Compound: isocitric acid
SMILES: O=C(O)C(O)C(C(=O)O)CC(=O)O
InChIKey: ODBLHEXUDAPZAU-UHFFFAOYSA-N
Synonyms: isocitric acid, 320-77-4, 1-Hydroxypropane-1,2,3-tricarboxylic acid, 3-carboxy-2,3-dideoxypentaric acid, 1-Hydroxytricarballylic acid, 9RW6G5D4MQ, CHEBI:30887, DTXSID10415742, RefChem:923656, DTXCID40366591, 206-282-3, isocitrate, 3-Carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylic acid, DL-Isocitric acid, I-CIT, 1-Hydroxy-1,2,3-propanetricarboxylic acid, D-isocitrate, pentaric acid, 3-carboxy-2,3-dideoxy-, Isocitrate acid, iso citric acid, EINECS 206-282-3, 1-hydroxytricarballylate, Isocitric acid (8CI), threo-d(s)-iso-citrate, UNII-9RW6G5D4MQ, SCHEMBL8373, CHEMBL539669, orb1983470, BDBM92496, DTXSID60861871, MSK4437, 3-carboxy-2,3-dideoxy-Pentarate, NSC203797, 3-carboxy-2,3-dideoxy-Pentaric acid, AKOS006227850, 1-Hydroxy-1,2,3-propanetricarboxylate, NSC-203797, 1-Hydroxypropane-1,2,3-tricarboxylicacid, FC167037, DB-005441, HY-113228, CS-0059363, NS00041848, 1,2,3-Propanetricarboxylic acid, 1-hydroxy-, C00311, Pentaric acid, 3-carboxy-2,3-dideoxy- (9CI), Q288927, 3-Carboxy-2,3-dideoxy-1-hydroxypropan-1,2,3-tricarboxylate, 91BDE4FE-7872-4F5E-B191-62956199D37C, DL-Isocitric acid; 1-hydroxypropane-1,2,3-tricarboxylic acid
Theoretical properties:
molecular_formula: C6H8O7
molecular_weight: 192.12 g/mol
exact_mass: 192.02700259 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 5
heavy_atom_count: 13
topological_polar_surface_area: 132 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 162 - 165 °C
solubility: 466 mg/mL
Descriptions:
{"pubchem": "Isocitric acid is a tricarboxylic acid that is propan-1-ol with a hydrogen at each of the 3 carbon positions replaced by a carboxy group. It has a role as a fundamental metabolite. It is a tricarboxylic acid and a secondary alcohol. It is a conjugate acid of an isocitrate(1-).", "chebi": "A tricarboxylic acid that is propan-1-ol with a hydrogen at each of the 3 carbon positions replaced by a carboxy group.", "chembl": "ISOCITRATE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "Isocitric acid is a structural isomer of citric acid. Since citric acid and isocitric acid are structural isomers, they share similar physical and chemical properties. Due to these similar properties, it is difficult to separate the isomers. Salts and esters of isocitric acid are known as isocitrates. The isocitrate anion is a substrate of the citric acid cycle. Isocitrate is formed from citrate with the help of the enzyme aconitase, and is acted upon by isocitrate dehydrogenase.\nIsocitric acid is commonly used as a marker to detect the authenticity and quality of fruit products, most often citrus juices.  In authentic orange juice, for example, the ratio of citric acid to D-isocitric acid is usually less than 130. An isocitric acid value higher than this may be indicative of fruit juice adulteration.\nIsocitric acid has largely been used as a biochemical agent due to limited amounts. However, isocitric acid has been shown to have pharmaceutical and therapeutic effects. Isocitric acid has been shown to effectively treat iron deficient anemia. Additionally, isocitric acid could be used to treat Parkinson's disease. Yarrowia lipolytica can be used to produce isocitric acid and is inexpensive compared to other methods. Furthermore, other methods produce unequal amounts of citric acid to isocitric acid ratio, mostly producing citric acid. Use of Yarrowia lipolytica produces a better yield, making equal amounts of citric acid to isocitric acid."}