This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration. This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration.

2-Hydroxyadipic acid

PubChem CID: 193530

Connections displayed (default: 10).
Loading graph...

Compound Synonyms 2-Hydroxyhexanedioic acid, 2-Hydroxyadipic acid, 18294-85-4, Hexanedioic acid, 2-hydroxy-, a-hydroxyadipic acid, 2-hydroxy-Hexanedioic acid, 2-Hydroxyadipate, alpha-Hydroxyadipic acid, a-Hydroxyadipate, DL-2-Hydroxyadipic acid, Hexanedioic acid, hydroxy-, 2-hydroxy-adipate, alpha-Hydroxyadipate, 2,3,4-Trideoxyhexaric acid, DL-2-Hydroxyadipate, (2S)-2-HYDROXY-HEXANEDIOIC ACID, 2-hydroxy-adipic acid, 2-hydroxy-hexanedioate, 2-Hydroxyhexanedioicacid, 2,3,4-Trideoxyhexarate, MFCD18642136, CHEBI:17023, DTXSID20864823, ?-HYDROXYADIPIC ACID, R89QH9TSX6, SCHEMBL59279, DTXCID00813298, AC1615, LMFA01170049, AKOS006372784, SB84115, CS-12610, PD102013, SY122581, DB-330374, HY-113101, CS-0059570, NS00124189, C02360, Q27102177, 856E4286-C271-496F-99EC-2221665B7C1B
Topological Polar Surface Area 94.8
Hydrogen Bond Donor Count 3.0
Heavy Atom Count 11.0
Description 2-Hydroxyadipic acid is a hydroxy-dicarboxylic acid formed by the reduction of 2-ketoadipic acid. Deficiency of 2-ketoadipic dehydrogenase causes 2-ketoadipic acidemia (OMIM 245130), a condition characterized by accumulation and excretion of 2-hydroxyadipic acid (with 2-ketoadipic and 2-aminoadipic) probably without adverse phenotypic effects.(OMMBID - The Metabolic and Molecular Bases of Inherited Disease, CH.95). A method involving derivatization and combined gas chromatography--mass spectrometry has been recently developed to separate the enantiomers of 3-hydroxyadipic acid (PMID: 3980660). It has been shown that 3-hydroxyadipic acid excreted in urine consists of at least 95% of the L-enantiomer. This finding supports the hypothesis that dicarboxylic acids are degraded by ordinary beta-oxidation, and indicates that adipic acid may be converted into succinic acid. (PMID: 3980660) [HMDB]
Isotope Atom Count 0.0
Molecular Complexity 153.0
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-hydroxyhexanedioic acid
Prediction Hob 1.0
Class Fatty Acyls
Xlogp -0.6
Superclass Lipids and lipid-like molecules
Subclass Fatty acids and conjugates
Molecular Formula C6H10O5
Prediction Swissadme 1.0
Inchi Key OTTXIFWBPRRYOG-UHFFFAOYSA-N
Fcsp3 0.6666666666666666
Logs -0.199
Rotatable Bond Count 5.0
State Solid
Logd -1.092
Synonyms 2-hydroxy-adipate, 2-hydroxy-adipic acid, 2-hydroxy-hexanedioate, 2-hydroxy-hexanedioic acid, 2-Hydroxyadipate, 2-Hydroxyadipic acid, 2-Hydroxyhexanedioate, 2-Hydroxyhexanedioic acid, 2,3,4-Trideoxyhexarate, 2,3,4-Trideoxyhexaric acid, a-Hydroxyadipate, a-Hydroxyadipic acid, alpha-Hydroxyadipate, alpha-Hydroxyadipic acid, DL-2-Hydroxyadipate, DL-2-Hydroxyadipic acid
Substituent Name Hydroxy fatty acid, Medium-chain fatty 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 2-Hydroxyadipic acid
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 162.053
Formal Charge 0.0
Monoisotopic Mass 162.053
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 162.14
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Esol -0.14357419999999993
Inchi InChI=1S/C6H10O5/c7-4(6(10)11)2-1-3-5(8)9/h4,7H,1-3H2,(H,8,9)(H,10,11)
Smiles C(CC(C(=O)O)O)CC(=O)O
Nring 0.0
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Aloe Africana (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Aloe Ferox (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Aloe Spicata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Aloe Vera (Plant) Rel Props:Source_db:cmaup_ingredients