trans-caffeic acid
trans-caffeic acid Basic information
- Product Name:
- trans-caffeic acid
- Synonyms:
-
- TIMTEC-BB SBB006475
- RARECHEM BK HC T335
- LABOTEST-BB LT00233168
- AKOS B004050
- 3-(3,4-DIHYDROXYPHENYL)-2-PROPENOIC ACID
- 3-(3,4-DIHYDROXYPHENYL)ACRYLIC ACID
- (E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
- 3,4-Dihydroxy-trans-cinnamate
- CAS:
- 501-16-6
- MF:
- C9H8O4
- MW:
- 180.16
- EINECS:
- 689-473-8
- Mol File:
- 501-16-6.mol
trans-caffeic acid Chemical Properties
- Melting point:
- 211-213 °C (dec.)(lit.)
- Boiling point:
- 416.8±35.0 °C(Predicted)
- Density
- 1.478±0.06 g/cm3(Predicted)
- solubility
- ethanol: 50 mg/mL
- form
- powder
- pka
- 4.58±0.10(Predicted)
- color
- yellow to tan
- BRN
- 1954563
- LogP
- 1.420 (est)
- CAS DataBase Reference
- 501-16-6(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 36/37/38-40-63-68-36
- Safety Statements
- 26-36/37/39-36/37
- WGK Germany
- 3
- RTECS
- GD8950000
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
trans-caffeic acid Usage And Synthesis
Uses
trans-Caffeic Acid is a useful synthetic intermediate. It was used as a reactant to synthesize N-caffeoylphenalkylamide derivatives as bacterial efflux pump inhibitors. It is also used to prepare caffeic acid phenethyl ester analogs with antitumor structures.
Chemical Properties
Pale yellow crystalline powder
Uses
trans-Caffeic Acid is a useful synthetic intermediate. It was used as a reactant to synthesize N-caffeoylphenalkylamide derivatives as bacterial efflux pump inhibitors. It is also used to prepare caffeic acid phenethyl ester analogs with antitumor structures.
Definition
ChEBI: Caffeic acid is a hydroxycinnamic acid that is cinnamic acid in which the phenyl ring is substituted by hydroxy groups at positions 3 and 4. It exists in cis and trans forms; the latter is the more common. It has a role as a plant metabolite, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor, an antioxidant and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a hydroxycinnamic acid and a member of catechols.
General Description
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
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