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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:9-cis-retinal
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Accession:CHEBI:78273 term browser browse the term
Definition:A retinal in which the double bond at position 9 has cis configuration, whilst the remaining acyclic double bonds have trans configuration.
Synonyms:related_synonym: (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal;   (9cis)-retinal;   9-C-retinal;   9-cis-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenal;   9-cis-7,11,13-trans-retinal;   9-cis-retinaldehyde;   9-cis-vitamin A aldehyde;   Formula=C20H28O;   InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8-,17-13+;   InChIKey=NCYCYZXNIZJOKI-MKOSUFFBSA-N;   SMILES=C/C(/C=C/C=C(/C)\\C=C\\C1=C(C)CCCC1(C)C)=C\\C=O;   isoretinene A
 xref: CAS:514-85-2;   HMDB:HMDB0006218;   KEGG:C16681;   LIPID_MAPS_instance:LMPR01090017
 xref_mesh: MESH:C031390
 xref: MetaCyc:CPD-13536;   PMID:10064560;   PMID:10389637;   PMID:11882655;   PMID:17003450;   PMID:20837787;   PMID:22090313;   PMID:4750425;   Reaxys:1914180


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9-cis-retinal term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akr1b10 aldo-keto reductase family 1 member B10 increases reduction ISO AKR1B10 protein results in increased reduction of 9-cis-retinal CTD PMID:21851338 NCBI chr 4:63,038,459...63,060,336
Ensembl chr 4:63,040,169...63,053,852 		JBrowse link
G Akr1c1 aldo-keto reductase family 1, member C1 increases reduction ISO AKR1C1 protein results in increased reduction of 9-cis-retinal CTD PMID:21851338 NCBI chr17:65,810,474...65,837,385
Ensembl chr17:65,810,475...65,837,326 		JBrowse link
G Akr1c3 aldo-keto reductase family 1, member C3 increases reduction ISO AKR1C3 protein mutant form results in increased reduction of 9-cis-retinal; AKR1C3 protein results in increased reduction of 9-cis-retinal CTD PMID:21851338 NCBI chr17:66,110,970...66,127,867
Ensembl chr17:66,110,963...66,127,873 		JBrowse link
G Aldh1a1 aldehyde dehydrogenase 1 family, member A1 affects oxidation
multiple interactions		 EXP
ISO		 ALDH1A1 protein affects the oxidation of 9-cis-retinal
Magnesium Chloride inhibits the reaction [ALDH1A1 protein affects the oxidation of 9-cis-retinal]; Magnesium inhibits the reaction [ALDH1A1 protein affects the oxidation of 9-cis-retinal]
ALDH1A1 mutant form inhibits the reaction [9-cis-retinal results in increased expression of MITF mRNA]; ALDH1A1 mutant form inhibits the reaction [9-cis-retinal results in increased expression of TYR mRNA]		 CTD PMID:17167544 PMID:23489423 NCBI chr 1:218,000,470...218,152,962
Ensembl chr 1:218,042,127...218,152,961 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases activity
multiple interactions		 ISO 9-cis-retinal results in increased activity of CYP3A4 protein
1,4-bis(2-(3,5-dichloropyridyloxy))benzene promotes the reaction [9-cis-retinal promotes the reaction [[RXRA protein binds to NR1I3 protein] which binds to CYP3A4 promoter]]; 9-cis-retinal promotes the reaction [1,4-bis(2-(3,5-dichloropyridyloxy))benzene promotes the reaction [[RXRA protein binds to NR1I3 protein] which binds to CYP3A4 promoter]]; 9-cis-retinal promotes the reaction [[RXRA protein binds to NR1I2 protein] which results in increased expression of CYP3A4 mRNA]; 9-cis-retinal promotes the reaction [[RXRA protein binds to NR1I3 protein] which binds to CYP3A4 promoter]		 CTD PMID:16632523 PMID:19686701 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Mitf melanocyte inducing transcription factor increases expression
multiple interactions		 ISO 9-cis-retinal results in increased expression of MITF mRNA
ALDH1A1 mutant form inhibits the reaction [9-cis-retinal results in increased expression of MITF mRNA]		 CTD PMID:23489423 NCBI chr 4:130,409,020...130,621,145
