1.0 2016-09-30 23:20:30 UTC 2020-04-22 15:16:57 UTC BMDB0006220 BMDB06220 13-cis-Retinal 13-cis-13-cis-13-cis-retinal, also known as 13Z-13-cis-retinal or 13-cis-retinal, belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Thus, 13-cis-13-cis-retinal is considered to be an isoprenoid lipid molecule. 13-cis-13-cis-13-cis-retinal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 13-cis-13-cis-13-cis-retinal exists in all living organisms, ranging from bacteria to humans. In cattle, 13-cis-13-cis-retinal is involved in the metabolic pathway called the retinol metabolism pathway. (13cis)-Retinal (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 13-cis-Retinaldehyde RETINAL 13Z-Retinal cis-13-Retinal Neoretinene a Neovitamin a aldehyde 13-cis-Retinal C20H28O 284.4357 284.214015518 (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal 13-cis retinal 472-86-6 C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C\C=O 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- NCYCYZXNIZJOKI-HWCYFHEPSA-N belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Organic compounds Lipids and lipid-like molecules Prenol lipids Retinoids Retinoids Aldehydes Diterpenoids Enals Hydrocarbon derivatives Organic oxides Aldehyde Aliphatic homomonocyclic compound Alpha,beta-unsaturated aldehyde Carbonyl group Diterpenoid Enal Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Retinoid skeleton Aliphatic homomonocyclic compounds Retinoids retinal Solid logp 4.86 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal ChemAxon average_mass 284.4357 ChemAxon mono_mass 284.214015518 ChemAxon smiles C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C\C=O ChemAxon formula C20H28O ChemAxon inchi 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- ChemAxon inchikey NCYCYZXNIZJOKI-HWCYFHEPSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 96.87 ChemAxon polarizability 35.47 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Retinol Metabolism SMP0087260 Specdb::NmrTwoD 2026 Specdb::NmrOneD 5189 Specdb::CMs 21054 Specdb::CMs 134974 Specdb::CMs 142708 Specdb::MsMs 78228 Specdb::MsMs 78229 Specdb::MsMs 78230 Specdb::MsMs 138528 Specdb::MsMs 138529 Specdb::MsMs 138530 Specdb::MsMs 2426503 Specdb::MsMs 2426504 Specdb::MsMs 2426505 Specdb::MsMs 2509774 Specdb::MsMs 2509775 Specdb::MsMs 2509776 FDB023844 4940755 6436079 45487 CPD-13525 2455100 Retinal