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Monomethyl Fumarate

CAT: 1568-C12294-200mgSize: 200 mgDry Ice: NoHazardous: No
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CAT#:1568-C12294-200mgSize:200 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
2756-87-8
Synonyms
MMF, Monomethylfumarate, Fumaric acid monomethyl ester, Methyl hydrogen fumarate
Target
GPR
Applications
GPCR & G Protein
Smiles
COC (=O) \C=C\C (O) =O
Molecular Formula
C5H6O4
Additionnal Information
Monomethyl Fumarate (MMF, Monomethylfumarate, Fumaric acid monomethyl ester, Methyl hydrogen fumarate), the active metabolite of the psoriasis drug Fumaderm, is a potent GPR109A agonist. Monomethyl Fumarate prevents major dysfunctions associated with neurodegenerative diseases: oxidative stress, mitochondrial dysfunction, apoptosis and autophagy.
Storage Conditions
3 years -20°C powder

Chemical Information

Monomethyl Fumarate

Monomethyl fumarate is a dicarboxylic acid monoester resulting from the formal condensation of one of the carboxy groups of fumaric acid with methanol. Is is a metabolite of dimethyl fumarate and used for the the treatment of patients with relapsing multiple sclerosis (MS). It also induces the NFE2L2 (Nrf2) transcription factor by binding to KEAP1. It has a role as an antioxidant, a drug metabolite and an immunomodulator. It is a methyl ester, a dicarboxylic acid monoester and an enoate ester. It is functionally related to a fumaric acid.

CAS Number2756-87-8
PubChem CID5369209
IUPAC Name(E)-4-methoxy-4-oxobut-2-enoic acid
Molecular FormulaC5H6O4
Molecular Weight130.10
XLogP0.4
Topological Polar Surface Area63.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count9
Formal Charge0
Complexity147
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)/b3-2+
InChIKey
NKHAVTQWNUWKEO-NSCUHMNNSA-N
Chemical Structure
2D Structure
2D structure of Monomethyl Fumarate
CAS: 2756-87-8
CID: 5369209
Formula: C5H6O4
MW: 130.10
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight130.10
XLogP30.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass130.02660867
Monoisotopic Mass130.02660867
Topological Polar Surface Area63.6 Ų
Heavy Atom Count9
Formal Charge0
Complexity147
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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