4-HYDROXY-3-METHOXY-BENZOIC ACID

Structure

2D structure of 4-HYDROXY-3-METHOXY-BENZOIC ACID
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 8468

Names and identifiers

Name

4-HYDROXY-3-METHOXY-BENZOIC ACID

Also reported as

VANILLIC-ACID

IUPAC name

4-hydroxy-3-methoxybenzoic acid

SMILES

C1=CC(=C(C=C1C(=O)O)OC)O

General information

Molecular formula

C8H8O4

Molecular weight

168.15 g/mol

Monoisotopic mass

168.0423 Da

Classification

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

Plants with the compound

Plant Plant part Amount Reference
Achillea millefolium L. subsp. millefolium - -
Tunon, H., Thorsell, W., and Bohlin, L. 1993. Mosquito Repelling Activity of Compounds Occurring in Achillea millefolium L. (Asteraceae). Economic Botany 48(2): 111-120, 1994.
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
Avena barbata Pott ex Link cell culture -
Dynamic root exudate chemistry and microbial substrate preferences drive patterns in rhizosphere microbial community assembly doi:10.1038/s41564-018-0129-3
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
Chenopodium album L. subsp. album fruit -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Cichorium intybus L. leaf 1 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
Cynodon dactylon (L.) Pers. aerial parts -
No reference
Cynodon dactylon (L.) Pers. leaf -
Ahmed, S., Reza, M.S., Haider, S.S., Jabbar, A. (1994). Antimicrobial activity of Cynodon dactylon. Fitoterapia, 65(5), 463-464
Daucus carota L. cell culture -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Equisetum arvense L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Erigeron canadensis L. - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Hypericum perforatum L. - -
Newall, C. A., Anderson, L. A. and Phillipson, J. D. 1996. Herbal Medicine - A Guide for Health-care Professionals. The Pharmaceutical Press, London. 296pp.
Juniperus communis L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Lolium multiflorum Lam. aerial parts -
Naqvi, H.H. (1976). Some phytotoxic compounds in italian ryegrass. Pak J Bot, 8, 63
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
Ononis natrix L. subsp. natrix aerial parts -
Garcia, M.D., Marhuenda, E. (1985). Isolation and antimicrobial activity of vanillic acid and p-hydroxybenzoic acid, constituents of Ononis natrix. Fitoterapia, 56(6), 349-350
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. 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.
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.
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.
Salvia glutinosa L. seed 69 ppm
Phenolic Compounds in Food and Their Effects on Health, 67.
Salvia pratensis L. seed 69 ppm
Phenolic Compounds in Food and Their Effects on Health, 67.
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 - 46 ppm
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.
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.
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 13-39 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Urtica dioica L. root -
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
Veronica persica Poir. leaf -
Sarker, S.D., Bright, C., Bartholomew, B., Watson, A.A., Nash, R.J. (2000). Calendin, tyrosol and two benzoic acid derivatives from Veronica persica (Scrophulariaceae). Biochem Syst Ecol, 28(8), 799-801 doi:10.1016/s0305-1978(99)00122-2