mesaconic acid
C₅H₆O₄·130.100 g/mol·CID 638129
IUPAC: (E)-2-methylbut-2-enedioic acid
Also known as: 498-24-8, 2-Methylfumaric acid, 2-Butenedioic acid, 2-methyl-, (2E)-, Fumaric acid, methyl-, (2E)-2-METHYLBUT-2-ENEDIOIC ACID (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
130.100g/mol
Exact Mass
130.026609Da
Monoisotopic Mass
130.026609Da
XLogP
-0.1
Polar Surface Area
74.6Ų
Complexity
168
Formal Charge
0
H-Bond Donors
2
H-Bond Acceptors
4
Rotatable Bonds
2
Heavy Atoms
9
Stereo Centers
0
Bond Stereo
1
Drug-Likeness (Lipinski's Rule of Five)
✓ 130.1 g/mol
MW ≤ 500
✓ -0.1
LogP ≤ 5
✓ 2
H-bond donors ≤ 5
✓ 4
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Warning
Hazards
H315Causes skin irritationH319Causes serious eye irritationH335May cause respiratory irritation
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+
Isomers8 compounds with formula C₅H₆O₄
(E)-4-methoxy-4-oxobut-2-enoic acid
CID 5369209 · 130.1 g/mol
(E)-pent-2-enedioic acid
CID 5280498 · 130.1 g/mol
2-methylidenebutanedioic acid
CID 811 · 130.1 g/mol
(Z)-4-methoxy-4-oxobut-2-enoic acid
CID 5354456 · 130.1 g/mol
(Z)-2-methylbut-2-enedioic acid
CID 643798 · 130.1 g/mol
cis-(1R,2S)-cyclopropane-1,2-dicarboxylic acid
CID 726455 · 130.1 g/mol
pent-2-enedioic acid
CID 74406 · 130.1 g/mol
cyclopropane-1,1-dicarboxylic acid
CID 69017 · 130.1 g/mol