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Phenethyl caffeate

Product Name
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
Formula Weight
284.31
MOL File
104594-70-9.mol
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Phenethyl caffeate Property

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
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.
InChIKey
SWUARLUWKZWEBQ-VQHVLOKHSA-N
LogP
3.734 (est)
CAS DataBase Reference
104594-70-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-38-37-36
Safety Statements 
26-36
WGK Germany 
3
RTECS 
UD3334375
HS Code 
29182900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C8221
Product name
Caffeic acid phenethyl ester
Purity
≥97% (HPLC), powder
Packaging
1g
Price
$637
Updated
2024/03/01
Sigma-Aldrich
Product number
211200
Product name
CAPE
Purity
A cell-permeable active component of propolis from honeybee hives.
Packaging
25mg
Price
$187
Updated
2024/03/01
TCI Chemical
Product number
P2088
Product name
Phenethyl Caffeate
Purity
>98.0%(HPLC)
Packaging
25mg
Price
$24
Updated
2024/03/01
TCI Chemical
Product number
P2088
Product name
Phenethyl Caffeate
Purity
>98.0%(HPLC)
Packaging
250mg
Price
$118
Updated
2024/03/01
Alfa Aesar
Product number
J61386
Product name
Phenylethyl 3,4-dihydroxycinnamate, 99+%
Packaging
250mg
Price
$120.65
Updated
2024/03/01
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Phenethyl caffeate Chemical Properties,Usage,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.

Contact allergens

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

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.

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).

storage

Store at -20°C

References

1) Sudine et al. (1993) Caffeic acid phenethyl ester as a lipoxygenase inhibitor with antioxidant properties. FEBS Lett. 21 329 2) Natarajan et al. (1996) Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-kappa B. Proc. Natl. Acad. Sci. USA 93 9090 3) Chiao et al. (1995). Apoptosis and altered redox state induced by caffeic acid phenethyl ester (CAPE) in transformed rat fibroblast cells; Cancer Res. 55 3576 4) Orban et.al. (2000), Caffeic acid phenethyl ester induces leukocyte apoptosis, modulates nuclear factor-kappa B and suppresses acute inflammation; Neuroimmunomodulation, 7 99

Phenethyl caffeate Preparation Products And Raw materials

Raw materials

Preparation Products

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Phenethyl caffeate Suppliers

future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
Advantage
65
Henan Wei Yuan Biotechnology Co., Ltd.
Tel
0371-27990887 13703782753
Fax
0371-27536887
Email
xfx@iwysw.com
Country
China
ProdList
67
Advantage
62
Hebei Chenguang Tianrun Pharma Co., Ltd.
Tel
0310-2816865 15175172220
Email
hbcgtr@126.com
Country
China
ProdList
12
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9414
Advantage
66
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View Lastest Price from Phenethyl caffeate manufacturers

Changsha Staherb Natural Ingredients Co., Ltd.
Product
Phenethyl caffeate; Propolis extract 104594-70-9
Price
US $0.00/kg
Min. Order
1kg
Purity
≥98% HPLC
Supply Ability
1000kg
Release date
2022-09-20
Baoji Guokang Bio-Technology Co., Ltd.
Product
Phenethyl caffeate 104594-70-9
Price
US $952.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2021-06-22
Hebei Weibang Biotechnology Co., Ltd
Product
Phenethyl caffeate 104594-70-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-10-25

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