Representations

InChiKey (Click to copy)
SMEROWZSTRWXGI-WFVDQZAMSA-N
InChi (Click to copy)
InChI=1S/C24H40O3/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/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17+,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])C[C@@H](O)C1

Other Databases

KEGG ID
C17658
HMDB ID
HMDB0000717
CHEBI ID
81253
LIPIDBANK ID
BBA0004
PubChem CID
164853
SwissLipids ID
SLM:000501082
Cayman ID
29545

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 398.05
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.79
Molar Refractivity 107.77

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Created at
-
Updated at
1st Mar 2024