9-cis-retinoyl-beta-D-glucuronide (CHEBI:172945)

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CHEBI:172945 - 9-cis-retinoyl-β-D-glucuronide

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ChEBI ID	CHEBI:172945
ChEBI Name	9-cis-retinoyl-β-D-glucuronide
Stars
ASCII Name	9-cis-retinoyl-beta-D-glucuronide
Definition	A retinoid that is 9-cis-retinoic acid in which the carboxy proton has been replaced by a β-D-glucuronyl group. It is a major metabolite of 9-cis-retinoic acid.
Last Modified	24 January 2022
Submitter	AnneNiknejad
Downloads	Molfile

Formula	C26H36O8
Net Charge	0
Average Mass	476.566
Monoisotopic Mass	476.24102
SMILES	CC1=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
WURCS	WURCS=2.0/1,1,0/[a2122A-1b_1-5_1*OCC=^ECC=^ECC=^ZCC=^ECCCCCCC=^X$12/17C/13C/13C/9C/5C/3=O]/1/
InChI	InChI=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
InChIKey	MTGFYEHKPMOVNE-RDMMYANXSA-N

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:	rat metabolite Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

ChEBI Ontology

Outgoing Relation(s)
	9-cis-retinoyl-β-D-glucuronide (CHEBI:172945) has functional parent 9-cis-retinoic acid (CHEBI:50648)
	9-cis-retinoyl-β-D-glucuronide (CHEBI:172945) has role mouse metabolite (CHEBI:75771)
	9-cis-retinoyl-β-D-glucuronide (CHEBI:172945) has role rat metabolite (CHEBI:86264)
	9-cis-retinoyl-β-D-glucuronide (CHEBI:172945) is a enone (CHEBI:51689)
	9-cis-retinoyl-β-D-glucuronide (CHEBI:172945) is a glucuronic acids (CHEBI:33886)
	9-cis-retinoyl-β-D-glucuronide (CHEBI:172945) is a retinoid (CHEBI:26537)

IUPAC Name
(9cis)-O¹⁵-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]retinoic acid

Synonyms	Source
1-O-(9-cis-retinoyl)-β-D-glucuronic acid	ChEBI
9-cis-retinoyl-beta-D-glucuronide	ChEBI
(9cis)-O¹⁵-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]retinoic acid	IUPAC
(9Z)-retinoic acid β-D-glucopyranuronosyl ester	ChEBI
(9Z)-retinoyl-β-D-glucuronide	ChEBI
(9Z)-retinoyl-β-D-glucuronopyranoside	ChEBI

Manual Xrefs	Databases
8132266	ChemSpider

Registry Numbers	Sources
CAS:153321-67-6	ChEBI

Citations