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Monomethyl Fumarate
Also known as: (e)-4-methoxy-4-oxobut-2-enoate, Mono methyl fumarate, Akos024269059
Molecular Formula
C5H5O4-
Molecular Weight
129.09  g/mol
InChI Key
NKHAVTQWNUWKEO-NSCUHMNNSA-M

1 2D Structure

Monomethyl Fumarate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(E)-4-methoxy-4-oxobut-2-enoate
2.1.2 InChI
InChI=1S/C5H6O4/c1-9-5(8)3-2-4(6)7/h2-3H,1H3,(H,6,7)/p-1/b3-2+
2.1.3 InChI Key
NKHAVTQWNUWKEO-NSCUHMNNSA-M
2.1.4 Canonical SMILES
COC(=O)C=CC(=O)[O-]
2.1.5 Isomeric SMILES
COC(=O)/C=C/C(=O)[O-]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. (e)-2-methyl-2-butenedioic Acid

2. (z)-2-methyl-2-butenedioic Acid

3. Citraconic Acid

4. Citraconic Acid, (e)-isomer

5. Citraconic Acid, Ammonium Salt

6. Citraconic Acid, Calcium Salt

7. Citraconic Acid, Sodium Salt

8. Mesaconic Acid

9. Methylfumaric Acid

10. Methylmaleic Acid

2.2.2 Depositor-Supplied Synonyms

1. (e)-4-methoxy-4-oxobut-2-enoate

2. Mono Methyl Fumarate

3. Akos024269059

2.3 Create Date
2007-12-05
3 Chemical and Physical Properties
Molecular Weight 129.09 g/mol
Molecular Formula C5H5O4-
XLogP31.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass129.01878364 g/mol
Monoisotopic Mass129.01878364 g/mol
Topological Polar Surface Area66.4 Ų
Heavy Atom Count9
Formal Charge-1
Complexity142
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Dermatologic Agents

Drugs used to treat or prevent skin disorders or for the routine care of skin. (See all compounds classified as Dermatologic Agents.)


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