Phenethyl caffeate | 104594-70-9

Phenethyl caffeate Properties

Melting point	127-129℃
Boiling point	498.6±45.0 °C(Predicted)
Density	1.266±0.06 g/cm3(Predicted)
storage temp.	-20°C
solubility	Soluble in ethyl acetate at 50mg/ml. Soluble in DMSO and ethanol.
form	White to off-white solid
pka	8.46±0.20(Predicted)
color	off-white
biological source	synthetic
λmax	323nm(lit.)
Sensitive	Light Sensitive
Stability	Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
Cosmetics Ingredients Functions	ANTIOXIDANT
InChI	1S/C17H16O4/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13/h1-9,12,18-19H,10-11H2/b9-7+
InChIKey	SWUARLUWKZWEBQ-VQHVLOKHSA-N
SMILES	Oc1ccc(\C=C\C(=O)OCCc2ccccc2)cc1O
LogP	3.734 (est)
CAS DataBase Reference	104594-70-9(CAS DataBase Reference)
FDA UNII	G960R9S5SK
UNSPSC Code	12352200
NACRES	NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

P261-P280a-P304+P340-P305+P351+P338-P405-P501a

PPE

dust mask type N95 (US), Eyeshields, Gloves

Hazard Codes

Xi

Risk Statements

36/37/38-38-37-36

Safety Statements

26-36

WGK Germany

3

RTECS

UD3334375

HS Code

29182900

Storage Class

11 - Combustible Solids

NFPA 704

	0
2		0

Phenethyl caffeate price More Price(70)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	C8221	Caffeic acid phenethyl ester ≥97% (HPLC), powder	104594-70-9	1g	$702	2026-04-30	Buy
Sigma-Aldrich	211200	CAPE A cell-permeable active component of propolis from honeybee hives.	104594-70-9	25mg	$205	2026-04-30	Buy
TCI Chemical	P2088	Phenethyl Caffeate >98.0%(HPLC)	104594-70-9	25mg	$20	2026-04-30	Buy
TCI Chemical	P2088	Phenethyl Caffeate >98.0%(HPLC)	104594-70-9	250mg	$100	2026-04-30	Buy
Cayman Chemical	70750	Caffeic Acid phenylethyl ester ≥98%	104594-70-9	50mg	$69	2026-04-30	Buy

Product number	Packaging	Price	Buy
C8221	1g	$702	Buy
211200	25mg	$205	Buy
P2088	25mg	$20	Buy
P2088	250mg	$100	Buy
70750	50mg	$69	Buy

Phenethyl caffeate Chemical Properties, Uses, Production

Description

Phenylethyl caffeate is one of the allergens of propolis (bee glue); also contained in poplar-bud secretions.

Chemical Properties

Off-White Solid

Uses

Phenylethyl 3,4-dihydroxycinnamate is a potent and specific inhibitor of nuclear transcription factor, NF-κB, activation. It has been shown to significantly suppress the lipoxygenase pathway of arachidonic acid metabolism during inflammation. It inhibits HIV-1 integrase and also inhibits proliferation of transformed cells. It induces apoptosis in transformed fibroblasts, and interferes with EGF signal transduction affecting both protein kinase C and ornithine decarboxylase activity.

Uses

antineoplastic, antiinflammatory, immunomodulator, NFkB blocker

Uses

Cytotoxic agent against cancer cell lines. Inhibitor of ornithine decarboxylase and protein tyrosine kinase. Found to be a specific inhibitor of the nuclear transcription factor, NF-kB. It has also been shown to significantly suppress the lipoxygenase pathway of arachidonic acid metabolism during inflammation.

Definition

ChEBI: 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.

Biological Activity

Antioxidant, antimitogenic, anticarcinogenic, anti-inflammatory and antiviral. Specifically inhibits NF- κ B activation and inhibits the growth of transformed cells. Also suppresses lipid peroxidation and inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities.

Biochem/physiol Actions

CAPE exhibits several properties such as anticarcinogenic, immunomodulatory activities, antioxidant, antiviral, anti-inflammatory, hypoglycaemic effect, cardioprotective and inhibits gastric secretion. It also has an inhibitory effect on fibroblasts growth factor type 2 (FGF-2), a tumor growth factor in breast cancer.

Contact allergens

Capee is one of the allergens of propolis (bee glue). It is also contained in poplar bud secretions.

