4-HYDROXY-CINNAMIC-ACID

Structure

2D structure of 4-HYDROXY-CINNAMIC-ACID
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 637542

Names and identifiers

Name

4-HYDROXY-CINNAMIC-ACID

Also reported as

OXYCINNAMIC-ACID; P-COUMARIC-ACID

IUPAC name

(E)-3-(4-hydroxyphenyl)acrylic acid

SMILES

C1=CC(=CC=C1/C=C/C(=O)O)O

General information

Molecular formula

C9H8O3

Molecular weight

164.16 g/mol

Monoisotopic mass

164.0473 Da

Classification

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Agrimonia eupatoria L. subsp. eupatoria - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Alchemilla glaucescens Wallr. aerial parts -
Sokoloswka-wozniak, A. (1997). Phenolic acids in some species of the genus Alchemilla L. Herba Pol, 43(4), 388-392
Althaea cannabina L. flower -
Gudej, J., Bieganowska, M.L. (1990). Chromatographic investigation of phenolic acids and coumarins in the leaves and flowers of some species of the genus Althaea. J Liq Chromatogr, 13(20), 4081-4092 doi:10.1080/01483919008049590
Althaea cannabina L. leaf -
Gudej, J., Bieganowska, M.L. (1990). Chromatographic investigation of phenolic acids and coumarins in the leaves and flowers of some species of the genus Althaea. J Liq Chromatogr, 13(20), 4081-4092 doi:10.1080/01483919008049590
Anacamptis morio (L.) R.M.Bateman, Pridgeon & M.W.Chase flower -
Pagani, F. (1976). Phytoconstituents of Orchidaceae. part 1. components of Orchis sambucina and Orchis morio. Boll Chim Farm, 115, 407
Bellis perennis L. flower -
Grabias, B., Dombrowicz, E., Kalemba, D., Swiatek, L. (1995). Phenolic acids in flores bellidis and herba tropaeoli. Herba Pol, 41(3), 111-114
Betonica officinalis L. aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Campanula rotundifolia L. subsp. rotundifolia aerial parts -
Teslov, L.S., Koretskaya, L.N., Tsareva, G.I. (1983). Phenolic compounds of Campanula rotundifolia and C. persicifolia. Chem Nat Comp, 19(3), 367 doi:10.1007/bf00579785
Castanea sativa Mill. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Cirsium vulgare (Savi) Ten. subsp. vulgare leaf -
Mcgowan, S.G., Wallace, J.W. (1972). Flavonoids and phenolic acids from Cirsium lanceolatum. Phytochemistry, 11, 1503-1504 doi:10.1016/s0031-9422(00)90119-5
Daucus carota L. root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Epilobium hirsutum L. - -
Barakat, H.H., Hussein, S.A.M., Marzour, M.S., Merfort, I., Linscheid, M., Nawwar, M.A.M. (1997). Polyphenolic metabolites of Epilobium hirsutum. Phytochemistry, 46(5), 935-941 doi:10.1016/s0031-9422(97)00370-1
Epilobium hirsutum L. - -
Nawwar, M.A.M., Marzouk, M.S., Nigge, W., Linscheid, M. (1997). High-performance liquid chromatographic/electrospray ionization mass spectrometric screening for polyphenolic compounds of Epilobium hirsutum - the structure of the unique ellagitannin epilobamide-a. J Mass Spectrom, 32(6), 645-654 doi:10.1002/(sici)1096-9888(199706)32:6
Equisetum arvense L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Erigeron annuus (L.) Desf. leaf -
Oh, H., Lee, S., Lee, H.S., Lee, D.H., Lee, S.Y., Chung, H.T., Kim, T.S., Kwon, T.O. (2002). Germination inhibitory constituents from Erigeron annuus. Phytochemistry, 61(2), 175-179 doi:10.1016/s0031-9422(02)00236-4
Fumaria officinalis L. subsp. officinalis - -
Sousek, J., Guedon, D., Adam, T., Bochorakova, H., Taborska, E., Valka, I., Simanek, V. (1999). Alkaloids and organic acids content of eight Fumaria species. Phytochem Anal, 10(1), 6-11 doi:10.1002/(sici)1099-1565(199901/02)10:1
Gentiana lutea L. subsp. lutea root -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Glechoma hederacea L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hedera helix L. subsp. helix - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Humulus lupulus L. fruit -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Hypericum perforatum L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Juglans regia L. leaf -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Juglans regia L. seed 1-4 ppm; 160-600 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Juniperus communis L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Linaria vulgaris Mill. subsp. vulgaris aerial parts -
Sokolowska-wozniak, A., Szewczyk, K., Nowak, R. (2003). Phenolic acids from the herb of Linaria vulgaris (L.) Mill. Herba Pol, 49(3/4), 161-165
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum leaf -
Buta, J.G., Spaulding, D.W. (1989). Allelochemicals in tall fescue-abscisic and phenolic acids. J Chem Ecol, 15(5), 1629-1636 doi:10.1007/bf01012389
Lolium arundinaceum (Schreb.) Darbysh. subsp. arundinaceum seed -
Klejdus, B., Kuban, V. (2000). High performance liquid chromatographic determination of phenolic compounds in seed exudates of Festuca arundinacea and F. pratense. Phytochem Anal, 11(6), 357-379 doi:10.1002/1099-1565(200011/12)11:6
Lolium multiflorum Lam. - -
Hartley, R.D., Whatley, F.R., Harris, P.J. (1988). 4,4'-dihydroxytruxillic acid as a component of cell walls of Lolium multiflorum. Phytochemistry, 27(2), 349-351 doi:10.1016/0031-9422(88)83095-4
Lythrum salicaria L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Medicago sativa L. cell culture -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Medicago sativa L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Parietaria officinalis L. - -
