Compound: Itaconic acid
SMILES: O=C(O)C(=C)CC(=O)O
InChIKey: LVHBHZANLOWSRM-UHFFFAOYSA-N
Synonyms: Itaconic acid, 97-65-4, 2-Methylenesuccinic acid, 2-methylidenebutanedioic acid, METHYLENESUCCINIC ACID, Propylenedicarboxylic acid, Methylenebutanedioic acid, itaconate, Butanedioic acid, methylene-, 2-Propene-1,2-dicarboxylic acid, Succinic acid, methylene-, 2-methylenebutanedioic acid, DTXSID2026608, NSC-3357, Q4516562YH, DTXCID006608, CHEBI:30838, methylidenebutanedioate, RefChem:792464, hydron;2-methylidenebutanedioate, 202-599-6, Itaconicacid, MFCD00004260, butanedioic acid, 2-methylene-, 25119-64-6, AI3-16901, CHEMBL359159, NSC3357, CAS-97-65-4, Butanedioic acid,ethylidene-,(E)-(9ci), HSDB 5308, NSC 3357, EINECS 202-599-6, Methylenesuccinate, UNII-Q4516562YH, ITN, Methylenebutanedioate, 2-Methylenesuccinate, Propylenedicarboxylate, Itaconic acid (Standard), Itaconic acid, >=99%, 2-Methylene-Succinic Acid, bmse000137, Probes1_000076, Probes2_000247, EC 202-599-6, 2-Methylenesuccinic acid #, ITACONIC ACID [MI], NCIStruc1_001783, NCIStruc2_000502, 2-methylene-butanedioic acid, NCIOpen2_004822, SCHEMBL21523, 2-Propene-1,2-dicarboxylate, orb1302523, SCHEMBL27676809, HY-Y0520R, Itaconic acid, analytical standard, Succinic acid, methylene- (8CI), HY-Y0520, Tox21_201299, Tox21_303071, BBL011584, BDBM50036216, LMFA01170063, s3095, STL163322, AKOS000118895, 2-Hydroxy-3-Naphthoyl-2-Naphthylamine, EBC-151087, MSK70032-1000W, SB67306, NCGC00249019-01, NCGC00257141-01, NCGC00258851-01, AS-11816, CS-0015302, M0223, NS00007642, EN300-18045, Itaconic acid Solution in Water, 1000ug/mL, C00490, E80791, F094482, Q903311, Z57127539, F2191-0234, 2-METHYLENE,1,4-BUTANEDIOIC ACID (ITACONIC ACID), 53EEC7A3-4846-4588-BBC9-CB8846377B96, InChI=1/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9
Theoretical properties:
molecular_formula: C5H6O4
molecular_weight: 130.10 g/mol
exact_mass: 130.02660867 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 9
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: RHOMBIC CRYSTALS FROM BENZENE
color: RHOMBIC CRYSTALS FROM BENZENE
odor: CHARACTERISTIC ODOR
boiling_point: 268 °C, SUBLIMES
melting_point: 162-164 °C WITH DECOMP, ALSO REPORTED AS 172 °C
density: 1.632
solubility: 1 G DISSOLVES IN 12 ML WATER, 5 ML ALC; VERY SLIGHTLY SOL IN BENZENE, CHLOROFORM, CARBON DISULFIDE, PETROLEUM ETHER
Descriptions:
pubchem: Itaconic acid is a dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. It has a role as a fungal metabolite and a human metabolite. It is a dicarboxylic fatty acid, a dicarboxylic acid and an olefinic compound. It is functionally related to a succinic acid. It is a conjugate acid of an itaconate(2-).
chebi: A dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group.
chembl: ITACONATE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Itaconic acid is an organic compound with the formula CH2=C(CO2H)CH2CO2H. With two carboxyl groups, it is classified as a dicarboxylic acid.  It is a non-toxic white solid that is soluble in water and several organic solvents.  It plays several roles in biology.