CHEBI:26536 - retinoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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
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Formula C20H28O2
Net Charge 0
Average Mass 300.43512
Monoisotopic Mass 300.209
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:9606) 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).
View more via ChEBI Ontology
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
Database Link Database
LSM-2135 LINCS
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Citation Waiting for Citations Type Source
24506204 PubMed citation Europe PMC
Last Modified
24 February 2016