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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:all-trans-retinyl palmitate
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Accession:CHEBI:17616 term browser browse the term
Definition:An all-trans-retinyl ester obtained by formal condensation of the carboxy group of palmitic (hexadecanoic acid) with the hydroxy group of all-trans-retinol. It is used in cosmetic products to treat various skin disorders such as acne, skin aging, wrinkles, dark spots, and also protect against psoriasis.
Synonyms:exact_synonym: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl hexadecanoate
 related_synonym: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenyl hexadecanoate;   (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8,tetraenyl hexadecanoic acid ester;   Afaxin;   Alphalin;   Aquasol A;   Arovit;   Chocola A;   Formula=C36H60O2;   InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22+,32-28+;   InChIKey=VYGQUTWHTHXGQB-FFHKNEKCSA-N;   O(15)-hexadecanoylretinol;   Optovit-A;   Retinol palmitate;   Retinyl palmitate;   SMILES=CCCCCCCCCCCCCCCC(=O)OC\\C=C(C)\\C=C\\C=C(C)\\C=C\\C1=C(C)CCCC1(C)C;   Vitamin A palmitate;   all-trans-retinol palmitate;   all-trans-retinyl hexadecanoate;   retinol hexadecanoate;   retinyl hexadecanoate;   trans-retinol palmitate;   trans-retinyl palmitate
 alt_id: CHEBI:12784;   CHEBI:26542;   CHEBI:8819
 xref: CAS:79-81-2;   Chemspider:4444162;   DrugBank:DBSALT000855;   Drug_Central:4197;   FooDB:FDB030671;   HMDB:HMDB0003648;   KEGG:C02588;   KEGG:D00164;   LIPID_MAPS_instance:LMPR01090013
 xref_mesh: MESH:C014794
 xref: MetaCyc:CHOCOLA_A;   PMID:11236082;   PMID:16149731;   PMID:23290361;   PMID:23651513;   PMID:23945125;   PMID:24657715;   PMID:24998947;   PMID:26224426;   PMID:29025343;   PMID:29363259;   PMID:29412915;   PMID:29571474;   PMID:30031321;   PMID:30316701;   PMID:30551390;   PMID:30972178;   PMID:31369745;   PMID:32353979;   PMID:32846153;   PMID:33202630;   PMID:33290311;   PMID:33621371;   PMID:33658762;   PMID:8157860;   PMID:8359391;   PMID:9125314;   PMID:9380354;   Reaxys:1917366;   Wikipedia:Retinyl_palmitate



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all-trans-retinyl palmitate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cat catalase increases activity EXP retinol palmitate results in increased activity of CAT protein CTD PMID:20679000 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ep300 E1A binding protein p300 multiple interactions EXP retinol palmitate promotes the reaction [EP300 protein binds to MMP9 protein] CTD PMID:17164434 NCBI chr 7:113,108,476...113,178,529
Ensembl chr 7:113,106,247...113,136,088
Ensembl chr 7:113,106,247...113,136,088
JBrowse link
G Il10 interleukin 10 multiple interactions ISO retinol palmitate inhibits the reaction [Lipopolysaccharides results in increased secretion of IL10 protein] CTD PMID:17377406 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il1rn interleukin 1 receptor antagonist multiple interactions ISO retinol palmitate inhibits the reaction [Lipopolysaccharides results in increased secretion of IL1RN protein] CTD PMID:17377406 NCBI chr 3:7,111,567...7,127,451
Ensembl chr 3:7,111,550...7,127,445
JBrowse link
G Lipe lipase E, hormone sensitive type increases hydrolysis
multiple interactions
ISO LIPE protein results in increased hydrolysis of retinol palmitate
PLIN3 protein inhibits the reaction [LIPE protein results in increased hydrolysis of retinol palmitate]
CTD PMID:16741517 NCBI chr 1:80,965,612...80,984,313
Ensembl chr 1:80,965,627...80,984,310
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions
increases expression
EXP retinol palmitate promotes the reaction [EP300 protein binds to MMP9 protein]; retinol palmitate promotes the reaction [RARA protein binds to MMP9 protein]
retinol palmitate results in increased expression of MMP9 mRNA
CTD PMID:17164434 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Plin3 perilipin 3 multiple interactions ISO PLIN3 protein inhibits the reaction [LIPE protein results in increased hydrolysis of retinol palmitate]; PLIN3 protein inhibits the reaction [PNPLA4 protein results in increased hydrolysis of retinol palmitate] CTD PMID:16741517 NCBI chr 9:1,111,178...1,123,057
Ensembl chr 9:1,102,366...1,123,147
JBrowse link
G Pnpla4 patatin like phospholipase domain containing 4 increases hydrolysis
multiple interactions
ISO PNPLA4 protein results in increased hydrolysis of retinol palmitate
PLIN3 protein inhibits the reaction [PNPLA4 protein results in increased hydrolysis of retinol palmitate]
CTD PMID:16741517 NCBI chr  X:42,313,554...42,318,451
Ensembl chr  X:42,305,373...42,318,552
JBrowse link
G Rara retinoic acid receptor, alpha multiple interactions EXP retinol palmitate promotes the reaction [RARA protein binds to MMP9 protein] CTD PMID:17164434 NCBI chr10:83,883,490...83,928,932
Ensembl chr10:83,893,384...83,928,142
JBrowse link
G Scarb1 scavenger receptor class B, member 1 increases expression EXP retinol palmitate results in increased expression of SCARB1 mRNA CTD PMID:17299104 NCBI chr12:31,296,143...31,362,649
Ensembl chr12:31,296,156...31,362,647
JBrowse link

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  CHEBI ontology 19911
    role 19854
      chemical role 19507
        antioxidant 16171
          all-trans-retinyl palmitate 10
Path 2
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  CHEBI ontology 19911
    subatomic particle 19909
      composite particle 19909
        hadron 19880
          baryon 19880
            nucleon 19909
              atomic nucleus 19880
                atom 19909
                  main group element atom 19849
                    p-block element atom 19849
                      carbon group element atom 19766
                        carbon atom 19785
                          organic molecular entity 19785
                            heteroorganic entity 19541
                              organochalcogen compound 19301
                                organooxygen compound 19193
                                  carbon oxoacid 18681
                                    carboxylic acid 18678
                                      monocarboxylic acid 18024
                                        fatty acid 16829
                                          saturated fatty acid 16568
                                            straight-chain saturated fatty acid 16084
                                              hexadecanoic acid 2500
                                                hexadecanoate ester 12
                                                  retinyl palmitate 11
                                                    all-trans-retinyl palmitate 10
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