(2E)-but-2-enedioate

• ChemBase ID: 1452
• Molecular Formular: C4H2O4--
• Molecular Mass: 114.05628
• Monoisotopic Mass: 113.99530854
• SMILES: [O-]C(=O)/C=C/C(=O)[O-]
• Canonical SMILES: [O-]C(=O)/C=C/C(=O)[O-]
• InChI: InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2/b2-1+
• InChIKey: VZCYOOQTPOCHFL-OWOJBTEDSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioate
• IUPAC Traditional name: fumarate
• Synonyms: Fumarate

Database IDs

• CAS Number: 110-17-8
• PubChem SID: 160964911; 46508303
• PubChem CID: 5460307

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5457325
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -3.1057482
• LogD (pH = 7.4): -6.3127127
• Log P: -0.04091433
• Molar Refractivity: 46.2812 cm^3
• Polarizability: 8.887442 Å^3
• Polar Surface Area: 80.26 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.02
• LOG S: 0.14
• Solubility (Water): 2.06e+02 g/l

PROPERTIES

Physical Property

• Solubility: 7 mg/mL at 25 oC [US EPA (1981)]
• Hydrophobicity(logP): 0.46 [HANSCH,C ET AL. (1995)]

DETAILS

DrugBank - DB01677

• Drug Groups: experimental
• External Links: Wikipedia; RxList