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CHEBI:28870 - 1-O-all-trans-retinoyl-β-glucuronic acid

ChEBI IDCHEBI:28870
ChEBI Name1-O-all-trans-retinoyl-β-glucuronic acid
Stars
ASCII Name1-O-all-trans-retinoyl-beta-glucuronic acid
DefinitionA retinoid that is retinoic acid in which the carboxy proton has been replaced by a β-D-glucuronyl residue.
Secondary ChEBI IDsCHEBI:10196, CHEBI:22350
Last Modified31 January 2018
DownloadsMolfile
FormulaC26H36O8
Net Charge0
Average Mass476.566
Monoisotopic Mass476.24102
SMILESCC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C(C)(C)CCC1
WURCSWURCS=2.0/1,1,0/[a2122A-1b_1-5_1*OCC=^ECC=^ECC=^ECC=^ECCCCCCC=^X$12/17C/13C/13C/9C/5C/3=O]/1/
InChIInChI=1S/C26H36O8/c1-15(11-12-18-17(3)10-7-13-26(18,4)5)8-6-9-16(2)14-19(27)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h6,8-9,11-12,14,20-23,25,28-30H,7,10,13H2,1-5H3,(H,31,32)/b9-6+,12-11+,15-8+,16-14+/t20-,21-,22+,23-,25+/m0/s1
InChIKeyMTGFYEHKPMOVNE-NEFMKCFNSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
1-O-all-trans-retinoyl-β-glucuronic acid (CHEBI:28870) has functional parent all-trans-retinoic acid (CHEBI:15367)
1-O-all-trans-retinoyl-β-glucuronic acid (CHEBI:28870) has role human metabolite (CHEBI:77746)
1-O-all-trans-retinoyl-β-glucuronic acid (CHEBI:28870) is a glucuronic acids (CHEBI:33886)
1-O-all-trans-retinoyl-β-glucuronic acid (CHEBI:28870) is a retinoid (CHEBI:26537)
1-O-all-trans-retinoyl-β-glucuronic acid (CHEBI:28870) is conjugate acid of 1-O-(all-trans-retinoyl)-β-D-glucuronate (CHEBI:139181)
Incoming Relation(s)
1-O-(all-trans-retinoyl)-β-D-glucuronate (CHEBI:139181) is conjugate base of 1-O-all-trans-retinoyl-β-glucuronic acid (CHEBI:28870)
IUPAC Names 
1-O-[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl]-β-D-glucopyranuronic acid
O15-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]retinoic acid
Synonyms  Source
all-trans-Retinoyl-beta-glucuronideKEGG COMPOUND
Retinoyl glucuronideKEGG COMPOUND
Manual XrefsDatabases
C11061KEGG COMPOUND
Registry NumbersSources
CAS:401-10-5KEGG COMPOUND
Citations