1.0 2016-09-30 22:47:57 UTC 2020-04-22 15:08:48 UTC BMDB0001713 BMDB01713 m-Coumaric acid (2E)-3-(3-Hydroxyphenyl)-2-propenoic acid (2E)-3-(3-Hydroxyphenyl)acrylic acid (e)-3-(3-Hydroxyphenyl)-2-propenoic acid m-Hydroxycinnamic acid trans-3-Hydroxycinnamate trans-3-Hydroxycinnamic acid (2E)-3-(3-Hydroxyphenyl)prop-2-enoate (2E)-3-(3-Hydroxyphenyl)-2-propenoate (2E)-3-(3-Hydroxyphenyl)acrylate (e)-3-(3-Hydroxyphenyl)-2-propenoate 3-Coumarate m-Hydroxycinnamate (2E)-3-(3-Hydroxyphenyl)prop-2-enoic acid m-Coumarate 3'-Hydroxycinnamate 3'-Hydroxycinnamic acid 3-(3-Hydroxyphenyl)-2-propenoate 3-(3-Hydroxyphenyl)-2-propenoic acid 3-(3-Hydroxyphenyl)acrylate 3-(3-Hydroxyphenyl)acrylsaeure 3-(3-Hydroxyphenyl)prop-2-enoate 3-(3-Hydroxyphenyl)prop-2-enoic acid 3-Hydroxycinnamate 3-Hydroxycinnamic acid m-Hydroxy-cinnamate m-Hydroxy-cinnamic acid 3-Coumaric acid, (e)-isomer Meta-coumaric acid (E)-3-(3-Hydroxyphenyl)acrylic acid (E)-3-Hydroxycinnamic acid trans-3-(m-Hydroxyphenyl)-2-propenoic acid trans-m-Coumaric acid trans-m-Hydroxycinnamic acid trans-3-Coumarate C9H8O3 164.158 164.047344122 (2E)-3-(3-hydroxyphenyl)prop-2-enoic acid m-coumaric acid 588-30-7 OC(=O)\C=C\C1=CC(O)=CC=C1 InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+ KKSDGJDHHZEWEP-SNAWJCMRSA-N belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Organic compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Hydroxycinnamic acids and derivatives Hydroxycinnamic acids 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Carbonyl compounds Carboxylic acids Cinnamic acids Coumaric acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Styrenes 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Cinnamic acid Coumaric acid Coumaric acid or derivatives Hydrocarbon derivative Hydroxycinnamic acid Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol Styrene Aromatic homomonocyclic compounds 3-coumaric acid Solid melting_point 192 - 194 °C logp 1.71 ALOGPS logs -2.20 ALOGPS logp 1.83 ChemAxon pka_strongest_acidic 4.01 ChemAxon pka_strongest_basic -6 ChemAxon iupac (2E)-3-(3-hydroxyphenyl)prop-2-enoic acid ChemAxon average_mass 164.158 ChemAxon mono_mass 164.047344122 ChemAxon smiles OC(=O)\C=C\C1=CC(O)=CC=C1 ChemAxon formula C9H8O3 ChemAxon inchi InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+ ChemAxon inchikey KKSDGJDHHZEWEP-SNAWJCMRSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 45.04 ChemAxon polarizability 16.37 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrTwoD 1086 Specdb::NmrTwoD 1683 Specdb::MsIr 1355 Specdb::MsIr 1356 Specdb::MsIr 1357 Specdb::NmrOneD 1743 Specdb::MsMs 1675 Specdb::MsMs 1676 Specdb::MsMs 1677 Specdb::MsMs 5442 Specdb::MsMs 5443 Specdb::MsMs 241516 Specdb::MsMs 241517 Specdb::MsMs 241518 Specdb::MsMs 243571 Specdb::MsMs 243572 Specdb::MsMs 243573 Specdb::MsMs 439203 Specdb::MsMs 439204 Specdb::MsMs 2236075 Specdb::MsMs 2236111 Specdb::MsMs 2237279 Specdb::MsMs 2237291 Specdb::MsMs 2238176 Specdb::MsMs 2238244 Specdb::MsMs 2239320 Specdb::MsMs 2239415 Specdb::MsMs 2240269 Specdb::MsMs 2240289 Specdb::MsMs 2240337 Specdb::MsMs 2241402 Specdb::CMs 1588 Specdb::CMs 6004 Specdb::CMs 31350 Specdb::CMs 31835 Specdb::CMs 38137 Specdb::CMs 171374 Specdb::EiMs 1965 FDB002590 C12621 553147 C00052344 637541 32357 463 M-coumaric_acid 305 Neish, A. C. Formation of m- and p-coumaric acids by enzymic deamination of the corresponding isomers of tyrosine. Phytochemistry (Elsevier) (1961), 1 1-24.