Clovamide

Modify Date: 2024-01-04 10:53:39

Clovamide Structure
Clovamide structure
Common Name Clovamide
CAS Number 53755-02-5 Molecular Weight 359.33
Density 1.5±0.1 g/cm3 Boiling Point 777.0±60.0 °C at 760 mmHg
Molecular Formula C18H17NO7 Melting Point N/A
MSDS N/A Flash Point 423.7±32.9 °C

 Use of Clovamide


Clovamide (trans-Clovamide), a natural phenolic compound, is a potent antioxidant. Clovamide is an excellent ROS and oxygen radical scavenger. Clovamide also has anti-inflammatory and neuroprotective effects[1][2]. Clovamide is an anti-microbial with activity against the human pathogens influenza A subtype H5N1, Trypanosoma evansi, and Heliobacter pylori[3].

 Names

Name 3-(3,4-dihydroxy-phenyl)-2-[3-(3,4-dihydroxy-phenyl)-acryloylamino]propionic acid
Synonym More Synonyms

 Clovamide Biological Activity

Description Clovamide (trans-Clovamide), a natural phenolic compound, is a potent antioxidant. Clovamide is an excellent ROS and oxygen radical scavenger. Clovamide also has anti-inflammatory and neuroprotective effects[1][2]. Clovamide is an anti-microbial with activity against the human pathogens influenza A subtype H5N1, Trypanosoma evansi, and Heliobacter pylori[3].
Related Catalog
In Vitro Clovamide is able to protect neurons from injury in three in vitro models of neuronal death: oxidative stress, excitotoxicity and OGD/reoxygenation. In SH-SY5Y human neuroblastoma cells, Clovamide (10-100 µM) significantly protects cell death, with an EC50 value of 3.6 µM. Clovamide also significantly enhances PPARγ expression[2]. Clovamide inhibits growth of three pathogens of cacao in the genus Phytophthora, is a substrate for cacao polyphenol oxidase, and is a contributor to enzymatic browning. Clovamide inhibiteds proteinase and pectinase in vitro[3].
References

[1]. Naike Ye, et al. Antioxidant studies by hydrodynamic voltammetry and DFT, quantitative analyses by HPLC-DAD of clovamide, a natural phenolic compound found in Theobroma Cacao L. beans. Food Chem. 2021 Mar 30;341(Pt 2):128260.

[2]. S Fallarini, et al. Clovamide and rosmarinic acid induce neuroprotective effects in in vitro models of neuronal death. Br J Pharmacol. 2009 Jul;157(6):1072-84.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 777.0±60.0 °C at 760 mmHg
Molecular Formula C18H17NO7
Molecular Weight 359.33
Flash Point 423.7±32.9 °C
Exact Mass 359.100494
PSA 147.32000
LogP 0.84
Vapour Pressure 0.0±2.8 mmHg at 25°C
Index of Refraction 1.723

 Synonyms

clovamide
(-)-N-[3',4'-dihydroxy-(E)-cinnamoyl]-3-hydroxy-L-tyrosine
3-(3,4-dihydroxy-phenyl)-(S)-2-[3-trans-(3,4-dihydroxy-phenyl)-acryloylamino]-propionic acid
L-Tyrosine, N-[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]-3-hydroxy-
N-[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]-3-hydroxy-L-tyrosine
N-(3',4'-DIHYDROXY-(E)-CINNAMOYL)-3-HYDROXY-L-TYROSINE
N-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-3-hydroxy-L-tyrosine
caffeoyl L-DOPA
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