1.0 2010-04-08 22:05:26 UTC 2019-11-26 02:57:39 UTC FDB002590 m-Coumaric acid Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers, o-coumaric acid, m-coumaric acid, and p-coumaric acid, that differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature. m-Coumaric acid is found in many foods, some of which are corn, garden tomato (variety), grape wine, and beer. (2e)-3-(3-Hydroxyphenyl)acrylate 3-(3-Hydroxyphenyl)-2-propenoate 3-(3-Hydroxyphenyl)-2-propenoic acid 3-(3-Hydroxyphenyl)acrylate 3-(3-Hydroxyphenyl)acrylic acid 3-(3-Hydroxyphenyl)acrylsaeure 3-(3-Hydroxyphenyl)prop-2-enoate 3-(3-Hydroxyphenyl)prop-2-enoic acid 3-Coumarate 3-Coumaric acid 3-Hydroxycinnamate 3-Hydroxycinnamic acid 3'-Hydroxycinnamate 3'-Hydroxycinnamic acid m-Coumarate m-Coumaric acid m-Cumaric acid m-Hydroxy-cinnamate m-Hydroxy-cinnamic acid m-Hydroxycinnamate m-Hydroxycinnamic acid 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=CC(O)=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. Hydroxycinnamic acids 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 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 3-coumaric acid Solid logp 1.71 ALOGPS logs -2.20 ALOGPS solubility 1.04e+00 g/l 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=CC(O)=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 Specdb::EiMs 1965 Specdb::MsIr 1355 Specdb::MsIr 1356 Specdb::MsIr 1357 Specdb::NmrOneD 1743 Specdb::NmrTwoD 1086 Specdb::NmrTwoD 1683 Specdb::CMs 1588 Specdb::CMs 6004 Specdb::CMs 31350 Specdb::CMs 31835 Specdb::CMs 38137 Specdb::CMs 171374 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 HMDB01713 47925 #<Reference:0x00007f08d0e85730> #<Reference:0x00007f08d0e85500> #<Reference:0x00007f08d0e85348> #<Reference:0x00007f08d0e85140> #<Reference:0x00007f08d0e84ee8> #<Reference:0x00007f08d0e84d30> #<Reference:0x00007f08d0e84b78> #<Reference:0x00007f08d0e848d0> #<Reference:0x00007f08d0e84718> #<Reference:0x00007f08d0e84560> #<Reference:0x00007f08d0e84308> #<Reference:0x00007f08d0e84100> #<Reference:0x00007f08d0e83ef8> #<Reference:0x00007f08d0e83d40> #<Reference:0x00007f08d0e83a98> #<Reference:0x00007f08d0e838e0> #<Reference:0x00007f08d0e83728> #<Reference:0x00007f08d0e834a8> #<Reference:0x00007f08d0e832c8> #<Reference:0x00007f08d0e83110> #<Reference:0x00007f08d0e82f08> #<Reference:0x00007f08d0e82cb0> #<Reference:0x00007f08d0e82af8> #<Reference:0x00007f08d0e828f0> #<Reference:0x00007f08d0e826c0> Anatidae Type 1 specific Anatidae 8830 Apple Type 1 specific Malus pumila 283210 0.0 0.0 0.0 mg/100 g Apple cider Type 2 specific Arabica coffee Type 1 specific Coffea arabica 13443 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Beer Type 2 specific 0.077342 0.105 0.022026924 mg/100 g Bilberry Type 1 specific Vaccinium myrtillus 180763 Bison Type 1 specific Bison bison 9901 Blackberry Type 1 specific Rubus Broccoli Type 1 specific Brassica oleracea var. italica 36774 Buffalo Type 1 specific Bubalus bubalis 89462 Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.0 0.0 0.0 mg/100 g Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Coffee Type 1 generic Coffea 13442 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Corn Type 1 specific Zea mays 4577 0.076827 0.076826664 0.076826664 mg/100 g Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 0.0 0.0 0.0 mg/100 g Grape Type 1 specific Vitis 3603 Grape wine Type 2 specific 0.0 0.0 0.0 mg/100 g Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Lettuce Type 1 specific Lactuca sativa 4236 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Olive Type 1 specific Olea europaea 4146 6.836583 12.5 0.0045 mg/100 g Ostrich Type 1 specific Struthio camelus 8801 Pear Type 1 specific Pyrus communis 23211 3.2175 18.275 0.0 mg/100 g Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Red raspberry Type 1 specific Rubus idaeus 32247 0.0 0.0 0.0 mg/100 g Robusta coffee Type 1 specific Coffea canephora 49390 Rock ptarmigan Type 1 specific Lagopus muta 64668 Rye bread Type 2 specific 0.0 0.0 0.0 mg/100 g Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Spinach Type 1 specific Spinacia oleracea 3562 Squab Type 1 specific Columba 8931 Strawberry Type 1 specific Fragaria X ananassa 3747 0.0 0.0 0.0 mg/100 g Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823