(2E)-4-methoxy-4-oxobut-2-enoic acid

• ChemBase ID: 90366
• Molecular Formular: C5H6O4
• Molecular Mass: 130.09874
• Monoisotopic Mass: 130.02660867
• SMILES: OC(=O)/C=C/C(=O)OC
• Canonical SMILES: COC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C5H6O4/c1-9-5(8)3-2-4(6)7/h2-3H,1H3,(H,6,7)
• InChIKey: NKHAVTQWNUWKEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-4-methoxy-4-oxobut-2-enoic acid; 4-methoxy-4-oxobut-2-enoic acid
• IUPAC Traditional name: (2E)-4-methoxy-4-oxobut-2-enoic acid; 4-methoxy-4-oxobut-2-enoic acid
• Synonyms: mono-Methyl fumarate; (2E)-2-Butenedioic Acid 1-Methyl Ester; (E)-2-Butenedioic Acid Monomethyl Ester; Fumaric Acid Methyl Ester; Methyl Hydrogen Fumarate; Monomethyl Fumarate; Fumaric Acid Monomethyl Ester; 4-Methoxy-4-oxobut-2-enoic acid; (2E)-4-Methoxy-4-oxobut-2-enoic acid; mono-Methyl fumarate; 反丁烯二酸一甲酯; 富马酸单甲基酯; 富马酸单甲酯

Database IDs

• CAS Number: 2756-87-8
• EC Number: 220-412-6
• MDL Number: MFCD00063174
• PubChem SID: 162077181; 24883828
• PubChem CID: 5369209

CALCULATED PROPERTIES

• Acid pKa: 3.3100967
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.834956
• LogD (pH = 7.4): -3.0856297
• Log P: 0.33831304
• Molar Refractivity: 29.3761 cm^3
• Polarizability: 11.140744 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 143-147°C; 144-145 °C(lit.)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41
• Safety Statements: 26-39
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%

DETAILS

Sigma Aldrich - 651419

包装
1, 10 g in glass bottle

Toronto Research Chemicals - F500390

Fumaric Acid Monomethyl Ester is one of the most bioactive anti-psoriatic fumaric acid ester metabolite. Fumaric Acid Monomethyl Ester is potent nicotinic acid receptor agonist. Fumaric Acid Monomethyl Ester has also been shown to selectively stimulate of

REFERENCES

• Tang, H. et al.: Biochem. Biophys. Res. Comm., 375, 562 (2008)
• Litjens, N.H.R. et al.: Br. J. Dermatol., 154, 211 (2008)
• de Jong, R. et al.: Eur. J. Immunol., 26, 2067 (2008)