Methyl trans-p-Coumarate - Moligand™,10mM in DMSO , CAS No.19367-38-5

CAS: 19367-38-5 Cat. No.: M422364 Molecular Weight: 178.19 EC Number: 802-167-2

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

Cinnamic acid, p-hydroxy-, methyl ester (8CI) | Methyl Trans-P-Coumaric Acid | AG-690/03019022 | CHEBI:86904 | Methyl (E)-4-hydroxycinnamate | CHEBI:194094 | E-3-(4-hydroxyphenyl)acrylic acid methyl ester | E-3-(4-hydroxy-phenyl)-acrylic acid methyl ester

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

Cinnamic acid, p-hydroxy-, methyl ester (8CI) | Methyl Trans-P-Coumaric Acid | AG-690/03019022 | CHEBI:86904 | Methyl (E)-4-hydroxycinnamate | CHEBI:194094 | E-3-(4-hydroxyphenyl)acrylic acid methyl ester | E-3-(4-hydroxy-phenyl)-acrylic acid methyl ester

Specifications & Purity

Moligand™, 10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Grade

Moligand™

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: COC(=O)C=CC1=CC=C(C=C1)O
• IUPAC Name: methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChIKey: NITWSHWHQAQBAW-QPJJXVBHSA-N
• INCHI: 1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3/b7-4+
• Isomeric SMILES: COC(=O)/C=C/C1=CC=C(C=C1)O
• Molecular Weight: 178.19
• Reaxy-Rn: 2208400
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2208400&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Cinnamic acids and derivatives
• Subclass: Hydroxycinnamic acids and derivatives
• Intermediate Tree Nodes: Hydroxycinnamic acid esters
• Direct Parent: Coumaric acid esters
• Alternative Parents: Coumaric acids and derivatives Cinnamic acid esters Styrenes Fatty acid esters 1-hydroxy-2-unsubstituted benzenoids Methyl esters Enoate esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Coumaric acid ester - Coumaric acid or derivatives - Cinnamic acid ester - Styrene - Phenol - Fatty acid ester - 1-hydroxy-2-unsubstituted benzenoid - Fatty acyl - Benzenoid - Monocyclic benzene moiety - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxygen compound - Organooxygen compound - Carbonyl group - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.
• External Descriptors: cinnamate ester

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)

CA1 Tclin Carbonic anhydrase 1 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CA2 Tclin Carbonic anhydrase 2 (1 Activities)

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CA12 Tclin Carbonic anhydrase 12 (1 Activities)

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CA14 Tclin Carbonic anhydrase 14 (1 Activities)

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CA9 Tclin Carbonic anhydrase 9 (1 Activities)

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CA7 Tclin Carbonic anhydrase 7 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

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TYR Tclin Tyrosinase (717 Activities)

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CA1 Tclin Carbonic anhydrase I (13240 Activities)

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CHEK2 Tchem Serine/threonine-protein kinase Chk2 (4015 Activities)

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CA14 Tclin Carbonic anhydrase XIV (1305 Activities)

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CA12 Tclin Carbonic anhydrase XII (6231 Activities)

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CA9 Tclin Carbonic anhydrase IX (8255 Activities)

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CHEK1 Tchem Serine/threonine-protein kinase Chk1 (6846 Activities)

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HT-1080 (3966 Activities)

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MCF7 (126967 Activities)

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Raji (5516 Activities)

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SiHa (2051 Activities)

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A549 (127892 Activities)

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HaCaT (4069 Activities)

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NCI-H460 (60772 Activities)

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KB (17409 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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Liver (3974 Activities)

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NCI-H661 (425 Activities)

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Associated Targets(non-human)

Ca7 Carbonic anhydrase VII (3 Activities)

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Cryz Quinone oxidoreductase (288 Activities)

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Salmonella typhimurium (15756 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Mycolicibacterium smegmatis (8003 Activities)

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3T3-L1 (3664 Activities)

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RAW264.7 (28094 Activities)

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Athelia rolfsii (768 Activities)

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Mycobacterium tuberculosis variant bovis BCG (1626 Activities)

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Pythium (470 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: air sensitive
• Melt Point(°C): 137.0-141.0°C
• Molecular Weight: 178.180 g/mol
• XLogP3: 2.300
• 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: 190.000
• 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. Yueqin Li, Yunzhen Zhang, Lezhen Dong, Ying Li, Yahui Liu, Yang Liu, Lingyi Liu, Lianliang Liu.  (2023)  Fermentation of Lactobacillus fermentum NB02 with feruloyl esterase production increases the phenolic compounds content and antioxidant properties of oat bran.  FOOD CHEMISTRY,      [PMID:37897817] [10.1016/j.foodchem.2023.137834]

2. Yao Jian, Gui Lun, Yin Shaocheng.  (2021)  A novel esterase from a soil metagenomic library displaying a broad substrate range.  AMB Express,  11  (1): (1-10).  [PMID:33666762] [10.1186/s13568-021-01198-5]

3. Weiyue Liang, Tianzhen Xiong, Xiaomei Wang, Huaxiang Deng, Yajun Bai, Tai-Ping Fan, Xiaohui Zheng, Yujie Cai.  (2020)  A novel feruloyl esterase with high rosmarinic acid hydrolysis activity from Bacillus pumilus W3.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:32531366] [10.1016/j.ijbiomac.2020.06.038]