(2R)-2-hydroxypentanedioic acid
PubChem CID: 439391
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| Compound Synonyms | 13095-47-1, (2R)-2-hydroxypentanedioic acid, (R)-2-Hydroxypentanedioic acid, D-2-Hydroxyglutaric acid, (R)-2-hydroxyglutarate, d-alpha-hydroxyglutaric acid, (R)-2-hydroxyglutaric acid, (R)-Hydroxyglutarate, Pentanedioic acid, 2-hydroxy-, (2R)-, R9UK2G8Y79, 2-Hydroxyglutaric acid, (R)-, CHEMBL1614745, CHEBI:32796, Glutaric acid, 2-hydroxy-, D-, (R)-(-)-2-Hydroxyglutaric acid, Pentanedioic acid, 2-hydroxy-, (R)-, D-2-Hydroxyglutarate, D-Hydroxyglutarate, 2HG, D-a-Hydroxyglutarate, 2-hydroxy-D-Glutarate, (R)-a-Hydroxyglutarate, delta-2-Hydroxyglutarate, D-a-Hydroxyglutaric acid, 2-hydroxy-delta-Glutarate, D-?-Hydroxyglutaric Acid, D-, A-Hydroxyglutaric acid, 2-hydroxy-D-Glutaric acid, (R)-alpha-Hydroxyglutarate, delta-alpha-Hydroxyglutarate, SCHEMBL8032, (R)-a-Hydroxyglutaric acid, UNII-R9UK2G8Y79, delta-2-Hydroxyglutaric acid, (R)-2-hydroxy-Pentanedioate, 2-hydroxy-delta-Glutaric acid, (R)-2-Hydroxypentanedioicacid, (R)-alpha-Hydroxyglutaric acid, delta-alpha-Hydroxyglutaric acid, (R)-alpha-Hydroxyglutaric acid-, (R)-2-hydroxy-Pentanedioic acid, DTXSID80897218, BDBM50361471, AKOS027325193, BS-50252, DA-52756, (R)-.ALPHA.-HYDROXYGLUTARIC ACID-, HY-113038, CS-0059411, NS00014810, C01087, EN300-209542, 93397C3E-3CE9-4FEA-A2ED-8F6FA59A1FEA, Q27104222, Z1205493868, 636-67-9 |
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| Topological Polar Surface Area | 94.8 |
| Hydrogen Bond Donor Count | 3.0 |
| Heavy Atom Count | 10.0 |
| Description | Tissue accumulation of high amounts of D 2 hydroxyglutaric acid is the biochemical hallmark of the inherited neurometabolic disorder D 2 hydroxyglutaric aciduria. Both the D and the L stereoisomers of hydroxyglutaric acid (EC 1.1.99.2) are found in body fluids. Accumulation of L-2-hydroxyglutaric acid has been reported in multiple patients who have a clinical phenotype of progressive neurodegeneration with extrapyramidal and cerebellar signs, seizures, and spongiform changes in the white matter (see 236792). Nyhan et al. (1995) described 3 female patients, 2 of them sibs, who were found to have excess accumulation of D-2-hydroxyglutaric acid in the urine. The phenotype was quite variable, even among the sibs, but included mental retardation, macrocephaly with cerebral atrophy, hypotonia, seizures, and involuntary movements. One of the patients developed severe intermittent vomiting and was given a pyloromyotomy. The electroencephalogram demonstrated hypsarrhythmia. There was an increased concentration of protein in cerebrospinal fluid, an unusual finding in inborn errors of metabolism. Increased CSF protein has also been observed in mitochondrial disorders, peroxisomal disorders, and Krabbe disease.(OMIM #600721) [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 141.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 1.0 |
| Uniprot Id | O75164, Q9Y2K7, Q9H3R0, Q9C0B1, Q84406 |
| Iupac Name | (2R)-2-hydroxypentanedioic acid |
| Prediction Hob | 1.0 |
| Class | Fatty Acyls |
| Target Id | NPT532, NPT2724, NPT2725 |
| Xlogp | -1.0 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Fatty acids and conjugates |
| Molecular Formula | C5H8O5 |
| Prediction Swissadme | 0.0 |
| Inchi Key | HWXBTNAVRSUOJR-GSVOUGTGSA-N |
| Fcsp3 | 0.6 |
| Logs | 0.189 |
| Rotatable Bond Count | 4.0 |
| State | Solid |
| Logd | -1.52 |
| Synonyms | (R)-2-hydroxy-Pentanedioate, (R)-2-hydroxy-Pentanedioic acid, (R)-2-Hydroxyglutarate, (R)-2-Hydroxyglutaric acid, (R)-a-Hydroxyglutarate, (R)-a-Hydroxyglutaric acid, (R)-alpha-Hydroxyglutarate, (R)-alpha-Hydroxyglutaric acid, (R)-Hydroxyglutarate, (R)-Hydroxyglutaric acid, 2-hydroxy-D-Glutarate, 2-hydroxy-D-Glutaric acid, 2-hydroxy-delta-Glutarate, 2-hydroxy-delta-Glutaric acid, D-2-Hydroxyglutarate, D-2-Hydroxyglutaric acid, D-a-Hydroxyglutarate, D-a-Hydroxyglutaric acid, delta-2-Hydroxyglutarate, delta-2-Hydroxyglutaric acid, delta-alpha-Hydroxyglutarate, delta-alpha-Hydroxyglutaric acid |
| Substituent Name | Hydroxy fatty acid, Short-chain hydroxy acid, Monosaccharide, Hydroxy acid, Dicarboxylic acid or derivatives, Alpha-hydroxy acid, Secondary alcohol, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aliphatic acyclic compound |
| Compound Name | (2R)-2-hydroxypentanedioic acid |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 148.037 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 148.037 |
| Hydrogen Bond Acceptor Count | 5.0 |
| Molecular Weight | 148.11 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Esol | 0.11679320000000004 |
| Inchi | InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m1/s1 |
| Smiles | C(CC(=O)O)[C@H](C(=O)O)O |
| Nring | 0.0 |
| Defined Bond Stereocenter Count | 0.0 |
- 1. Outgoing r'ship
FOUND_INto/from Chlamydomonas Allensworthii (Plant) Rel Props:Reference: - 2. Outgoing r'ship
FOUND_INto/from Chlamydomonas Reinhardtii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all