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Phenethyl caffeate

CAS：104594-70-9
MW:284.30654
MF：C17H16O4

Phenethyl caffeate, with the chemical formula C17H16O4 and CAS registry number 104594-70-9, is a compound known for its potential health benefits. This compound is a derivative of caffeic acid and is commonly found in various plants, including fruits, vegetables, and herbs. Phenethyl caffeate has been studied for its antioxidant and anti-inflammatory properties, which may contribute to its potential therapeutic effects. Research suggests that this compound may have anticancer, neuroprotective, and cardioprotective activities. Additionally, phenethyl caffeate has been investigated for its potential role in the prevention and treatment of various diseases, including diabetes, obesity, and cardiovascular disorders. Further studies are needed to fully understand the mechanisms of action and potential applications of phenethyl caffeate. Overall, this compound shows promise as a natural bioactive compound with potential health benefits.

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Names and ldentifier
Properties
Use and Manufacturing
Msds
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Phenethyl caffeate

1.2 Synonyms: 2-Phenyethyl caffeate; 2-Phenylethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate; 2-phenylethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate; 2-Phenylethyl caffeate; 2-Phenylethyl caffeoate; 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester, (2E)-; 2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester, (E)-; 3-(3,4-Dihydroxyphenyl)-2-propenoic acid 2-phenylethyl ester; 3,4-Dihydroxycinnamic Acid Phenethyl Ester; Cafestol Acid Phenethyl Ester; Caffeic Acid 2-Phenylethyl Ester; Caffeic acid phenethyl ester; CAFFEIC ACID PHENETHYL ESTER(CAPE)(P); CAFFEIC ACID PHENETHYLESTER (CAPE); Caffeic Acid phenylethyl ester; CAFFEICACIDPHENYLETHERESTER; CAPE; CAPE,PhenethylCaffeate; KAFFEESUREPHENYLETHYLESTER; MFCD00866470; Phenethyl 3-(3,4-dihydroxyphenyl)acrylate; Phenethyl 3,4-Dihydroxycinnamate; Phenylethyl caffeate;

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1.3 CAS No.: 104594-70-9

1.4 CID: 5281787

1.5 EINECS: 1592732-453-0

1.6 Molecular Formula: C17H16O4

1.7 Inchi: 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+

1.8 InChkey: SWUARLUWKZWEBQ-VQHVLOKHSA-N

1.9 Canonical Smiles: C1=CC=C(C=C1)CCOC(=O)C=CC2=CC(=C(C=C2)O)O

1.10 Isomers Smiles: C1=CC=C(C=C1)CCOC(=O)/C=C/C2=CC(=C(C=C2)O)O

2. Properties

2.1 Solubility: Soluble in ethyl acetate at 50mg/ml. Soluble in DMSO and ethanol.

2.2 Λmax: 323nm(lit.)

2.3 Appearance: Colorless transparent liquid

2.4 Storage: Store at -20°C. Light Sensitive.

2.5 Chemical Properties: Off-White Solid

2.6 Color/Form: Powder

2.7 Contact Allergens: Capee is one of the allergens of propolis (bee glue). Itis also contained in poplar bud secretions.

2.8 pKa: 8.46±0.20(Predicted)

2.9 Water Solubility: Soluble in ethyl acetate at 50mg/ml. Soluble in DMSO and ethanol

2.10 StorageTemp: <0°C

3. Use and Manufacturing

3.1 Description

Phenethyl caffeate, with the chemical formula C20H18O4, has the CAS number 104594-70-9. It is a chemical compound that belongs to the class of phenethyl esters. Phenethyl caffeate appears as a white crystalline powder with no distinct odor. Its basic structure consists of a phenethyl group attached to a caffeic acid molecule. This compound is sparingly soluble in water. Safety information regarding Phenethyl caffeate is not available at the moment.

Applicable Fields

Phenethyl caffeate is used in the field of skincare. Its purpose in this field involves its antioxidant and anti-inflammatory properties. The mechanism of action in skincare involves the reduction of oxidative stress and inflammation, which can help improve skin health and appearance.

Storage

ConditionsStore in a cool and dry place.

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3.2 Usage: antineoplastic, antiinflammatory, immunomodulator, NFkB blocker

4. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area.
Response	P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.
Storage	P403+P233 Store in a well-ventilated place. Keep container tightly closed. P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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5. Synthesis Route

104594-70-9Total: 9 Synthesis Route

60-12-8 223 Suppliers

104594-70-9 150 Suppliers

331-39-5 281 Suppliers

104594-70-9 150 Suppliers

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6. Precursor and Product

precursor:

92778-42-2

118971-54-3

88623-81-8

77201-71-9

331-39-5

60-12-8

848598-50-5

139-85-5

103-63-9

7. Computed Properties

Molecular Weight：284.30654g/mol
Molecular Formula：C₁₇H₁₆O₄
Compound Is Canonicalized：True
XLogP3-AA：284.10485899
Monoisotopic Mass：284.10485899
Complexity：347
Rotatable Bond Count：6
Hydrogen Bond Donor Count：2
Hydrogen Bond Acceptor Count：4
Topological Polar Surface Area：66.8
Heavy Atom Count：：21
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：1
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADceB4OAAAAAAAAAAAAAAAAAAAAAAAAAAwYAAAAAAAAAABQAAAGgAACAAADASgmAIwDoAABgCIAiDSCAACAAAgIAAIiAAGiMgJJiKCMRKCcAEkwBEJuYeAwLAOIAABAAAAQABAAAIAAACAAAAAAAAAAA==

8.Other Information

Chemical Properties: Off-White Solid

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.

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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.

Usage: 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.

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9. Toltal 127 Suppliers View more

Hebei Yanxi Chemical Co.,Ltd

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Tel: Update Time:2024/11/14

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Factory Supply phenethyl caffeate CAS 104594-70-9

Hebei Crovell Biotech Co. Ltd

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Tel: Update Time:2024/11/15

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Phenethyl 3-(3,4-dihydroxyphenyl)acrylate

Baoji Guokang Healthchem co.,ltd

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Tel: Update Time:2024/11/15

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Good quality Phenethyl caffeate CAS 104594-70-9 with factory price

Wuhan Fortuna Chemical Co., Ltd.

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Tel: Update Time:2024/08/08

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Factory Supply Caffeic acid phenethyl ester

Amitychem Corporation

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Tel: Update Time:2023/06/28

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10. Related Questions

: What are the applications of Phenethyl caffeate?Introduction Phenethyl caffeate (caffeic acid phenethyl ester, CAPE) is a natural phenolic compound and the main active ingredient in propolis. The mass fraction of Phenethyl caffeate in propolis prod..

11. Realated Product Infomation