A hydroxycinnamic acid with diverse biological activities
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N-trans-Caffeoyltyramine

Item No. 40340

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-propenamide
CAS Number
103188-48-3
Synonyms
  • trans-N-Caffeoyltyramine
  • NCT
  • TNC
  • Typheramide
Molecular Formula
C17H17NO4
Formula Weight
299.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
OC(C=C1)=CC=C1CCNC(/C=C/C2=CC(O)=C(C=C2)O)=O
InChi Code
InChI=1S/C17H17NO4/c19-14-5-1-12(2-6-14)9-10-18-17(22)8-4-13-3-7-15(20)16(21)11-13/h1-8,11,19-21H,9-10H2,(H,18,22)/b8-4+
InChi Key
VSHUQLRHTJOKTA-XBXARRHUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    Cayman Chemical
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    Product Description

    N-trans-Caffeoyltyramine is a hydroxycinnamic acid that has been found in C. sativa and has diverse biological activities.1,2,3 It decreases hydrogen peroxide-induced lactate dehydrogenase (LDH) release, production of reactive oxygen species (ROS), and apoptosis in PC12 cells when used at concentrations ranging from 5 to 40 µM.1 N-trans-Caffeoyltyramine (50 µM) reduces tyrosinase activity and melanogenesis induced by the peptide hormone α-MSH (Item No. 29923) in B16/F10 cells.2 In vivo, N-trans-caffeoyltyramine (200 mg/kg) induces intestinal expression of the gene encoding the nuclear transcription factor hepatic nuclear factor 4α (HNF4α) and increases the number of intestinal Paneth cells, a marker of intestinal barrier function, in a mouse model of high-fat diet-induced obesity.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Olatunji, O.J., Chen, H., and Zhou, Y. Neuroprotective effect of trans-N-caffeoyltyramine from Lycium chinense against H2O2 induced cytotoxicity in PC12 cells by attenuating oxidative stress. Biomed. Pharmacother. 93, 895-902 (2017).

    2. Kim, J.K., Heo, H.-Y., Park, S., et al. Characterization of phenethyl cinnamamide compounds from hemp seed and determination of their melanogenesis inhibitory activity. ACS Omega 6(47), 31945-31954 (2021).

    3. Lee, S.-H., Veeriah, V., and Levine, F. A potent HNF4α agonist reveals that HNF4α controls genes important in inflammatory bowel disease and Paneth cells. PLoS One 17(4), e0266066 (2022).