651419
mono-Methyl fumarate
97%
Synonym(s):
Fumaric acid monomethyl ester, Methyl hydrogen fumarate
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About This Item
Linear Formula:
HO2CCH=CHCO2CH3
CAS Number:
Molecular Weight:
130.10
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
220-412-6
MDL number:
Assay:
97%
Form:
solid
Quality Level
assay
97%
form
solid
mp
144-145 °C (lit.)
functional group
carboxylic acid, ester
SMILES string
COC(=O)\C=C\C(O)=O
InChI
1S/C5H6O4/c1-9-5(8)3-2-4(6)7/h2-3H,1H3,(H,6,7)/b3-2+
InChI key
NKHAVTQWNUWKEO-NSCUHMNNSA-N
Application
mono-Methyl fumarate can be used as a reactant to synthesize:
It is also a wide spectrum antibacterial agent with a powerful antioxidant activity.
- 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.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A selective inhibitor and probe of the cellular functions of Jumonji C domain-containing histone demethylases.
Luo X, et al.
Journal of the American Chemical Society, 133(24), 9451-9456 (2011)
Jennifer N Hahn et al.
Journal of immunology (Baltimore, Md. : 1950), 197(10), 3850-3860 (2016-10-14)
Extracellular matrix metalloproteinase inducer (EMMPRIN, CD147) is a transmembrane glycoprotein that is upregulated on leukocytes in active lesions in multiple sclerosis (MS) and its animal model, experimental autoimmune encephalomyelitis (EAE). Administration of anti-EMMPRIN Abs reduces the severity of EAE. Minocycline
A concise synthesis of (?)-methoxyfumimycin ethyl ester.
Zhou Z, et al.
J. Chem. Res. (M), 38(6) (2014)