trans-Clovamide - ≥98% , CAS No.53755-02-5

CAS: 53755-02-5 Cat. No.: N344605 Molecular Weight: 359.33 PubChem CID: 6506968

GRADE & PURITY ≥98%

Synonyms

Q27271957 | CHEBI:192569 | MEGxp0_001180 | N-[3',4'-Dihydroxy-(E)-cinnamoyl]-3-hydroxy-L-tyrosine | (2S)-3-(3,4-dihydroxyphenyl)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid | 973626KV9L | BDBM50272441 | (-)-n-[3',4'-dihydroxy-(e)-cinn

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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. Clovamide is an anti-microbial with activity against the human pathogens influenza A subtype H5N1, Trypanosoma evansi, and Heliobacter pylori。

Specifications

Synonyms

Q27271957 | CHEBI:192569 | MEGxp0_001180 | N-[3', 4'-Dihydroxy-(E)-cinnamoyl]-3-hydroxy-L-tyrosine | (2S)-3-(3, 4-dihydroxyphenyl)-2-[[(E)-3-(3, 4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid | 973626KV9L | BDBM50272441 | (-)-n-[3', 4'-dihydroxy-(e)-cinn

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Clovamide is a phenolic compound isolated from cocoa beans that exhibits antioxidant and neuroprotective effects. Clovamide is a potent and selective inhibitor of Aβ42 aggregation.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 528768761
• Canonical Smiles: C1=CC(=C(C=C1CC(C(=O)O)NC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
• IUPAC Name: (2S)-3-(3,4-dihydroxyphenyl)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid
• InChIKey: GPZFXSWMDFBRGS-UXONFWTHSA-N
• INCHI: 1S/C18H17NO7/c20-13-4-1-10(8-15(13)22)3-6-17(24)19-12(18(25)26)7-11-2-5-14(21)16(23)9-11/h1-6,8-9,12,20-23H,7H2,(H,19,24)(H,25,26)/b6-3+/t12-/m0/s1
• Isomeric SMILES: C1=CC(=C(C=C1C[C@@H](C(=O)O)NC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O
• PubChem CID: 6506968
• Molecular Weight: 359.33

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Tyrosine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Tyrosine and derivatives
• Alternative Parents: Phenylalanine and derivatives N-acyl-L-alpha-amino acids Hydroxycinnamic acids and derivatives Cinnamic acid amides Phenylpropanoic acids Amphetamines and derivatives Styrenes Catechols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Secondary carboxylic acid amides Carboxylic acids Monocarboxylic acids and derivatives Organopnictogen compounds Carbonyl compounds Organic oxides Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Tyrosine or derivatives - Phenylalanine or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - Cinnamic acid amide - Cinnamic acid or derivatives - Hydroxycinnamic acid or derivatives - 3-phenylpropanoic-acid - Amphetamine or derivatives - Styrene - Catechol - 1-hydroxy-2-unsubstituted benzenoid - Phenol - 1-hydroxy-4-unsubstituted benzenoid - Benzenoid - Monocyclic benzene moiety - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid - Monocarboxylic acid or derivatives - Organonitrogen compound - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Organic nitrogen compound - Organopnictogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as tyrosine and derivatives. These are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

APP Tclin Amyloid-beta A4 protein (8510 Activities)

Discover Target: APP

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Methanol
• Melt Point(°C): 108-112° C
• Molecular Weight: 359.300 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 359.101 Da
• Monoisotopic Mass: 359.101 Da
• Topological Polar Surface Area: 147.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 524.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1