Metabolite Card
Formula: C26H43NO5 (449.3141)
SMILES: [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=O)NCC(O)=O
Synonyms [en]
Glycochenodeoxycholic Acid; Glycochenodeoxycholate; Chenodeoxyglycocholate; GCDCA; Chenodeoxycholylglycine; Chenodeoxyglycocholic acid
Last reviewed on 2024-06-28.
Cite this Page
Glycochenodeoxycholate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000011748). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Chenodeoxycholic acid glycine conjugate is an acyl glycine and a bile acid-glycine conugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID: 16949895). This compound usually exists as the sodium salt and acts as a detergent to solubilize fats for absorption and is itself absorbed. It is a cholagogue and choleretic.
DBLinks
- CAS Registry Number: 640-79-9
- PubChem CID: 12544
- ChEBI: 36274
- HMDB: HMDB0000637
- LipidMaps: LMST05030008
- KEGG: C05466
- BioCyc: GLYCOCHENODEOXYCHOLIC_ACID
- NCBI MeSH: Glycochenodeoxycholic Acid
- Wikipedia: Glycochenodeoxycholic_acid
Other DBLinks
- CAS Registry Number: 16564-43-5
- CAS Registry Number: 640-79-9
- PubChem: 12544
- PubChem: 440686
- ChEBI: ChEBI:36274
- HMDB: HMDB0000637
- HMDB: HMDB0006898
- HMDB: HMDB00708 HMDB00637
- LipidMaps: LMST05030003
- LipidMaps: LMST05030008
- KEGG: C05462
- KEGG: C05466
- BioCyc: GLYCOCHENODEOXYCHOLIC_ACID
- NCBI MeSH: Glycochenodeoxycholic Acid
- Wikipedia: Glycochenodeoxycholic_acid
- DrugBank: DB02123
- RefMet: RM0135850
- MoNA: CCMSLIB00001059061
- MoNA: CCMSLIB00005435453
- MoNA: CCMSLIB00005435454
- MoNA: CCMSLIB00005435455
- MoNA: CCMSLIB00005435510
- MoNA: CCMSLIB00005435511
- MoNA: CCMSLIB00005435512
- MoNA: CCMSLIB00005464545
- MoNA: CCMSLIB00005464546
- MoNA: CCMSLIB00005464547
- MoNA: CCMSLIB00005464571
- MoNA: LipidBlast2022_199600
- MoNA: LipidBlast2022_199801
- MoNA: LipidBlast2022_199802
- MoNA: MoNA023857
- MoNA: MoNA023899
- MoNA: MoNA032373
- MoNA: MoNA032374
- MoNA: MoNA032377
- MoNA: MoNA033253
- MoNA: MoNA033257
- MoNA: MoNA033259
- MoNA: MoNA034398
- MoNA: MoNA034400
- MoNA: MoNA034401
- MoNA: MoNA035022
- MoNA: MoNA035024
- MoNA: MoNA035025
- MoNA: MoNA035438
- MoNA: MoNA035440
- MoNA: MoNA035442
- MoNA: MoNA037271
- MoNA: MoNA037574
- MoNA: MoNA038003
- MoNA: MoNA038155
- MoNA: MoNA038325
- MoNA: MT000063
- MoNA: RP005201
- MoNA: RP005202
- MoNA: RP005203
- Metlin: METLIN_43193
- Coconut NaturalProduct: CNP0240348.1
- Coconut NaturalProduct: CNP0567109.1
Class / Ontology
- WishartLab ClassyFire: [Bile acids, alcohols and derivatives] Bile acids, alcohols and derivatives
- RefMet: [C24 bile acids] C24 bile acids
- LipidMaps: [Glycine conjugates [ST0503]] Glycine conjugates [ST0503]
- ChEBI: [CHEBI:36274] glycochenodeoxycholic acid
- Coconut NaturalProduct: [Cholane steroids] Cholane steroids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R03975 | 3.5.1.24 | glycochenodeoxycholate amidohydrolase |
| KEGG:R07289 | 2.8.2.34 | 3'-phosphoadenylyl-sulfate:glycochenodeoxycholate 7-sulfotransferase |
| KEGG:R08744 | 2.3.1.65 | 3alpha,7alpha-dihydroxy-5beta-cholanoyl-CoA:glycine N-choloyltransferase; |
| BioCyc:RXN-17388 | 3.5.1.24 | GLYCOCHENODEOXYCHOLIC_ACID + WATER --> CPD-15189 + GLY |
| BioCyc:2.8.2.34-RXN | 2.8.2.34 | PAPS + GLYCOCHENODEOXYCHOLIC_ACID --> 3-5-ADP + GLYCOCHENODEOXYCHOLATE-7-SULFATE + PROTON |
| BioCyc:RXN-9851 | 2.3.1.65 | CPD-10556 + GLY --> PROTON + GLYCOCHENODEOXYCHOLIC_ACID + CO-A |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP5176 | Disorders of bile acid synthesis and biliary transport |
| WikiPathways:WP661 | Glucose homeostasis |