1.0 2010-04-08 22:09:46 UTC 2019-11-26 03:05:16 UTC FDB011686 Sagerinic acid Constituent of Salvia officinalis (sage). Sagerinic acid is found in tea, herbs and spices, and common sage. (+)-Sagerinic acid C36H32O16 720.6297 720.169034976 2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid 2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)C1C(C(C1C1=CC=C(O)C(O)=C1)C1=CC(O)=C(O)C=C1)C(=O)OC(CC1=CC=C(O)C(O)=C1)C(O)=O InChI=1S/C36H32O16/c37-19-5-1-15(9-23(19)41)11-27(33(45)46)51-35(49)31-29(17-3-7-21(39)25(43)13-17)30(18-4-8-22(40)26(44)14-18)32(31)36(50)52-28(34(47)48)12-16-2-6-20(38)24(42)10-16/h1-10,13-14,27-32,37-44H,11-12H2,(H,45,46)(H,47,48) SUYLTDFWHNXGDX-UHFFFAOYSA-N belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms. Cyclobutane lignans Organic compounds Lignans, neolignans and related compounds Cyclobutane lignans Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Benzene and substituted derivatives Carbonyl compounds Carboxylic acid esters Carboxylic acids Catechols Dibenzylbutane lignans Hydrocarbon derivatives Organic oxides Phenylpropanoic acids Stilbenes Tetracarboxylic acids and derivatives 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3-phenylpropanoic-acid Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Catechol Cyclobutane lignan skeleton Dibenzylbutane lignan skeleton Hydrocarbon derivative Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol Stilbene Tetracarboxylic acid or derivatives logp 3.91 ALOGPS logs -3.79 ALOGPS solubility 1.17e-01 g/l ALOGPS logp 4.33 ChemAxon pka_strongest_acidic 2.81 ChemAxon pka_strongest_basic -6.3 ChemAxon iupac 2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid ChemAxon average_mass 720.6297 ChemAxon mono_mass 720.169034976 ChemAxon smiles OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)C1C(C(C1C1=CC=C(O)C(O)=C1)C1=CC(O)=C(O)C=C1)C(=O)OC(CC1=CC=C(O)C(O)=C1)C(O)=O ChemAxon formula C36H32O16 ChemAxon inchi InChI=1S/C36H32O16/c37-19-5-1-15(9-23(19)41)11-27(33(45)46)51-35(49)31-29(17-3-7-21(39)25(43)13-17)30(18-4-8-22(40)26(44)14-18)32(31)36(50)52-28(34(47)48)12-16-2-6-20(38)24(42)10-16/h1-10,13-14,27-32,37-44H,11-12H2,(H,45,46)(H,47,48) ChemAxon inchikey SUYLTDFWHNXGDX-UHFFFAOYSA-N ChemAxon polar_surface_area 289.04 ChemAxon refractivity 175.95 ChemAxon polarizability 67.42 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 14 ChemAxon donor_count 10 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 46818 Specdb::MsMs 46819 Specdb::MsMs 46820 Specdb::MsMs 151398 Specdb::MsMs 151399 Specdb::MsMs 151400 Specdb::MsMs 440551 Specdb::MsMs 452089 Specdb::MsMs 2688002 Specdb::MsMs 2688003 Specdb::MsMs 2688004 Specdb::MsMs 2994446 Specdb::MsMs 2994447 Specdb::MsMs 2994448 Specdb::CMs 70935 Specdb::CMs 760246 Specdb::CMs 760247 Specdb::CMs 760248 Specdb::CMs 760249 Specdb::CMs 760250 Specdb::CMs 760251 Specdb::CMs 760252 Specdb::CMs 760253 Specdb::CMs 760254 Specdb::CMs 760255 Specdb::CMs 760256 Specdb::CMs 760257 Specdb::CMs 760258 Specdb::CMs 760259 Specdb::CMs 760260 Specdb::CMs 760261 Specdb::CMs 760262 Specdb::CMs 760263 Specdb::CMs 760264 Specdb::CMs 760265 Specdb::CMs 760266 Specdb::CMs 760267 Specdb::CMs 760268 Specdb::CMs 760269 HMDB33600 #<Reference:0x000055ce323eb6c8> Black tea Type 1 Common sage Type 1 specific Salvia officinalis 38868 Green tea Type 1 Herbal tea Type 1 Herbs and Spices Unknown generic Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442