66648-44-0
Chemical Structure
N-Feruloyloctopamine
Synonym(s): N-trans-Feruloyloctopamine
- CAS No.: 66648-44-0
- Formula:C18H19NO5
- Molecular Weight:329.35
IUPAC Name: (E)-N-(2-hydroxy-2-(4-hydroxyphenyl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide
InChIKey: VJSCHQMOTSXAKB-YCRREMRBSA-N
SMILES: O=C(NCC(O)C1=CC=C(O)C=C1)/C=C/C2=CC=C(O)C(OC)=C2
Biological Activity: N-trans-feruloyloctopamine is a natural hydroxycinnamic acid amide compound derived from garlic outer skin, possessing tyrosinase inhibition, FGF2 inhibition, anti-melanogenic, and anti-tumor activities. N-trans-feruloyloctopamine inhibits tyrosinase activity and downregulates tyrosinase mRNA and protein expression (IC50 = 5.3 μM), and inhibits melanogenesis in α-MSH-stimulated B16F10 cells. N-trans-feruloyloctopamine inhibits Akt and p38 MAPK phosphorylation, binds to E-cadherin to block EMT, reduces Slug, inhibits hepatocellular carcinoma invasion, and induces hepatocellular carcinoma cell apoptosis. N-trans-feruloyloctopamine can be used in research related to hepatocellular carcinoma, pigmentation disorders, and UVB-induced skin damage[1][2][3][4].
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N-Feruloyloctopamine | 99.91% | N-trans-feruloyloctopamine is a natural hydroxycinnamic acid amide compound derived from garlic outer skin, possessing tyrosinase inhibition, FGF2 inhibition, anti-melanogenic, and anti-tumor activities. N-trans-feruloyloctopamine inhibits tyrosinase activity and downregulates tyrosinase mRNA and protein expression (IC50 = 5.3 μM), and inhibits melanogenesis in α-MSH-stimulated B16F10 cells. N-trans-feruloyloctopamine inhibits Akt and p38 MAPK phosphorylation, binds to E-cadherin to block EMT, reduces Slug, inhibits hepatocellular carcinoma invasion, and induces hepatocellular carcinoma cell apoptosis. N-trans-feruloyloctopamine can be used in research related to hepatocellular carcinoma, pigmentation disorders, and UVB-induced skin damage. | ||||||||||||||||||||
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References
- [1]. Bai ZT, et al. Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells. Bioorganic & medicinal chemistry letters. 2017 Feb 15;27(4):989-993. [Content Brief]
- [2]. Ma B, et al. N--Feruloyloctopamine Wakes Up BBC3, DDIT3, CDKN1A, and NOXA Signals to Accelerate HCC Cell Apoptosis. Analytical cellular pathology (Amsterdam). 2021;2021:1560307. [Content Brief]
- [3]. Wu Y, et al. Effect of the tyrosinase inhibitor (S)-N-trans-feruloyloctopamine from garlic skin on tyrosinase gene expression and melanine accumulation in melanoma cells. Bioorganic & medicinal chemistry letters. 2015 Apr 01;25(7):1476-8.
- [4]. Li B, et al. A Novel FGF2-Targeted Inhibitor (N-trans-feruloyloctopamine) Suppresses UVB-Induced Skin Damage and Hyperpigmentation. Advanced healthcare materials. 2026 Mar;15(9):e02250.
