CHEBI:78272 - 9-cis-retinol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 9-cis-retinol
ChEBI ID CHEBI:78272
ChEBI ASCII Name 9-cis-retinol
Definition A retinol in which the double bond at position 9 has cis configuration, whilst the remaining acyclic double bonds have trans configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information ZINC000012496764
Download Molfile XML SDF
Formula C20H30O
Net Charge 0
Average Mass 286.45160
Monoisotopic Mass 286.22967
InChI InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8-,17-13+
InChIKey FPIPGXGPPPQFEQ-MKOSUFFBSA-N
SMILES C\C(=C/CO)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via retinol )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 9-cis-retinol (CHEBI:78272) is a retinol (CHEBI:50211)
Incoming 9-cis-retinyl hexadecanoate (CHEBI:138725) has functional parent 9-cis-retinol (CHEBI:78272)
9-cis-retinyl tetradecanoate (CHEBI:138691) has functional parent 9-cis-retinol (CHEBI:78272)
IUPAC Name
9-cis-retinol
Synonyms Sources
(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol IUPAC
(9cis)-retinol IUPAC
9-cis-retinol UniProt
Manual Xrefs Databases
C16682 KEGG COMPOUND
HMDB0006217 HMDB
LMPR01090009 LIPID MAPS
View more database links
Registry Numbers Types Sources
2054551 Reaxys Registry Number Reaxys
22737-97-9 CAS Registry Number HMDB
Citations
Paik J, Blaner WS, Swisshelm K (2005)
Cis-retinol dehydrogenase: 9-cis-retinol metabolism and its effect on proliferation of human MCF7 breast cancer cells.
Experimental cell research 303, 183-196 [PubMed:15572038]
[show Abstract]
Wolf G (2000)
The oxidation of 9-cis-retinol: a possible synthesis pathway for 9-cis-retinoic acid.
Nutrition reviews 58, 354-356 [PubMed:11140907]
[show Abstract]
Last Modified
12 January 2018