CAFFEIC-ACID

Structure

2D structure of CAFFEIC-ACID
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 689043

Names and identifiers

Name

CAFFEIC-ACID

Also reported as

TRANS-CAFFEIC-ACID

IUPAC name

(E)-3-(3,4-dihydroxyphenyl)acrylic acid

SMILES

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

General information

Molecular formula

C9H8O4

Molecular weight

180.16 g/mol

Monoisotopic mass

180.0423 Da

Classification

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

Plants with the compound

Plant Plant part Amount Reference
Achillea millefolium L. subsp. millefolium - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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
Arctium lappa L. root 2500 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Arnica montana L. subsp. montana flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Ballota nigra L. subsp. meridionalis (Bég.) Bég. leaf 2000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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. - 5000 ppm
CRC Handbook of Medicinal Herbs and/or CRC Handbook of Proximate Analyses
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. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Chondrilla juncea L. leaf -
Terencio, M.C., Giner, R.M., Sanz, M.J., Manez, S., Rios, J.L. (1993). On the occurrence of caffeoyltartronic acid and other phenolics in Chondrilla juncea. Z Naturforsch Ser C, 48(5/6), 417-419 doi:10.1515/znc-1993-5-603
Cichorium intybus L. aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Cichorium intybus L. leaf 767 ppm
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
Clematis vitalba L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Convolvulus arvensis L. aerial parts -
Provost, C. (1959). Paper chromatography of flavonoids of Convolvulus arvensis. Bull Soc Hist Nat Doubs, 62(3), 67
Cota tinctoria (L.) J.Gay subsp. australis (R.Fern.) Oberpr. & Greuter flower -
Masterova, I., Grancaiova, Z., Suchy, V., Grancai, D., Ubik, K. (1993). Phenolic substances in flowers of Anthemis tinctoria. Fitoterapia, 64(3), 277
Crataegus monogyna Jacq. - -
Leung, A. Y. and Foster, S. 1995. Encyclopedia of Common Natural Ingredients 2nd Ed. John Wiley & Sons, New York. 649 pp.
Daucus carota L. root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Dipsacus fullonum L. - -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Equisetum arvense L. - 8000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Equisetum arvense L. aerial parts -
Jim Duke's personal files.
Erigeron canadensis L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Eryngium campestre L. aerial parts -
Hohmann, J., Pall, Z., Gunther, G., Mathe, I. (1997). Flavonolacyl glycosides of the aerial parts of Eryngium campestre. Planta Med, 63(1), 96 doi:10.1055/s-2006-957620
Eupatorium cannabinum L. subsp. cannabinum aerial parts -
Oswiecimska, M., Sendra, J. (1972). Eupatorium cannabinum L. Search for biologically active fraction. Diss Pharm Pharmacol, 24, 475-483
Eupatorium cannabinum L. subsp. cannabinum flower -
Pagani, F., Romussi, G. (1967). On the constituents of Eupatorium cannabinum L. var. syriacum (Jacq.). Farmaco Ed Prat, 22, 771-785
Eupatorium cannabinum L. subsp. cannabinum stem -
Pagani, F., Romussi, G. (1967). On the constituents of Eupatorium cannabinum L. var. syriacum (Jacq.). Farmaco Ed Prat, 22, 771-785
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 -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Geranium purpureum Vill. - -
(1)In vitro anti-urease, antioxidant activities and phytochemical composition of Geranium purpureum - (2)Antimicrobial Activity and Analyses of Six Geranium L. Species with Headspace SPME and Hydrodistillation
Geranium pusillum L. aerial parts -
Kobakhidze, K.B., Alaniya, M.D. (2001). Phenolic acids of Geranium pusillum. Chem Nat Comp, 37(6), 571-572 doi:10.1023/a:1014885303700
Glechoma hederacea L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Humulus lupulus L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum perforatum L. - 1000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum perforatum L. aerial parts 1000 ppm
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 1-6 ppm; 15-115 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Juniperus communis L. fruit -
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.
Lapsana communis L. subsp. communis aerial parts -
Fontanel, D., Galtier, C., Ciel, C., Gueiffier, A. (1998). Caffeoyl quinic and tartaric acids and flavonoids from Lapsana communis L. subsp. communis (Asteraceae). Z Naturforsch Ser C, 53(11/12), 1090-1092 doi:10.1515/znc-1998-11-1224
