Phenethyl caffeate
- CAS No.
- 104594-70-9
- Chemical Name:
- Phenethyl caffeate
- Synonyms
- CAFFEIC ACID PHENETHYL ESTER;CAFFEIC ACID PHENYLETHYL ESTER;PHENETHYL CAFFEATE;Phenylethy caffeate;PHENYLETHYL CAFFEATE;PhenethylCaffeate>Caffeic acid pheneth;2-Phenyethyl caffeate;CAPE,PhenethylCaffeate;Caffeic acid phenethyl
- CBNumber:
- CB2438898
- Molecular Formula:
- C17H16O4
- Molecular Weight:
- 284.31
- MDL Number:
- MFCD00866470
- MOL File:
- 104594-70-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Caffeic acid phenethyl ester ≥97% (HPLC), powder | C8221 | 1g | $702 |
| CAPE A cell-permeable active component of propolis from honeybee hives. | 211200 | 25mg | $205 |
| Phenethyl Caffeate >98.0%(HPLC) | P2088 | 25mg | $20 |
| Phenethyl Caffeate >98.0%(HPLC) | P2088 | 250mg | $100 |
| Caffeic Acid phenylethyl ester ≥98% | 70750 | 50mg | $69 |
| More product size | |||
| 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 |
|
Phenethyl caffeate price More Price(64)
| 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 |
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)](/CAS/20210305/GIF/118971-54-3.gif)
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Chuanghai Biotechnology Co., Ltd | +8615350571055 | Sibel@chuanghaibio.com | China | 8738 | 58 |
| Hubei Langyou International Trading Co., Ltd | +86-12345678900 +86-18874586545 | linda@xrdchem.cn | China | 196 | 58 |
| Dingwang Technology (Wuhan) Co., Ltd. | +undefined-27-2786652399 +undefined13627115097 | market02@senwayer.com | China | 887 | 58 |
| Henan Bao Enluo International TradeCo.，LTD | +86-17331933971 | deasea125996@gmail.com | China | 2472 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20122 | 58 |
| Hebei Zhuanglai Chemical Trading Co Ltd | +86-16264648883 | niki@zlchemi.com | China | 7245 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21588 | 55 |
| Nanjing Finetech Chemical Co., Ltd. | 025-85710122 17714198479 | sales@fine-chemtech.com | CHINA | 885 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418679 +8618949832763 | info@tnjchem.com | China | 2988 | 55 |
View Lastest Price from Phenethyl caffeate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-05-29 | Phenethyl caffeate
104594-70-9
|
1kg | 99% | 100KGS | WUHAN FORTUNA CHEMICAL CO., LTD | ||
 |
2026-05-29 | Phenethyl caffeate
104594-70-9
|
$10.00 | 1kg | 99% | 10000 | Changsha Staherb Natural Ingredients Co., Ltd. | |
 |
2026-05-29 | 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.
