CHEBI:139254 - 9-cis-4-oxoretinoate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 9-cis-4-oxoretinoate
ChEBI ID CHEBI:139254
ChEBI ASCII Name 9-cis-4-oxoretinoate
Definition A retinoid anion that is the conjugate base of 9-cis-4-oxoretinoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C20H25O3
Net Charge -1
Average Mass 313.411
Monoisotopic Mass 313.18092
InChI InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/p-1/b8-6+,10-9+,14-7-,15-13+
InChIKey GGCUJPCCTQNTJF-NAXRMXIQSA-M
SMILES C1C(C(=C(C(C1)=O)C)\C=C\C(=C/C=C/C(=C/C(=O)[O-])/C)\C)(C)C
ChEBI Ontology
Outgoing 9-cis-4-oxoretinoate (CHEBI:139254) is a oxo monocarboxylic acid anion (CHEBI:35902)
9-cis-4-oxoretinoate (CHEBI:139254) is a retinoid anion (CHEBI:139589)
9-cis-4-oxoretinoate (CHEBI:139254) is conjugate base of 9-cis-4-oxoretinoic acid (CHEBI:139255)
Incoming 9-cis-4-oxoretinoic acid (CHEBI:139255) is conjugate acid of 9-cis-4-oxoretinoate (CHEBI:139254)
IUPAC Name
(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
Synonyms Sources
(9cis)-4-oxoretinoate ChEBI
4-oxo-9-cis-retinoate(1−) SUBMITTER
9-cis-4-ketoretinoate ChEBI
9-cis-4-oxoretinoate UniProt
Citation
Taimi M, Helvig C, Wisniewski J, Ramshaw H, White J, Amad M, Korczak B, Petkovich M (2004)
A novel human cytochrome P450, CYP26C1, involved in metabolism of 9-cis and all-trans isomers of retinoic acid.
The Journal of biological chemistry 279, 77-85 (Source: SUBMITTER) [PubMed:14532297]
[show Abstract]
Last Modified
06 February 2018