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. aerial parts -
Naqvi, H.H. (1976). Some phytotoxic compounds in italian ryegrass. Pak J Bot, 8, 63
Matricaria chamomilla L. - -
Oliveira, L.J., Pintoneto, N., Tavares, M.F.M. (2001). Critical assessment of electrolyte systems for the capillary electrophoresis analysis of phenolic compounds in herbal extracts. J Microcol Sep, 13(6), 227-235 doi:10.1002/mcs.1047
Matricaria chamomilla L. flower -
Reichling, J., Becker, H., Exner, J., Draeger, P.D. (1979). Comparative studies of various commercial samples of Matricaria flowers. essential oil, flavonoids, coumarins, phenolic acids and plant protectant residues. Pharm-Ztg, 124, 1998-2005
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.
Morus alba L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Onopordum acanthium L. subsp. acanthium flower -
Karl, C., Mueller, G., Pedersen, P.A. (1976). On the phytochemistry of the flowers of Onopordon acanthium L. (cotton thistle). Dtsch Apoth Ztg, 116, 57-59
Onopordum acanthium L. subsp. acanthium flower -
Karl, C., Muller, G., Pedersen, P.A. (1976). Zur phytochemie der bluten von Onopordon acanthium L.(eselsdistel). Dtsch Apoth Ztg, 116, 57
Pentanema salicinum (L.) D.Gut.Larr., Santos-Vicente, Anderb., E.Rico & M.M.Mart.Ort. leaf -
Shiroya, M., Hattori, S. (1955). Studies on the browning and blackening of plant tissues. iii. occurrence in the leaves of dahlia and several other plants of chlorogenic acid as the principal browning agent. Physiol Plant, 8, 358-369 doi:10.1111/j.1399-3054.1955.tb08981.x
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 alba 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. 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
Portulaca oleracea L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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.
Prunella grandiflora (L.) Scholler - -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Prunella vulgaris L. subsp. vulgaris - -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
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.
Prunus spinosa L. subsp. spinosa - -
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.
Pyrus communis L. subsp. pyraster (L.) Ehrh. fruit 43-19700 ppm
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 fruit -
Phenolic Compounds in Food and Their Effects on Health. Antioxidants & Cancer Prevention. Huang, M.T., Ho, C.T. and Lee, C.Y. eds. 1992. ACS Symposium Series 507.ACS, Washington 402 pp.
Salvia glutinosa L. seed 306 ppm
Phenolic Compounds in Food and Their Effects on Health, 67.
Salvia pratensis L. seed 306 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. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Scrophularia nodosa L. seed -
Grabia, B., Kurowska, A., Swiatek, L. (1995). Chemical composition of Scropularia nodosa L. seeds. Herba Pol, 41(2), 59-63
Senecio vulgaris L. subsp. vulgaris - -
Ferry, S. (1977). Polyphenols (phenolic acids,flavonoids) of some indigenous groundsels. Plant Med Phytother, 11, 25-39
Solidago gigantea Aiton - 21980 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Solidago virgaurea L. subsp. virgaurea flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Spartium junceum L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Stellaria media (L.) Vill. aerial parts -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Symphytum officinale L. root -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Tanacetum vulgare L. subsp. vulgare - -
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 - -
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.
Teucrium chamaedrys L. subsp. chamaedrys - -
U.S. Department of Agriculture, Agricultural Research Service. Dr. Duke's Phytochemical and Ethnobotanical Databases. https://phytochem.nal.usda.gov/
Trifolium pratense L. subsp. pratense flower -
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.
Trifolium pratense L. subsp. pratense leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
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 3-4 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.
Urtica dioica L. leaf -
Jim Duke's personal files.
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 40 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Verbascum phlomoides L. flower -
Osvath, K., Papay, V., Toth, L. (1982). Constituents of the flowers of Verbascum phlomoides L. and their therapeutical application. Herba Hung, 21(2/3), 141-147
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