2-Methoxycinnamic acid - ≥98% , CAS No.6099-03-2

CAS: 6099-03-2 Cat. No.: M100600 Molecular Weight: 178.18 Beilstein Registry Number: 2209714 EC Number: 228-047-4

GRADE & PURITY ≥98%

Synonyms

2-METHOXYCINNAMIC ACID (PREDOMINANTLY TRANS) | trans-2-ethoxycinnamic acid | 2-Methoxycinnamic acid, predominantly trans, 98% | J77SK1Y4MY | trans-2-Methoxycinnamic acid | 2-Methoxycinnamic acid; AI3-11206 | 3-(2-Methoxyphenyl)acrylic acid | (E)-3-(2-meth

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

2-METHOXYCINNAMIC ACID (PREDOMINANTLY TRANS) | trans-2-ethoxycinnamic acid | 2-Methoxycinnamic acid, predominantly trans, 98% | J77SK1Y4MY | trans-2-Methoxycinnamic acid | 2-Methoxycinnamic acid; AI3-11206 | 3-(2-Methoxyphenyl)acrylic acid | (E)-3-(2-meth

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488191291
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488191291
• Canonical Smiles: COC1=CC=CC=C1C=CC(=O)O
• IUPAC Name: (E)-3-(2-methoxyphenyl)prop-2-enoic acid
• InChIKey: FEGVSPGUHMGGBO-VOTSOKGWSA-N
• INCHI: 1S/C10H10O3/c1-13-9-5-3-2-4-8(9)6-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-6+
• Isomeric SMILES: COC1=CC=CC=C1/C=C/C(=O)O
• WGK Germany: 3
• Molecular Weight: 178.18
• Beilstein: 2209714
• Reaxy-Rn: 2209712
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2209712&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Cinnamic acids and derivatives
      • Subclass Hydroxycinnamic acids and derivatives
        • Level5 Coumaric acids and derivatives
          • Level6 Coumaric acids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Cinnamic acids and derivatives
• Subclass: Hydroxycinnamic acids and derivatives
• Intermediate Tree Nodes: Coumaric acids and derivatives
• Direct Parent: Coumaric acids
• Alternative Parents: Cinnamic acids Styrenes Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Cinnamic acid - Coumaric acid - Phenoxy compound - Anisole - Methoxybenzene - Styrene - Phenol ether - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Ether - Organic oxygen compound - Carbonyl group - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as coumaric acids. These are aromatic compounds containing a cinnamic acid moiety hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
• 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)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 183-187°C
• Molecular Weight: 178.180 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.063 Da
• Monoisotopic Mass: 178.063 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 198.000
• 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. Teng Sun, Haiping Zhang, Zhe Dong, Zengshe Liu, Mingming Zheng.  (2020)  Ultrasonic-promoted enzymatic preparation, identification and multi-active studies of nature-identical phenolic acid glycerol derivatives.  RSC Advances,  10  (19): (11139-11147).  [PMID:35495308] [10.1039/C9RA09830E]

2. Mingyong Du, Caili Dai, Ang Chen, Xuepeng Wu, Yuyang Li, Yifei Liu, Weitao Li, Mingwei Zhao.  (2015)  Investigation on the aggregation behavior of photo-responsive system composed of 1-hexadecyl-3-methylimidazolium bromide and 2-methoxycinnamic acid.  RSC Advances,  5  (84): (68369-68377).  [PMID:] [10.1039/C5RA08164E]

3. Xiaoxue Wu, Jiao He, Huarong Xu, Kaishun Bi, Qing Li.  (2014)  Quality assessment of Cinnamomi Ramulus by the simultaneous analysis of multiple active components using high-performance thin-layer chromatography and high-performance liquid chromatography.  JOURNAL OF SEPARATION SCIENCE,  37  (18): (2490-2498).  [PMID:24964287] [10.1002/jssc.201400494]