A caffeic acid ester with anticancer activity
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Phenylethyl 3-methylcaffeate

Item No. 39152

Technical Information
Formal Name
3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid, 2-phenylethyl ester
CAS Number
71835-85-3
Synonyms
  • NSC 666255
  • NSC 671193
  • Phenethyl Ferulate
  • 2-Phenylethyl Ferulate
  • β-Phenethyl Ferulate
Molecular Formula
C18H18O4
Formula Weight
Purity
≥98%
A solid
Acetonitrile: SolubleMethanol: Soluble
SMILES
O=C(C=CC1=CC=C(C(OC)=C1)O)OCCC2=CC=CC=C2
InChi Code
InChI=1S/C18H18O4/c1-21-17-13-15(7-9-16(17)19)8-10-18(20)22-12-11-14-5-3-2-4-6-14/h2-10,13,19H,11-12H2,1H3
InChi Key
CZQNYPBIOHVQQN-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Phenylethyl 3-methylcaffeate is a caffeic acid ester that has been found in propolis, a resin produced by honeybees, and has anticancer activity.1,2 Dietary administration of phenylethyl 3-methylcaffeate (750 ppm) reduces the incidence of both invasive and non-invasive colonic adenocarcinomas and the activity of colonic mucosal and tumor phosphatidylinositol-specific phospholipase C (PI-PLC) in a rat model of azoxymethane-induced carcinogenesis.1 It also increases intratumoral apoptosis in a rat model of azoxymethane-induced carcinogenesis.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rao, C.V., Desai, D., Rivenson, A., et alChemoprevention of colon carcinogenesis by phenylethyl-3-methylcaffeate. Cancer Res. 55(11), 2310-2315 (1995).

    2. Samaha, H.S., Kelloff, G.J., Steele, V., et alModulation of apoptosis by sulindac, curcumin, phenylethyl-3-methylcaffeate, and 6-phenylhexyl isothiocyanate: apoptotic index as a biomarker in colon cancer chemoprevention and promotion. Cancer Res. 57(7), 1301-1305 (1997).