retinoic acid (CHEBI:26536)

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ChEBI Name	retinoic acid

ChEBI ID	CHEBI:26536

Definition	A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraenoic acid substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	ZINC000000902225

Download	Molfile XML SDF

Formula

C20H28O2

Net Charge

Average Mass

300.43512

Monoisotopic Mass

300.20893

InChI

InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)

InChIKey

SHGAZHPCJJPHSC-UHFFFAOYSA-N

SMILES

CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O

Metabolite of Species	Details
Homo sapiens (NCBI:txid9606)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

ChEBI Ontology
Outgoing	retinoic acid (CHEBI:26536) has role human metabolite (CHEBI:77746) retinoic acid (CHEBI:26536) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020) retinoic acid (CHEBI:26536) is a retinoid (CHEBI:26537) retinoic acid (CHEBI:26536) is conjugate acid of retinoate (CHEBI:15036)

Incoming	11-cis-retinoic acid (CHEBI:46856) is a retinoic acid (CHEBI:26536) 9-cis-retinoic acid (CHEBI:50648) is a retinoic acid (CHEBI:26536) all-trans-retinoic acid (CHEBI:15367) is a retinoic acid (CHEBI:26536) isotretinoin (CHEBI:6067) is a retinoic acid (CHEBI:26536) retinoate (CHEBI:15036) is conjugate base of retinoic acid (CHEBI:26536)

IUPAC Name

3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid

Citation	Type	Source
24506204	PubMed citation	Europe PMC

Last Modified

24 February 2016