Structure Database (LMSD)

H HO H OH H O OH O H H N H H
Common Name
Glycochenodeoxycholic acid
Systematic Name
N-(3α,7α-dihydroxy-5β-cholan-24-oyl)-glycine
Synonyms
  • Chenodeoxycholic acid glycine conjugate
  • Chenoglycodeoxycholic acid
  • GCDCA
LM ID
LMST05030008
Formula
C26H43NO5
Exact Mass
Calculate m/z
449.314124
Sum Composition
ST 24:1;O3;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)
GHCZAUBVMUEKKP-GYPHWSFCSA-N
InChi (Click to copy)
InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/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])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(=O)NCC(=O)O)CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Mechanism of cholestasis. 6. Bile acids in human livers with or without biliary obstruction.,
Gastroenterology, 1972
Pubmed ID: 6384004

Other Databases

Wikipedia
Glycochenodeoxycholic_acid
KEGG ID
C05466
CHEBI ID
36274
PubChem CID
12544
SwissLipids ID
SLM:000485695
Cayman ID
31363
PDB ID
CHO
GuidePharm ID
4545

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 458.59
Topological Polar Surface Area 106.86
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.45
Molar Refractivity 123.17

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Created at
-
Updated at
24th Apr 2024