CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: glycoursodeoxycholic acid
Accession: CHEBI:89929
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Definition: A bile acid glycine conjugate derived from ursoodeoxycholic acid.
Synonyms: related_synonym: 3alpha,7beta-dihydroxy-5beta-cholanoylglycine; Formula=C26H43NO5; GUDCA; Glycine ursodeoxycholic acid; Glycylursodeoxycholic acid; 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; InChIKey=GHCZAUBVMUEKKP-XROMFQGDSA-N; N-(3alpha,7beta-dihydroxy-5beta-cholan-24-oyl)glycine; N-[(3alpha,5beta,7beta)-3,7-dihydroxy-24-oxocholan-24-yl]glycine; SMILES=C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3([C@H](C[C@@]2(C[C@@H](C1)O)[H])O)[H])(CC[C@]4([H])[C@@H](CCC(NCC(O)=O)=O)C)[H])C)[H])C; Ursodeoxycholylglycine
xref: CAS:64480-66-6; HMDB:HMDB0000708
xref_mesh: MESH:C024033
xref: PMID:24848512; PMID:26009005; PMID:26382575; PMID:26639449; PMID:27322559; Reaxys:3226178
cyclic_relationship: is_conjugate_acid_of CHEBI:132030
G
Bax
BCL2 associated X, apoptosis regulator
multiple interactions
EXP
glycoursodeoxycholic acid inhibits the reaction [TP53 protein results in increased expression of BAX mRNA]
CTD
PMID:17881359
NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
G
Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
increases hydroxylation
ISO
CYP3A4 protein results in increased hydroxylation of glycoursodeoxycholic acid
CTD
PMID:36473578
NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
G
Edn1
endothelin 1
decreases expression
ISO
glycoursodeoxycholic acid results in decreased expression of EDN1 protein
CTD
PMID:15556138
NCBI chr17:22,454,924...22,460,812
Ensembl chr17:22,454,420...22,460,885
G
Slc4a2
solute carrier family 4 member 2
multiple interactions
ISO
[glycoursodeoxycholic acid co-treated with Dexamethasone] results in increased expression of SLC4A2 mRNA alternative form
CTD
PMID:18188457
NCBI chr 4:10,736,419...10,754,407
Ensembl chr 4:10,736,425...10,752,965
G
Tp53
tumor protein p53
multiple interactions
EXP
glycoursodeoxycholic acid inhibits the reaction [TP53 protein results in increased expression of BAX mRNA]
CTD
PMID:17881359
NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
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