1.0 2010-04-08 22:04:58 UTC 2025-11-18 22:31:13 UTC FDB001429 OPC-6:0 (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid, also known as opc-6, is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid is considered to be an octadecanoid lipid molecule (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid can be found in broad bean, which makes (9r,13r)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid a potential biomarker for the consumption of this food product. (+/-)-OPC 6 3-oxo-2(2'[Z]-pentenyl)-cyclopentane-1-hexanoic acid Opc 6 C16H26O3 266.3758 266.188194698 6-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]hexanoic acid 6-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]hexanoic acid 136768-22-4 CC\C=C/C[C@@H]1[C@H](CCCCCC(O)=O)CCC1=O InChI=1S/C16H26O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,13-14H,2,4,6-12H2,1H3,(H,18,19)/b5-3-/t13-,14-/m1/s1 WIJWBOWLVOOYFR-BDSSXFGHSA-N belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Prostaglandins and related compounds Organic compounds Lipids and lipid-like molecules Fatty Acyls Eicosanoids Aliphatic homomonocyclic compounds Carboxylic acids Cyclic ketones Hydrocarbon derivatives Medium-chain fatty acids Monocarboxylic acids and derivatives Organic oxides Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic ketone Hydrocarbon derivative Ketone Medium-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Prostaglandin skeleton 12-oxophytodienoic acid metabolites logp 4.36 ALOGPS logs -4.01 ALOGPS solubility 2.59e-02 g/l ALOGPS logp 4.19 ChemAxon pka_strongest_acidic 4.65 ChemAxon pka_strongest_basic -7.4 ChemAxon iupac 6-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]hexanoic acid ChemAxon average_mass 266.3758 ChemAxon mono_mass 266.188194698 ChemAxon smiles CC\C=C/C[C@@H]1[C@H](CCCCCC(O)=O)CCC1=O ChemAxon formula C16H26O3 ChemAxon inchi InChI=1S/C16H26O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,13-14H,2,4,6-12H2,1H3,(H,18,19)/b5-3-/t13-,14-/m1/s1 ChemAxon inchikey WIJWBOWLVOOYFR-BDSSXFGHSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 76.96 ChemAxon polarizability 31.63 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 60843 Specdb::MsMs 60844 Specdb::MsMs 60845 Specdb::MsMs 117261 Specdb::MsMs 117262 Specdb::MsMs 117263 Broad bean Type 1 specific Vicia faba 3906