1.0 2012-01-13 17:26:00 UTC 2015-07-21 07:01:20 UTC FDB029825 3-O-Methylrosmarinic acid A polyphenol metabolite detected in biological fluids [PhenolExplorer] C19H18O8 374.3414 374.100167552 2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid 2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1 InChI=1S/C19H18O8/c1-26-16-9-12(3-6-14(16)21)10-17(19(24)25)27-18(23)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-22H,10H2,1H3,(H,24,25)/b7-4+ NFSDQICEPLDULQ-QPJJXVBHSA-N belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Coumaric acids and derivatives Organic compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Hydroxycinnamic acids and derivatives Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Anisoles Carbonyl compounds Carboxylic acids Catechols Cinnamic acid esters Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organic oxides Phenoxy compounds Phenylpropanoic acids Styrenes 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3-phenylpropanoic-acid Alkyl aryl ether Alpha,beta-unsaturated carboxylic ester Anisole Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Catechol Cinnamic acid ester Coumaric acid or derivatives Dicarboxylic acid or derivatives Enoate ester Ether Fatty acid ester Fatty acyl Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol Phenol ether Phenoxy compound Styrene logp 2.94 ALOGPS logs -4.32 ALOGPS solubility 1.78e-02 g/l ALOGPS logp 3.15 ChemAxon pka_strongest_acidic 3.2 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid ChemAxon average_mass 374.3414 ChemAxon mono_mass 374.100167552 ChemAxon smiles COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1 ChemAxon formula C19H18O8 ChemAxon inchi InChI=1S/C19H18O8/c1-26-16-9-12(3-6-14(16)21)10-17(19(24)25)27-18(23)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-22H,10H2,1H3,(H,24,25)/b7-4+ ChemAxon inchikey NFSDQICEPLDULQ-QPJJXVBHSA-N ChemAxon polar_surface_area 133.52 ChemAxon refractivity 95.43 ChemAxon polarizability 36.45 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12520 Specdb::CMs 47450 Specdb::CMs 166132 Specdb::MsMs 293563 Specdb::MsMs 293564 Specdb::MsMs 293565 Specdb::MsMs 334060 Specdb::MsMs 334061 Specdb::MsMs 334062 Specdb::MsMs 2323723 Specdb::MsMs 2323724 Specdb::MsMs 2323725 Specdb::MsMs 2615307 Specdb::MsMs 2615308 Specdb::MsMs 2615309 HMDB41667 #<Reference:0x000055ce315f9290>