2,4-Dihydroxycinnamic acid - ≥97% , CAS No.614-86-8

CAS: 614-86-8 Cat. No.: D139088 Molecular Weight: 180.16 EC Number: 693-615-4

GRADE & PURITY ≥97%

Synonyms

(E)-2,4-Dihydroxycinnamic acid | 2-Propenoic acid, 3-(2,4-dihydroxyphenyl)- | Umbellic acid | TS-00196 | LS-13596 | 2,4-Dihydroxycinnamic acid | 3-(2,4-Dihydroxyphenyl)acrylic acid | UNII-U8G3LS2JEX | PD008486 | MFCD00463787 | (2E)-3-(2,4-Dihydroxyphenyl)

Storage

Argon charged,Room temperature

Shipped In

Normal

Specifications

Synonyms

(E)-2, 4-Dihydroxycinnamic acid | 2-Propenoic acid, 3-(2, 4-dihydroxyphenyl)- | Umbellic acid | TS-00196 | LS-13596 | 2, 4-Dihydroxycinnamic acid | 3-(2, 4-Dihydroxyphenyl)acrylic acid | UNII-U8G3LS2JEX | PD008486 | MFCD00463787 | (2E)-3-(2, 4-Dihydroxyphenyl)

Specifications & Purity

≥97%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504758859
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758859
• Canonical Smiles: C1=CC(=C(C=C1O)O)C=CC(=O)O
• IUPAC Name: (E)-3-(2,4-dihydroxyphenyl)prop-2-enoic acid
• InChIKey: HGEFWFBFQKWVMY-DUXPYHPUSA-N
• INCHI: 1S/C9H8O4/c10-7-3-1-6(8(11)5-7)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
• Isomeric SMILES: C1=CC(=C(C=C1O)O)/C=C/C(=O)O
• WGK Germany: 3
• Molecular Weight: 180.16
• Reaxy-Rn: 2210875
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2210875&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Cinnamic acids and derivatives
• Subclass: Hydroxycinnamic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxycinnamic acids
• Alternative Parents: Cinnamic acids Styrenes Resorcinols 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Cinnamic acid - Hydroxycinnamic acid - Styrene - Resorcinol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroxycinnamic acids. These are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 180.160 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 180.042 Da
• Monoisotopic Mass: 180.042 Da
• Topological Polar Surface Area: 77.800 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 212.000
• 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. Yuefang Sun, Lei Zhou, Tao Liao, Junping Liu, Kaibo Yu, Liqiang Zou, Wei Zhou, Wei Liu.  (2021)  Comparing the effect of benzoic acid and cinnamic acid hydroxyl derivatives on polyphenol oxidase: activity, action mechanism, and molecular docking.  JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE,  102  (9): (3771-3780).  [PMID:34921410] [10.1002/jsfa.11725]