1.0 2010-04-08 22:13:46 UTC 2019-11-26 03:16:17 UTC FDB018528 trans-Grandmarin isovalerate Constituent of citron (Citrus medica). trans-Grandmarin isovalerate is found in citrus. trans-Grandmarin isovalerate C20H24O7 376.4004 376.152203122 14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate 14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate COC1=CC2=C(C(O)C(OC(=O)CC(C)C)C(C)(C)O2)C2=C1C=CC(=O)O2 InChI=1S/C20H24O7/c1-10(2)8-15(22)26-19-17(23)16-13(27-20(19,3)4)9-12(24-5)11-6-7-14(21)25-18(11)16/h6-7,9-10,17,19,23H,8H2,1-5H3 KULKFALUVSLOHX-UHFFFAOYSA-N belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Angular pyranocoumarins Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Pyranocoumarins Aromatic heteropolycyclic compounds 2,2-dimethyl-1-benzopyrans Alkyl aryl ethers Anisoles Carbonyl compounds Carboxylic acid esters Fatty acid esters Heteroaromatic compounds Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Pyranochromenes Pyranones and derivatives Secondary alcohols 1-benzopyran 2,2-dimethyl-1-benzopyran Alcohol Alkyl aryl ether Angular pyranocoumarin Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Carbonyl group Carboxylic acid derivative Carboxylic acid ester Chromane Ether Fatty acid ester Fatty acyl Heteroaromatic compound Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranochromene Pyranone Secondary alcohol logp 2.89 ALOGPS logs -3.30 ALOGPS solubility 1.90e-01 g/l ALOGPS logp 2.53 ChemAxon pka_strongest_acidic 12.85 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate ChemAxon average_mass 376.4004 ChemAxon mono_mass 376.152203122 ChemAxon smiles COC1=CC2=C(C(O)C(OC(=O)CC(C)C)C(C)(C)O2)C2=C1C=CC(=O)O2 ChemAxon formula C20H24O7 ChemAxon inchi InChI=1S/C20H24O7/c1-10(2)8-15(22)26-19-17(23)16-13(27-20(19,3)4)9-12(24-5)11-6-7-14(21)25-18(11)16/h6-7,9-10,17,19,23H,8H2,1-5H3 ChemAxon inchikey KULKFALUVSLOHX-UHFFFAOYSA-N ChemAxon polar_surface_area 91.29 ChemAxon refractivity 96.94 ChemAxon polarizability 39.38 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14150 Specdb::CMs 46218 Specdb::CMs 134336 Specdb::CMs 142070 Specdb::MsMs 67137 Specdb::MsMs 67138 Specdb::MsMs 67139 Specdb::MsMs 124875 Specdb::MsMs 124876 Specdb::MsMs 124877 Specdb::MsMs 2673032 Specdb::MsMs 2673033 Specdb::MsMs 2673034 Specdb::MsMs 3033110 Specdb::MsMs 3033111 Specdb::MsMs 3033112 HMDB39032 #<Reference:0x000055ce31ef3f58> Citrus Unknown generic