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(E)-Caffeic acid phenethyl ester

(E)-Caffeic acid phenethyl ester structure

(E)-Caffeic acid phenethyl ester 

structure
  • CAS No:

    115610-29-2

  • Formula:

    C17H16O4

  • Chemical Name:

    (E)-Caffeic acid phenethyl ester

  • Synonyms:

    2-Propenoic acid,3-(3,4-dihydroxyphenyl)-,2-phenylethyl ester,(2E)-;2-Propenoic acid,3-(3,4-dihydroxyphenyl)-,2-phenylethyl ester,(E)-;(E)-Caffeic acid phenethyl ester;Phenethyl (E)-caffeate;1208233-07-1

  • Categories:

    Cosmetic Ingredient  >  Antioxidant Ingredient

Description

Phenethyl caffeate is an alkyl caffeate ester in which 2-phenylethyl is the alkyl component. It has a role as an antineoplastic agent, an anti-inflammatory agent, an immunomodulator, a metabolite, an antioxidant, a neuroprotective agent, an antiviral agent and an antibacterial agent.|Caffeic Acid Phenethyl Ester is the phenethyl alcohol ester of caffeic acid and a bioactive component of honeybee hive propolis, with antineoplastic, cytoprotective and immunomodulating activities. Upon administration, caffeic acid phenethyl ester (CAPE) inhibits the activation of nuclear transcription factor NF-kappa B and may suppress p70S6K and Akt-driven signaling pathways. In addition, CAPE inhibits PDGF-induced proliferation of vascular smooth muscle cells through the activation of p38 mitogen-activated protein kinase (MAPK) and hypoxia-inducible factor (HIF)-1alpha and subsequent induction of heme oxygenase-1 (HO-1).

(E)-Caffeic acid phenethyl ester Basic Attributes

284.31

284.10485899

G960R9S5SK

DTXSID8040987

C63756

Safety Information

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 130 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

caffeic acid phenethyl ester

Computed Properties

Molecular Weight:284.31
XLogP3:4.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:284.10485899
Monoisotopic Mass:284.10485899
Topological Polar Surface Area:66.8
Heavy Atom Count:21
Complexity:347
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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