Basic information
- CAS
18294-85-4- Standard SMILES
O=C(O)CCCC(O)C(=O)O- InChIKey
OTTXIFWBPRRYOG-UHFFFAOYSA-N- Molecular formula
- C6H10O5
- Average molar mass
- 162.14 g/mol
- Monoisotopic mass
- 162.05282342
Overview
2-hydroxyadipic acid is an adipic acid derivative having a 2-hydroxy substituent. It is a dicarboxylic fatty acid and a 2-hydroxydicarboxylic acid. It is functionally related to an adipic acid. It is a conjugate acid of a 2-hydroxyadipate(2-).
Names & identifiers
- Preferred name
- 2-Hydroxyadipic acid
- IUPAC
- 2-hydroxyhexanedioic acid
- English name
- (2S)-2-hydroxy-hexanedioic acid
- Molecular formula
- C6H10O5
- Molecular weight
- 162.14
Names & synonyms
2-Hydroxyhexanedioic acid2-Hydroxyadipic acid18294-85-4Hexanedioic acid, 2-hydroxy-DL-2-Hydroxyadipic acid2-hydroxy-Hexanedioic acid2,3,4-Trideoxyhexaric acidR89QH9TSX6CHEBI:17023DTXSID20864823RefChem:87490DTXCID00813298
Show more names
2-hydroxyadipicaci2(S)-hydroxyadipic acidsodium 2-hydroxyhexanedioate2-Hydroxyhexanedioic acid Discontinued See H943015
2-Hydroxyadipatea-hydroxyadipic acidalpha-Hydroxyadipic acidHexanedioic acid, hydroxy-MFCD18642136a-Hydroxyadipate2-Hydroxyhexanedioicacid(2S)-2-HYDROXY-HEXANEDIOIC ACID
Database identifiers
- CAS
18294-85-4- PubChem CID
- 193530
- DTXSID
DTXSID20864823- ChEBI
CHEBI:17023- UNII
- R89QH9TSX6
- Nikkaji
- J428.482H
Properties
Computed structural properties
- XLogP
- -0.6
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 153
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 151 °C · 151 °C
- Boiling point
- 401.6 · 401.6±30.0 °C(Predicted)
- Density
- 1.413 · 1.413±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Methanol, Water
- form
- Solid
- pka
- 3.77 · 3.77±0.21(Predicted)
- color
- Off-White
- Stability
- Very Hygroscopic
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Toxicology
Health EffectsChronically high levels of 2-hydroxyadipic acid are associated with at least 2 inborn errors of metabolism including: : 2-aminoadipic and 2-oxoadipic aciduria.
Toxicity Summary
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, a condition characterized by accumulation and excretion of 2-hydroxyadipic acid (with 2-ketoadipic and 2-aminoadipic) probably without adverse phenotypic effects.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
Tissue LocationsPlacenta
Cellular LocationsCytoplasm
Uses & manufacturing
UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Applications
Uses2-Hydroxyhexanedioic acid is an intermediate in the synthesis of 2-Hydroxyhexanedioic Acid Disodium Salt (H943015). Accumulation and excretion of 2-Hydroxyhexanedioic Acid (with 2-ketoadipic and 2-aminoadipic) in urine can be caused by 2-ketoadipic acidemia, probably without adverse phenotypic effects, due to deficiency of 2-ketoadipic dehydrogenase.
Upstream & downstream products
Downstream products
Suppliers40 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
韶远科技(上海)有限公司4000665055 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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