Anticancer Research

Caffeic acid (3,4-dihydroxycinnamic acid) phenethyl ester (CAPE) is a natural phenolcompound and an active component of propolis from honeybee hives. Torkiet al. (2017)investigated the effect of phosphatidylinositol 3-kinase/AKT/mammaliantarget of rapamycin (PI3K/Akt/mTOR) signaling pathway dual inhibitor, NVP-BEZ235,and CAPE on TNBC cell line (MDA-MB-231), stimulated withtransforming growth factor (TGF)-β1 for 14 days. CAPE in combination with NVP-BEZ235synergistically inhibited cell growth and reduced CXCR4 expression.Also, treatment of MDA-MB-231 cells with CAPE and NVP-BEZ235 time-dependentlyinhibited the expression of p-Forkhead Box O3a (FOXO3a). In a nutshell,these results indicate that tumour metastasis and progression in TNBC cellscan be effectively reduced through the concurrent use of NVP-BEZ235 and CAPE(Torki et al. 2017).

Synthesis

2-Propenoic acid, 3-[3,4-bis(acetyloxy)phenyl]-, 2-phenylethyl ester, (E)- (9CI)

118971-54-3

104594-70-9

To a solution of (E)-4-(3-oxo-3-phenylethoxyprop-1-enyl)-1,2-phenylene diacetate (474 mg, 1.29 mmol, 1 equiv) in anhydrous THF (15 mL) was added pyrrolidine (catalytic amount). After stirring for 30 min at room temperature, water (10 mL) was added and the reaction mixture was extracted with EtOAc (20 mL). The combined organic layers were washed sequentially with 1N HCl (7 x 20 mL) and brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford phenethyl 3-(3,4-dihydroxyphenyl)acrylate (CAPE 3) as a yellow powder (36.7 mg, 75% yield). The melting point of the product was 125.5 °C. TLC showed Rf = 0.75 (silica gel plate, 40% EtOAc/cyclohexane as unfolding agent).1H NMR (400 MHz, acetone-d6) δ 8.36 (br s, 1H), 8.08 (br s, 1H), 7.60 (d, J = 15.0 Hz, 1H), 7.40 (dd, J = 9.0, 2.0 Hz, 1H), 7.35-7.28 (m, 5H), 7.25 (d, J = 2.0 Hz, 1H), 7.20 (d, J = 9.0 Hz, 1H), 6.30 (d, J = 15.0 Hz, 1H), 4.35 (t, J = 7.0 Hz, 2H), 2.90 (t, J = 7.0 Hz, 2H).13C NMR (101 MHz, acetone-d6) δ 167.4, 148.9, 148.4, 145.9, 139.4, 129.9, 129.4, 127.7, 127.3, 122.6, 116.5, 115.6, 115.3, 65.4, 35.9.

storage

Store at -20°C

References

[1] G.F. SUD’INA. Caffeic acid phenethyl ester as a lipoxygenase inhibitor with antioxidant properties[J]. FEBS Letters, 1993, 329 1: Pages 21-24. DOI:10.1016/0014-5793(93)80184-v
[2] K NATARAJAN. Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-kappa B.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1996, 93 17: 9090-9095. DOI:10.1073/pnas.93.17.9090
[3] C CHIAO. Apoptosis and altered redox state induced by caffeic acid phenethyl ester (CAPE) in transformed rat fibroblast cells.[J]. Cancer research, 1995, 55 16: 3576-3583.
[4] Z ORBAN. Caffeic acid phenethyl ester induces leukocyte apoptosis, modulates nuclear factor-kappa B and suppresses acute inflammation.[J]. Neuroimmunomodulation, 2000, 7 2: 99-105. DOI:10.1159/000026427

Phenethyl caffeate Preparation Products And Raw materials

Raw materials

Protocatechualdehyde Phenethyl alcohol 2-Propenoic acid, 3-[3,4-bis(acetyloxy)phenyl]-, 2-phenylethyl ester, (E)- (9CI) Caffeic acid 3-Oxo-3-(2-phenylethoxy)propanoic acid

Pyrrolidine Tetrahydrofuran

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Preparation Products

Phenethyl caffeate Suppliers

Global Suppliers ( 472)

Supplier	Tel	Email	Country	ProdList	Advantage
future industrial shanghai co., ltd	400-0066400 13621662912	sales@jonln.com	China	1989	65
Weiyuan Biotechnology (Pingdingshan) Co., Ltd.	13703782753 18738962810	xfx@iwysw.com	China	66	62
Hebei Chenguang Tianrun Pharma Co., Ltd.	0310-2816865 15175172220	hbcgtr@126.com	China	13	58
Shandong Shenganbei New Energy Co. , Ltd. . Nanjing branch	18761883648	sab202211@163.com	China	1672	58
Beijing Ditai Pharmaceutical Technology Co., Ltd.	010-13810111756 13810111756	1601345388@qq.com	China	300	58
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
INTATRADE GmbH	+49 3493/605464	sales@intatrade.de	Germany	3563	66
3B Pharmachem (Wuhan) International Co.,Ltd.	18930552037	3bsc@sina.com	China	15813	69
Chembest Research Laboratories Limited	021-20908456	sales@BioChemBest.com	China	5996	61
TCI (Shanghai) Development Co., Ltd.	021-67121386	Sales-CN@TCIchemicals.com	China	24512	81