Ensembl chr 4:130,409,217...130,621,145 		JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO 9-cis-retinal promotes the reaction [[RXRA protein binds to NR1I2 protein] which results in increased expression of CYP3A4 mRNA] CTD PMID:16632523 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658 		JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 multiple interactions ISO 1,4-bis(2-(3,5-dichloropyridyloxy))benzene promotes the reaction [9-cis-retinal promotes the reaction [[RXRA protein binds to NR1I3 protein] which binds to CYP3A4 promoter]]; 9-cis-retinal promotes the reaction [1,4-bis(2-(3,5-dichloropyridyloxy))benzene promotes the reaction [[RXRA protein binds to NR1I3 protein] which binds to CYP3A4 promoter]]; 9-cis-retinal promotes the reaction [[RXRA protein binds to NR1I3 protein] which binds to CYP3A4 promoter] CTD PMID:19686701 NCBI chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906 		JBrowse link
G Rdh9 retinol dehydrogenase 9 increases chemical synthesis ISO RDH9 protein results in increased chemical synthesis of 9-cis-retinal CTD PMID:17270348 NCBI chr 7:63,642,305...63,645,149 JBrowse link
G Rxra retinoid X receptor alpha multiple interactions ISO 1,4-bis(2-(3,5-dichloropyridyloxy))benzene promotes the reaction [9-cis-retinal promotes the reaction [[RXRA protein binds to NR1I3 protein] which binds to CYP3A4 promoter]]; 9-cis-retinal promotes the reaction [1,4-bis(2-(3,5-dichloropyridyloxy))benzene promotes the reaction [[RXRA protein binds to NR1I3 protein] which binds to CYP3A4 promoter]]; 9-cis-retinal promotes the reaction [[RXRA protein binds to NR1I2 protein] which results in increased expression of CYP3A4 mRNA]; 9-cis-retinal promotes the reaction [[RXRA protein binds to NR1I3 protein] which binds to CYP3A4 promoter] CTD PMID:16632523 PMID:19686701 NCBI chr 3:10,989,832...11,076,366
Ensembl chr 3:10,989,832...11,073,712 		JBrowse link
G Tyr tyrosinase increases expression
multiple interactions		 ISO 9-cis-retinal results in increased expression of TYR mRNA
ALDH1A1 mutant form inhibits the reaction [9-cis-retinal results in increased expression of TYR mRNA]		 CTD PMID:23489423 NCBI chr 1:141,115,036...141,210,207
Ensembl chr 1:141,115,036...141,210,207 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19848
    role 19824
      application 19668
        solvent 17227
          formic acid 9040
            formyl group 9000
              aldehyde 9000
                retinals 41
                  retinal 41
                    9-cis-retinal 11
Path 2
Term Annotations click to browse term
  CHEBI ontology 19848
    subatomic particle 19846
      composite particle 19846
        hadron 19846
          baryon 19846
            nucleon 19846
              atomic nucleus 19846
                atom 19846
                  main group element atom 19796
                    p-block element atom 19796
                      carbon group element atom 19741
                        carbon atom 19737
                          organic molecular entity 19737
                            heteroorganic entity 19495
                              organochalcogen compound 19257
                                organooxygen compound 19175
                                  carbon oxoacid 18641
                                    carboxylic acid 18638
                                      carboacyl group 17697
                                        univalent carboacyl group 17697
                                          formyl group 9000
                                            aldehyde 9000
                                              alpha,beta-unsaturated aldehyde 3031
                                                enal 3031
                                                  retinal 41
                                                    9-cis-retinal 11
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