Clovamide

Modify Date: 2025-08-25 12:47:02

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
InChIKey GPZFXSWMDFBRGS-UXONFWTHSA-N
SMILES O=C(C=Cc1ccc(O)c(O)c1)NC(Cc1ccc(O)c(O)c1)C(=O)O

 ClovamideBioassay

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Name: Inhibition of amyloid beta (1 to 42) (unknown origin) aggregation after 24 hrs by thi...
Source: ChEMBL
Target: Amyloid-beta precursor protein
External Id: CHEMBL4122325
Name: Inhibition of Jurkat cell activation assessed as blocking of T-cell antigen receptor-...
Source: ChEMBL
Target: Jurkat
External Id: CHEMBL886117
Name: Inhibition of amyloid beta (unknown origin) aggregation at 10 uM incubated for 20 hrs...
Source: ChEMBL
Target: Amyloid-beta precursor protein
External Id: CHEMBL5551728
Name: Aqueous solubility of compound by shake flask method
Source: ChEMBL
Target: N/A
External Id: CHEMBL5551730
Name: Partition coefficient, log P of the compound
Source: ChEMBL
Target: N/A
External Id: CHEMBL886120
Name: Cytotoxicity against rat PC12 cells measured for 24 hrs by WST-assay
Source: ChEMBL
Target: PC-12
External Id: CHEMBL5551731
Name: Inhibition of p56lck SH2 domain by ELISA
Source: ChEMBL
Target: N/A
External Id: CHEMBL903316
Name: Antiinflammatory activity against LPS-induced mouse RAW264.7 cells assessed as maxima...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL5391611
Name: Inhibition of amyloid beta (1 to 42) (unknown origin) fibril formation after 24 hrs b...
Source: ChEMBL
Target: Amyloid-beta precursor protein
External Id: CHEMBL4122327
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 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
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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