Structure Database (LMSD)

H H H H O OH O HO H H N H
Common Name
Glycolithocholic Acid
Systematic Name
N-[(3α,5β)-3-hydroxy-24-oxocholan-24-yl]-glycine
Synonyms
  • Lithocholic acid glycine conjugate
  • GLCA
  • Lithocholylglycine
LM ID
LMST05030009
Formula
C26H43NO4
Exact Mass
Calculate m/z
433.319209
Sum Composition
ST 24:1;O2;Gly
Status
Active
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Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Glycine conjugates [ST0503]

String Representations

InChiKey (Click to copy)
XBSQTYHEGZTYJE-OETIFKLTSA-N
InChi (Click to copy)
InChI=1S/C26H43NO4/c1-16(4-9-23(29)27-15-24(30)31)20-7-8-21-19-6-5-17-14-18(28)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22,28H,4-15H2,1-3H3,(H,27,29)(H,30,31)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1
SMILES (Click to copy)
O[C@H]1C[C@@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@@](C)([H])CCC(=O)NCC(=O)O)[C@@]4(C)CC[C@]3([H])[C@@]2(C)CC1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
METABOLITES OF LITHOCHOLIC ACID-24-C-14 IN HUMAN BILE AND FECES.,
J Lab Clin Med, 1964
Pubmed ID: 14179134

Other Databases

KEGG ID
C15557
HMDB ID
HMDB0000698
CHEBI ID
37998
PubChem CID
115245
Cayman ID
21723

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 449.80
Topological Polar Surface Area 86.63
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.19
Molar Refractivity 121.27

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Created at
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Updated at
24th Apr 2024