1.0 2016-09-30 23:05:43 UTC 2020-05-21 16:29:06 UTC BMDB0003648 BMDB03648 Retinyl palmitate Retinyl palmitate, also known as retinyl palmitate or retinyl palmitate, belongs to the class of organic compounds known as wax monoesters. These are waxes bearing an ester group at exactly one position. Retinyl palmitate is a drug. Retinyl palmitate exists as a solid very hydrophobic, practically insoluble (in water), and relatively neutral. In cattle, retinyl palmitate is involved in the metabolic pathway called the retinol metabolism pathway. (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 all-trans-Retinol palmitate all-trans-Retinyl hexadecanoate Alphalin Aquasol a Arovit Chocola a O(15)-Hexadecanoylretinol Optovit-a Retinol hexadecanoate Retinol palmitate Retinyl hexadecanoate trans-Retinol palmitate trans-Retinyl palmitate Vitamin a palmitate all-trans-Retinyl palmitate (2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenyl hexadecanoic acid (2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8,tetraenyl hexadecanoate ester all-trans-Retinol palmitic acid all-trans-Retinyl hexadecanoic acid Retinol hexadecanoic acid Retinol palmitic acid Retinyl hexadecanoic acid trans-Retinol palmitic acid trans-Retinyl palmitic acid Vitamin a palmitic acid all-trans-Retinyl palmitic acid Retinyl palmitic acid all-trans-Vitamin a palmitate Aquapalm Axerophthol palmitate Dispatabs tabs Ester found in fish liver oils Lutavit a 500 plus Myvak Myvax Optovit a Testavol S Vitazyme a C36H60O2 524.8604 524.459331164 (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 vitamin a palmitate 79-81-2 CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C 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+ VYGQUTWHTHXGQB-FFHKNEKCSA-N belongs to the class of organic compounds known as wax monoesters. These are waxes bearing an ester group at exactly one position. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters Wax monoesters Carbonyl compounds Carboxylic acid esters Diterpenoids Fatty alcohol esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Retinoids Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Diterpenoid Fatty alcohol ester Hydrocarbon derivative Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Retinoid skeleton Wax monoester skeleton Aliphatic homomonocyclic compounds Retinoids Retinoids retinyl palmitate Solid melting_point 28.5 °C logp 10.12 ALOGPS logs -6.81 ALOGPS logp 11.62 ChemAxon pka_strongest_basic -7 ChemAxon iupac (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 ChemAxon average_mass 524.8604 ChemAxon mono_mass 524.459331164 ChemAxon smiles CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C ChemAxon formula C36H60O2 ChemAxon inchi 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+ ChemAxon inchikey VYGQUTWHTHXGQB-FFHKNEKCSA-N ChemAxon polar_surface_area 26.3 ChemAxon refractivity 171.51 ChemAxon polarizability 70.5 ChemAxon rotatable_bond_count 21 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Retinol Metabolism SMP0087260 Specdb::CMs 17365 Specdb::MsMs 58056 Specdb::MsMs 58057 Specdb::MsMs 58058 Specdb::MsMs 113901 Specdb::MsMs 113902 Specdb::MsMs 113903 Specdb::MsMs 2288610 Specdb::MsMs 2288611 Specdb::MsMs 2288612 Specdb::MsMs 2647671 Specdb::MsMs 2647672 Specdb::MsMs 2647673 Adipose Tissue Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Epidermis Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Fibroblasts Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Intestine Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB030671 4444162 5280531 17616 C02588 DBSALT000855 CHOCOLA_A Retinyl_palmitate Ajima, Ayako; Takahashi, Katsunobu; Matsushima, Ayako; Saito, Yuji; Inada, Yuji. Retinyl esters synthesis by polyethylene glycol-modified lipase in benzene. Biotechnology Letters (1986), 8(8), 547-52. BMDBP00535 Diacylglycerol O-acyltransferase 2 Q70VZ8 DGAT2 Enzyme