Caffeic acid

• Catalog No.: Bio-0266
• CAS Number: 331-39-5
• M. F.: C9H8O4
• M. W.: 180.15742

SYNONYMS

• IUPAC name: (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
• IUPAC Traditional name: (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
• Synonyms: 3,4-Dihydroxycinnamic acid

DATABASE IDS

• CAS Number: 331-39-5

PROPERTIES

• Mechanism of Action: Carcinogenic inhibitor
• Application(s): Antineoplastic agent
• Application(s): Anti-HIV
• Application(s): Choleretic and hepatotropic activity
• Application(s): Antioxidant
• Biological Source: Widespread in plants, free and as glycosides. Found by Bate-Smith in 66% of investigated dicotyledonous and 50% of investigated monocotyledonous plant spp.

REFERENCES

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 184B; 184D, (ir)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 1057C; 1058B, (nmr)
• Hermann, F.X., Pharmazie, 1956, 11, 433, (rev)
• Bate-Smith, E.C., Sci. Proc. R. Dublin Soc., 1956, 27, 165, (occur)
• Dewick, P.M. et al., Chem. Comm., 1968, 673, (biosynth)
• Swain, T. et al., Phytochemistry, 1970, 9, 2115, (biosynth)
• Achenbach, H. et al., Chem. Ber., 1971, 104, 1468, (isol, deriv)
• Karrer, W. et al., Konstitution und Vorkommen der Organischen Pflanzenstoffe, 2nd edn., Birkhuser Verlag, Basel, 1972, no. 957
• Bowden, B.F. et al., Aust. J. Chem., 1975, 28, 91, (derivs)
• Kelley, C.J. et al., J.O.C., 1976, 41, 449, (cmr)
• de Silva, S.O. et al., Can. J. Chem., 1979, 57, 1598, (synth, deriv)
• Garcia-Granda, S. et al., Acta Cryst. C, 1987, 43, 683, (cryst struct)
• Stuart, J.G. et al., J. Het. Chem., 1987, 24, 1589, (synth, ir, pmr, deriv)
• Kreis, W., Antiviral Res., 1990, 14, 323, (anti-HIV activity)
• Saha, M.M. et al., Phytochemistry, 1991, 30, 3834, (isol, esters)
• IARC Monog., 1993, 56, 115, (Caffeic acid, rev, tox)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, CAK375