1.0 2010-04-08 22:13:46 UTC 2025-11-19 02:12:00 UTC FDB018527 trans-O-Methylgrandmarin Constituent of satsuma mandarins (Citrus unshiu). trans-O-Methylgrandmarin is found in citrus. trans-O-Methylgrandmarin C16H18O6 306.3105 306.110338308 13-hydroxy-8,14-dimethoxy-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-4-one 13-hydroxy-8,14-dimethoxy-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-4-one COC1C(O)C(C)(C)OC2=C1C1=C(C=CC(=O)O1)C(OC)=C2 InChI=1S/C16H18O6/c1-16(2)15(18)14(20-4)12-10(22-16)7-9(19-3)8-5-6-11(17)21-13(8)12/h5-7,14-15,18H,1-4H3 NACAFQOYZHTCHZ-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 Dialkyl ethers Heteroaromatic compounds Hydrocarbon derivatives Lactones 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 Chromane Dialkyl ether Ether Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranochromene Pyranone Secondary alcohol logp 1.89 ALOGPS logs -2.68 ALOGPS solubility 6.36e-01 g/l ALOGPS logp 1.3 ChemAxon pka_strongest_acidic 12.86 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 13-hydroxy-8,14-dimethoxy-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-4-one ChemAxon average_mass 306.3105 ChemAxon mono_mass 306.110338308 ChemAxon smiles COC1C(O)C(C)(C)OC2=C1C1=C(C=CC(=O)O1)C(OC)=C2 ChemAxon formula C16H18O6 ChemAxon inchi InChI=1S/C16H18O6/c1-16(2)15(18)14(20-4)12-10(22-16)7-9(19-3)8-5-6-11(17)21-13(8)12/h5-7,14-15,18H,1-4H3 ChemAxon inchikey NACAFQOYZHTCHZ-UHFFFAOYSA-N ChemAxon polar_surface_area 74.22 ChemAxon refractivity 78.76 ChemAxon polarizability 30.97 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26580 Specdb::CMs 46217 Specdb::CMs 165951 Specdb::MsMs 83700 Specdb::MsMs 83701 Specdb::MsMs 83702 Specdb::MsMs 145359 Specdb::MsMs 145360 Specdb::MsMs 145361 Specdb::MsMs 2353915 Specdb::MsMs 2353916 Specdb::MsMs 2353917 Specdb::MsMs 2585156 Specdb::MsMs 2585157 Specdb::MsMs 2585158 HMDB39031 #<Reference:0x000055ce3309ad88> Citrus Unknown generic