Monomethyl Fumarate - Moligand™, ≥98%(GC) , Agonist of HCA 2 receptor, CAS No.2756-87-8, Agonist of HCA 2 receptor

CAS: 2756-87-8 Cat. No.: M158861 Molecular Weight: 130.1 EC Number: 220-412-6

GRADE & PURITY Moligand™, ≥98%(GC)

Synonyms

Maleicacidmonomethylester | Sun mark sinus | FUMARIC ACID MONOMETHYL ESTER [MI] | M2413 | Methyl hydrogen fumarate | (E)-2-Butendioic acid, methyl ester | (E)-4-methoxy-4-oxobut-2-enoic acid | CHEBI:167450 | (E)-4-methoxy-4-oxobut-2-enoicacid | 4,4'-Diflo

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

mono-Methyl fumarate can be used as a reactant to synthesize: · Jumonji C domain-containing histone demethylases (JCHDMs) inhibitor. · (-)-Xylariamide A, a fungal metabolite. · (±)-Methoxyfumimycin ethyl ester, a potential bacterial peptide deformylase inhibitor. It is also a wide spectrum antibacterial agent with a powerful antioxidant activity.

Specifications

Synonyms

Maleicacidmonomethylester | Sun mark sinus | FUMARIC ACID MONOMETHYL ESTER [MI] | M2413 | Methyl hydrogen fumarate | (E)-2-Butendioic acid, methyl ester | (E)-4-methoxy-4-oxobut-2-enoic acid | CHEBI:167450 | (E)-4-methoxy-4-oxobut-2-enoicacid | 4, 4'-Diflo

Specifications & Purity

Moligand™, ≥98%(GC)

Biochemical and Physiological Mechanisms

Nuclear factor (erythroid-derived-2)-like 2 (Nrf2) pathway activator. Also exhibits agonist activity at GPR109A. Primary metabolite ofDMF.

Storage

Argon charged, Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of HCA 2 receptor

Purity

≥98%(GC)

Product Properties

• ALogP: 0.4

Names and Identifiers

• Pubchem Sid: 488195478
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195478
• Canonical Smiles: COC(=O)C=CC(=O)O
• IUPAC Name: (E)-4-methoxy-4-oxobut-2-enoic acid
• InChIKey: NKHAVTQWNUWKEO-NSCUHMNNSA-N
• INCHI: 1S/C5H6O4/c1-9-5(8)3-2-4(6)7/h2-3H,1H3,(H,6,7)/b3-2+
• Isomeric SMILES: COC(=O)/C=C/C(=O)O
• WGK Germany: 3
• Molecular Weight: 130.1
• Reaxy-Rn: 14198178
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14198178&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acid esters
• Alternative Parents: Unsaturated fatty acids Dicarboxylic acids and derivatives Methyl esters Enoate esters Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty acid ester - Unsaturated fatty acid - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Carboxylic acid ester - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
• 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)

HCAR2 Tclin Hydroxycarboxylic acid receptor 2 (2 Activities)

Discover Target: HCAR2

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

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

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

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Discover Target: CA1

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

CA5B Tclin Carbonic anhydrase VB (957 Activities)

Discover Target: CA5B

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

CA5A Tclin Carbonic anhydrase VA (1168 Activities)

Discover Target: CA5A

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

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

RAW264.7 (28094 Activities)

Explore this target

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

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 13.01, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 13.01, Max Conc. mM: 100
• Melt Point(°C): 145-149°C
• Molecular Weight: 130.100 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 130.027 Da
• Monoisotopic Mass: 130.027 Da
• Topological Polar Surface Area: 63.600 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 147.000
• 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