Supplier	Advantage
future industrial shanghai co., ltd	65
Weiyuan Biotechnology (Pingdingshan) Co., Ltd.	62
Hebei Chenguang Tianrun Pharma Co., Ltd.	58
Shandong Shenganbei New Energy Co. , Ltd. . Nanjing branch	58
Beijing Ditai Pharmaceutical Technology Co., Ltd.	58
J & K SCIENTIFIC LTD.	76
INTATRADE GmbH	66
3B Pharmachem (Wuhan) International Co.,Ltd.	69
Chembest Research Laboratories Limited	61
TCI (Shanghai) Development Co., Ltd.	81

View Latest Price from Phenethyl caffeate manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-09-17	Phenethyl caffeate 104594-70-9		1kg	99%	100KGS	WUHAN FORTUNA CHEMICAL CO., LTD
2026-09-11	Phenethyl caffeate 104594-70-9	$10.00	1kg	99%	10000	Changsha Staherb Natural Ingredients Co., Ltd.
2026-09-11	Phenethyl caffeate; Propolis extract 104594-70-9		1kg	≥98% HPLC	1000kg	Changsha Staherb Natural Ingredients Co., Ltd.

Phenethyl caffeate
104594-70-9
99%
WUHAN FORTUNA CHEMICAL CO., LTD

Phenethyl caffeate
104594-70-9
$10.00
99%
Changsha Staherb Natural Ingredients Co., Ltd.

Phenethyl caffeate; Propolis extract
104594-70-9
$0.00
≥98% HPLC
Changsha Staherb Natural Ingredients Co., Ltd.

Phenethyl caffeate Spectrum

Phenethyl caffeate(104594-70-9)¹HNMR

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Caffeic Acid 2-Phenylethyl Ester CAFFEIC ACID PHENETHYLESTER (CAPE) CAPE,PhenethylCaffeate CAFFEIC ACID PHENETHYL ESTER(CAPE)(P) KAFFEESUREPHENYLETHYLESTER CAFFEICACIDPHENYLETHERESTER 3-(3,4-Dihydroxyphenyl)-2-propenoic acid 2-phenylethyl ester Cafestol Acid Phenethyl Ester 3,4 - Caffeic Acid Phenethyl Ester Phenethyl 3-(3,4-dihydroxyphenyl)acrylate Propolis powder extract Caffeic acid phenylethyl ester (Phenethyl caffeate) Thecaffeic acid phenethyl ester (E)-phenethyl 3-(3,4-dihydroxyphenyl)acrylate PHENETHYL CAFFEATE (CAPE) 2-Propenoic acid,3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester Caffeic acid phenethyl ester, >=98% Caffeic acid phenethyl CAPE (Caffeic Acid Phenethylester) Affeic acid phenethyl ester Phenethyl 3-(3,4-dihydroxyphenyl) PHENYLETHYL CAFFEATE PHENETHYL 3,4-DIHYDROXYCINNAMATE PHENETHYL CAFFEATE (E)-3-(3,4-DIHYDROXYPHENYL)-2-PROPENOIC ACID, 2-PHENYLETHYL ESTER 2-phenylethyl3-(3,4-dihydroxyphenyl)-2-propenoate 3-(3,4-dihydroxyphenyl)-2-propenoicaci2-phenylethylester beta-phenylethylcaffeate Phenylethy caffeate Caffeic acid phenethyl ester, 99%, a protein tyrosine kinase and ornithine decarboxylase inhibitor 2-Phenyethyl caffeate (E)-3-(3,4-dihydroxyphenyl)-2-propenoic acid (phenylmethyl) ester PhenethylCaffeate> 3,4-Dihydroxycinnamic Acid Phenethyl Ester Caffeic acid pheneth 2-phenylethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate Caffeic Acid Phenethyl Ester(Phenethyl Caffeate) 2-Phenylethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate Caffeic Acid Phenethyl Ester, 10 mM in DMSO Caffeic Acid Phenethyl Ester (Standard) CAFFEIC ACID PHENYLETHYL ESTER CAFFEIC ACID PHENETHYL ESTER 104594-70-9 15610-29-2 Gene Regulation and Expression Gene Regulation BioChemical Cell Signaling and Neuroscience Cell Biology HIV/AIDS/Related Products Apoptosis Inducers Miscellaneous Natural Products Inhibitors Tyrosine Kinase Inhibitors Cytokine signaling 104594-70-9