Ollivier, B., Balansard, C., Maillard, C., Vidal, E., Boudon, G. (1985). Separation and identification of phenolic acids in parietary (Parietaria officinalis L.) and Saint-John's wort (Hypericum perforatum L.) by hplc and uv. J Pharm Belg, 40(3), 173-177
Persicaria lapathifolia (L.) Delarbre subsp. lapathifolia aerial parts -
Smolarz, H.D. (2000). Chromatographical analysis of phenolic acids in some species of Polygonum L. genus. part 2. quantitative determination of the major components by high performance liquid chromatography (hplc). Acta Soc Bot Pol, 69(1), 21-23
Persicaria maculosa Gray aerial parts -
Smolarz, H.D. (2000). Chromatographical analysis of phenolic acids in some species of Polygonum L. genus. part 2. quantitative determination of the major components by high performance liquid chromatography (hplc). Acta Soc Bot Pol, 69(1), 21-23
Persicaria mitis (Schrank) Assenov aerial parts -
Smolarz, H.D. (2000). Chromatographical analysis of phenolic acids in some species of Polygonum L. genus. part 2. quantitative determination of the major components by high performance liquid chromatography (hplc). Acta Soc Bot Pol, 69(1), 21-23
Plantago major L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Populus tremula L. bud -
Klimczak, M., Kahl, W., Grodzinska-zachewieja, Z. (1972). Studies on phenolic acids, derivatives of cinnamic acid, in plants. Diss Pharm Pharmacol, 24(2), 181-184
Populus tremula L. exudate -
Greenaway, W., English, S., May, J., Whatley, F.R. (1991). Chemotaxonomy of section leuce poplars by gc-ms of bud exudate. Biochem Syst Ecol, 19(6), 507-518 doi:10.1016/0305-1978(91)90071-7
Populus tremula L. leaf -
Roshchin, V.I., Poverinova, O.Y., Polovnikova, I.N., Kurnygina, V.T. (1986). Group composition of substances extracted from aspen leaves and shoots. Khim Drev, (4), 106-109
Poterium sanguisorba L. subsp. balearicum (Bourg. ex Nyman) Stace - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Poterium sanguisorba L. subsp. sanguisorba - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Prunus persica (L.) Batsch leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Pteridium aquilinum (L.) Kuhn subsp. aquilinum - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Pteridium aquilinum (L.) Kuhn subsp. aquilinum leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Rosa canina L. cell culture -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Rosa canina L. stem -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Rubus idaeus L. subsp. idaeus - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Rubus idaeus L. subsp. idaeus bark -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Rubus idaeus L. subsp. idaeus leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Salix alba L. - -
Williamson, E. M. and Evans, F. J., Potter's New Cyclopaedia of Botanical Drugs and Preparations, Revised Ed., Saffron Walden, the C. W. Daniel Co., Ltd., Essex UK, 362 pp, 1988, reprint 1989.
Salvia glutinosa L. seed 19 ppm
Phenolic Compounds in Food and Their Effects on Health, 67.
Salvia pratensis L. seed 19 ppm
Phenolic Compounds in Food and Their Effects on Health, 67.
Sambucus ebulus L. fruit -
Chiarlo, B., Cajelli, E., Piazzai, G. (1978). Constituents of the drupes of Sambucus ebulus. I. anthocyanin pigments and phenolic acids. Fitoterapia, 49(3), 99-101
Sambucus ebulus L. fruit -
Chiarlo, B., Cajelli, E., Piazzai, G. (1978). Some constituents of the drupes of Sambucus ebulus. I. anthocyanin pigments and phenolic acids. Fitoterapia, 49, 99
Sambucus nigra L. flower -
ANON. 1948-1976. The Wealth of India raw materials. Publications and Information Directorate, CSIR, New Delhi. 11 volumes.
Solidago gigantea Aiton - 45 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Sorghum halepense (L.) Pers. rhizome -
Nicollier, G.F., Pope, D.F., Thompson, A.C. (1983). Biological activity of dhurrin and other compounds from johnson grass (Sorghum halepense). J Agr Food Chem, 31(4), 744-748 doi:10.1021/jf00118a016
Succisa pratensis Moench - -
Kowalczyk, A., Krzyanowska, J. (1999). Preliminary antifungal activity of some Dipsacaceae family plants. Herba Pol, 45(2), 101-107
Taraxacum F.H.Wigg. sect. Taraxacum - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Taraxacum F.H.Wigg. sect. Taraxacum flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Trifolium pratense L. subsp. pratense - -
J.S. Glasby Dict.Pls Containing 2ndary Metabolite. 1991.
Trigonella officinalis (L.) Coulot & Rabaute - -
Pharmazie, 46: 156, 1991.
Trigonella officinalis (L.) Coulot & Rabaute aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Triticum aestivum L. subsp. aestivum seed 17-25 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Urtica dioica L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Vaccinium myrtillus L. fruit -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Vaccinium myrtillus L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Verbascum phlomoides L. flower -
Swiate, L., Kurowska, A., Rotkiewicz, D. (1984). Analysis of fatty and phenolic acids in flos verbasci. Herba Pol, 30(3/4), 173-181
Veronica chamaedrys L. subsp. chamaedrys aerial parts -
Swiatek, L., Broda, B., Frej, E. (1971). Chemical composition of Veronica chamaedrys herb. Acta Pol Pharm, 28, 189-194
Viola arvensis Murray subsp. arvensis - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Viola tricolor L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.