1.0 2010-04-08 22:13:04 UTC 2019-11-26 03:14:48 UTC FDB017401 Isolimonic acid Constituent of Citrus subspecies Isolimonic acid is found in citrus. C26H34O10 506.5422 506.215197308 (3'S,5aR,6R,7S,9bR)-9b-(2-carboxy-1-hydroxyethyl)-7-[(R)-furan-3-yl(hydroxy)methyl]-3,3,5a,7-tetramethyl-5-oxo-decahydro-1H-spiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid (3'S,5aR,6R,7S,9bR)-9b-(2-carboxy-1-hydroxyethyl)-7-[(R)-furan-3-yl(hydroxy)methyl]-3,3,5a,7-tetramethyl-5-oxo-hexahydrospiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid CC1(C)OC[C@]2(C(O)CC(O)=O)C1CC(=O)[C@]1(C)C2CC[C@@](C)([C@@H](O)C2=COC=C2)[C@@]11O[C@@H]1C(O)=O InChI=1S/C26H34O10/c1-22(2)15-9-16(27)24(4)14(25(15,12-35-22)17(28)10-18(29)30)5-7-23(3,19(31)13-6-8-34-11-13)26(24)20(36-26)21(32)33/h6,8,11,14-15,17,19-20,28,31H,5,7,9-10,12H2,1-4H3,(H,29,30)(H,32,33)/t14?,15?,17?,19-,20+,23-,24-,25+,26+/m0/s1 JSDNZHXBKWCZDG-RWQHKGFASA-N belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Naphthofurans Organic compounds Organoheterocyclic compounds Naphthofurans Aromatic heteropolycyclic compounds Aromatic alcohols Beta hydroxy acids and derivatives Carbocyclic fatty acids Carboxylic acids Dialkyl ethers Dicarboxylic acids and derivatives Furans Heteroaromatic compounds Hydrocarbon derivatives Hydroxy fatty acids Ketones Organic oxides Oxacyclic compounds Oxirane carboxylic acids Secondary alcohols Tetrahydrofurans Alcohol Aromatic alcohol Aromatic heteropolycyclic compound Beta-hydroxy acid Carbocyclic fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dialkyl ether Dicarboxylic acid or derivatives Ether Fatty acyl Furan Heteroaromatic compound Hydrocarbon derivative Hydroxy acid Hydroxy fatty acid Ketone Naphthofuran Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Oxirane Oxirane carboxylic acid Oxirane carboxylic acid or derivatives Secondary alcohol Tetrahydrofuran logp 1.79 ALOGPS logs -3.23 ALOGPS solubility 2.99e-01 g/l ALOGPS logp 1.13 ChemAxon pka_strongest_acidic 3.73 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac (3'S,5aR,6R,7S,9bR)-9b-(2-carboxy-1-hydroxyethyl)-7-[(R)-furan-3-yl(hydroxy)methyl]-3,3,5a,7-tetramethyl-5-oxo-decahydro-1H-spiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid ChemAxon average_mass 506.5422 ChemAxon mono_mass 506.215197308 ChemAxon smiles CC1(C)OC[C@]2(C(O)CC(O)=O)C1CC(=O)[C@]1(C)C2CC[C@@](C)([C@@H](O)C2=COC=C2)[C@@]11O[C@@H]1C(O)=O ChemAxon formula C26H34O10 ChemAxon inchi InChI=1S/C26H34O10/c1-22(2)15-9-16(27)24(4)14(25(15,12-35-22)17(28)10-18(29)30)5-7-23(3,19(31)13-6-8-34-11-13)26(24)20(36-26)21(32)33/h6,8,11,14-15,17,19-20,28,31H,5,7,9-10,12H2,1-4H3,(H,29,30)(H,32,33)/t14?,15?,17?,19-,20+,23-,24-,25+,26+/m0/s1 ChemAxon inchikey JSDNZHXBKWCZDG-RWQHKGFASA-N ChemAxon polar_surface_area 167.03 ChemAxon refractivity 121.7 ChemAxon polarizability 50.86 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 9 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14185 Specdb::CMs 45710 Specdb::MsMs 53040 Specdb::MsMs 53041 Specdb::MsMs 53042 Specdb::MsMs 119028 Specdb::MsMs 119029 Specdb::MsMs 119030 Specdb::MsMs 2678222 Specdb::MsMs 2678223 Specdb::MsMs 2678224 Specdb::MsMs 3029969 Specdb::MsMs 3029970 Specdb::MsMs 3029971 HMDB38170 #<Reference:0x000055ce317f8b90> Citrus Unknown generic