citramalate(2-)
C₅H₆O₅-₂·146.100 g/mol·CID 4377441
IUPAC: 2-hydroxy-2-methylbutanedioate
Also known as: CHEBI:13997, RefChem:1081995, citramalate, 2-hydroxy-2-methylbutanedioate, 2-methylmalate (+8 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
146.100g/mol
Exact Mass
146.021523Da
Monoisotopic Mass
146.021523Da
XLogP
0.2
Polar Surface Area
100.0Ų
Complexity
152
Formal Charge
-2
H-Bond Donors
1
H-Bond Acceptors
5
Rotatable Bonds
1
Heavy Atoms
10
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 146.1 g/mol
MW ≤ 500
✓ 0.2
LogP ≤ 5
✓ 1
H-bond donors ≤ 5
✓ 5
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)/p-2
Isomers8 compounds with formula C₅H₆O₅-₂
furan-2-ylmethanol
CID 7361 · 98.1 g/mol
2-oxopentanedioic acid
CID 51 · 146.1 g/mol
(E)-4-methoxy-4-oxobut-2-enoic acid
CID 5369209 · 130.1 g/mol
4-hydroxy-5-methylfuran-3-one
CID 4564493 · 114.1 g/mol
(E)-pent-2-enedioic acid
CID 5280498 · 130.1 g/mol
2-methylidenebutanedioic acid
CID 811 · 130.1 g/mol
2-methyl-2H-furan-5-one
CID 11558 · 98.1 g/mol
(Z)-4-methoxy-4-oxobut-2-enoic acid
CID 5354456 · 130.1 g/mol