1.0 2010-04-08 22:11:50 UTC 2018-05-29 01:18:52 UTC FDB015424 3b,8b-Dihydroxy-6b-(3-chloro-2-hydroxy-2-methylbutanoyloxy)-7(11)-eremophilen-12,8-olide Constituent of Petasites japonicus (sweet coltsfoot) 3b,8b-Dihydroxy-6b-(3-chloro-2-hydroxy-2-methylbutanoyloxy)-7(11)-eremophilen-12,8-olide C20H29ClO7 416.893 416.160180989 6,9a-dihydroxy-3,4a,5-trimethyl-2-oxo-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-4-yl 3-chloro-2-hydroxy-2-methylbutanoate 6,9a-dihydroxy-3,4a,5-trimethyl-2-oxo-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl 3-chloro-2-hydroxy-2-methylbutanoate 264607-21-8 CC(Cl)C(C)(O)C(=O)OC1C2=C(C)C(=O)OC2(O)CC2CCC(O)C(C)C12C InChI=1S/C20H29ClO7/c1-9-14-15(27-17(24)19(5,25)11(3)21)18(4)10(2)13(22)7-6-12(18)8-20(14,26)28-16(9)23/h10-13,15,22,25-26H,6-8H2,1-5H3 IYBZGGXFPLMHRX-UHFFFAOYSA-N belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Terpene lactones Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Alkyl chlorides Butenolides Carbonyl compounds Chlorohydrins Cyclic alcohols and derivatives Dicarboxylic acids and derivatives Enoate esters Eremophilanolides and secoeremophilanolides Fatty acid esters Hemiacetals Hydrocarbon derivatives Lactones Naphthofurans Organic oxides Organochlorides Oxacyclic compounds Secondary alcohols Sesquiterpenoids Tertiary alcohols 2-furanone Alcohol Aliphatic heteropolycyclic compound Alkyl chloride Alkyl halide Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Chlorohydrin Cyclic alcohol Dicarboxylic acid or derivatives Dihydrofuran Enoate ester Eremophilanolide or secoeremophilanolide Fatty acid ester Fatty acyl Halohydrin Hemiacetal Hydrocarbon derivative Lactone Naphthofuran Organic oxide Organic oxygen compound Organochloride Organohalogen compound Organoheterocyclic compound Organooxygen compound Oxacycle Secondary alcohol Sesquiterpenoid Terpene lactone Tertiary alcohol logp 1.37 ALOGPS logs -3.05 ALOGPS solubility 3.75e-01 g/l ALOGPS logp 2.23 ChemAxon pka_strongest_acidic 11.06 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 6,9a-dihydroxy-3,4a,5-trimethyl-2-oxo-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-4-yl 3-chloro-2-hydroxy-2-methylbutanoate ChemAxon average_mass 416.893 ChemAxon mono_mass 416.160180989 ChemAxon smiles CC(Cl)C(C)(O)C(=O)OC1C2=C(C)C(=O)OC2(O)CC2CCC(O)C(C)C12C ChemAxon formula C20H29ClO7 ChemAxon inchi InChI=1S/C20H29ClO7/c1-9-14-15(27-17(24)19(5,25)11(3)21)18(4)10(2)13(22)7-6-12(18)8-20(14,26)28-16(9)23/h10-13,15,22,25-26H,6-8H2,1-5H3 ChemAxon inchikey IYBZGGXFPLMHRX-UHFFFAOYSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 100.75 ChemAxon polarizability 41.61 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18980 Specdb::CMs 44894 Specdb::CMs 131057 Specdb::CMs 138791 Specdb::MsMs 68187 Specdb::MsMs 68188 Specdb::MsMs 68189 Specdb::MsMs 126162 Specdb::MsMs 126163 Specdb::MsMs 126164 Specdb::MsMs 2702706 Specdb::MsMs 2702707 Specdb::MsMs 2702708 Specdb::MsMs 3002098 Specdb::MsMs 3002099 Specdb::MsMs 3002100 HMDB36524 #<Reference:0x000055ce31c9ce08>