trans-4-Chlorocinnamic Acid - ≥98% , CAS No.940-62-5

CAS: 940-62-5 Cat. No.: T341997 Molecular Weight: 182.6 EC Number: 213-373-1

GRADE & PURITY ≥98%

Synonyms

NSC2756 | NSC-2756 | IDI1_030035 | NSC1509 | NSC-1509 | p-Chlorocinnamic acid | NSC 52172 | P-chloro cinnamic acid | 3-(4-chlorophenyl)acrylic acid | F0850-6846 | A922539 | trans-3-(4-Chlorophenyl)propenoic acid | 3-(p-Chlorophenyl)acrylic acid | EN300-36

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

NSC2756 | NSC-2756 | IDI1_030035 | NSC1509 | NSC-1509 | p-Chlorocinnamic acid | NSC 52172 | P-chloro cinnamic acid | 3-(4-chlorophenyl)acrylic acid | F0850-6846 | A922539 | trans-3-(4-Chlorophenyl)propenoic acid | 3-(p-Chlorophenyl)acrylic acid | EN300-36

Specifications & Purity

≥98%

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

• Canonical Smiles: C1=CC(=CC=C1C=CC(=O)O)Cl
• IUPAC Name: (E)-3-(4-chlorophenyl)prop-2-enoic acid
• InChIKey: GXLIFJYFGMHYDY-ZZXKWVIFSA-N
• INCHI: 1S/C9H7ClO2/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6H,(H,11,12)/b6-3+
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)O)Cl
• Molecular Weight: 182.6
• Reaxy-Rn: 1365308
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1365308&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Cinnamic acids and derivatives
      • Subclass Cinnamic acids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Cinnamic acids and derivatives
• Subclass: Cinnamic acids
• Intermediate Tree Nodes: Not available
• Direct Parent: Cinnamic acids
• Alternative Parents: Styrenes Chlorobenzenes Aryl chlorides Monocarboxylic acids and derivatives Carboxylic acids Organochlorides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Cinnamic acid - Styrene - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxygen compound - Organohalogen compound - Organochloride - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.
• External Descriptors: monochlorobenzenes

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(non-human)

Hcar2 Hydroxycarboxylic acid receptor 2 (55 Activities)

Discover Target: Hcar2

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

MAL62 Alpha-glucosidase MAL62 (106 Activities)

Discover Target: MAL62

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO
• Melt Point(°C): ~248-250° C (lit.)
• Molecular Weight: 182.600 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.013 Da
• Monoisotopic Mass: 182.013 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 181.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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

References

1. Lin Yue, Min Wang, Imran Mahmood Khan, Sobia Niazi, Bin Wang, Xiaoyuan Ma, Zhouping Wang, Wenshui Xia.  (2021)  Preparation and characterization of chitosan oligosaccharide derivatives containing cinnamyl moieties with enhanced antibacterial activities.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2021.111663]

2. Feng Jiang, Guoping Wu, Wanrong Li, Jiajia Yang, Junli Yan, Yi Wang, Wenli Yao, Xue Zhou, Zhiyong He, Linjing Wu, Chaoda Xiao, Ting Xiao, Min Zhang, Xiangchun Shen, Ling Tao.  (2018)  Preparation and protective effects of 1,8-cineole-loaded self-microemulsifying drug delivery system on lipopolysaccharide-induced endothelial injury in mice.  EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES,      [PMID:30336203] [10.1016/j.ejps.2018.10.012]

3. He Tian-Fu, Wang Lang-Hong, Niu De-bao, Wen Qing-hui, Zeng Xin-An.  (2018)  Cinnamaldehyde inhibit Escherichia coli associated with membrane disruption and oxidative damage.  ARCHIVES OF MICROBIOLOGY,  201  (4): (451-458).  [PMID:30293114] [10.1007/s00203-018-1572-5]

4. Tian-Fu He, Zhi-Hong Zhang, Xin-An Zeng, Lang-Hong Wang, Charles S. Brennan.  (2017)  Determination of membrane disruption and genomic DNA binding of cinnamaldehyde to Escherichia coli by use of microbiological and spectroscopic techniques.  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY,      [PMID:29306845] [10.1016/j.jphotobiol.2017.11.015]