Disodium 2-hydroxypentanedioate
Basic information
- CAS
40951-21-1- Standard SMILES
O=C([O-])CCC(O)C(=O)[O-].[Na+].[Na+]- InChIKey
DZHFTEDSQFPDPP-UHFFFAOYSA-L- Molecular formula
- C5H6Na2O5
- Average molar mass
- 192.08 g/mol
- Monoisotopic mass
- 192.00106185
Overview
Disodium 2-hydroxypentanedioate is an organic molecular entity.
Names & identifiers
- Preferred name
- Disodium 2-hydroxypentanedioate
- IUPAC
- disodium;2-hydroxypentanedioate
- English name
- 2-hydroxypentanedioic acid
- Molecular formula
- C5H9NaO5
- Molecular weight
- 172.11
Names & synonyms
disodium 2-hydroxypentanedioateDTXSID00961324RefChem:1083838DTXCID70138915540951-21-1disodium;2-hydroxypentanedioate2-Hydroxypentanedioic acid sodium saltD-2-Hydroxypentanedioic acid disodium saltMFCD03939807Sodium 2-Hydroxypentanedioate2-Hydroxyglutaric Acid Disodium Salt, contains up to 10% Methanol2-Hydroxyglutaric acid disodium salt
Show more names
2-HG (sodium salt)Disodium 2-hydroxyglutarateα-Hydroxyglutaric acid (sodium)2-Hydroxyglutaric Acid Disodiumα-Hydroxyglutaric acid (disodium)2-Hydroxyglutaric Acid (sodium salt)DL-ALPHA-HYDROXYGLUTARIC ACID DISODIα-Hydroxyglutaric Acid (sodium salt)
(Rs)-2-hydroxypentanedioic acid disodium saltPentanedioic acid,2-hydroxy-, sodium salt (1:2)Disodium (R)-2-Hydroxyglutaratealpha-Oxyglutarate sodium2-Hydroxyglutaric Acid Disodium Salt, contains up to 10per cent MethanolSodium alpha-hydroxyglutarate2-Hydroxyglutaric acid sodium saltD-2-Hydroxypentanedioic acid-2Na+
Database identifiers
- CAS
40951-21-1- PubChem CID
- 218623
- DTXSID
DTXSID00961324- ChEBI
CHEBI:228282
Properties
Computed structural properties
- Topological polar surface area
- 100 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 130
Physicochemical properties
- Melting point
- 290 C · >290C (dec.)
- storage temp.
- 2 · 2-8°C 2-8°C
- solubility
- Methanol (Slightly), Water (Slightly)
- form
- Solid
- color
- White to Off-White
- Water Solubility
- 100 mM · Soluble to 100 mM in water
- InChI
- 1S/C5H8O5.2Na/c6-3(5(9)10)1-2-4(7)8;;/h3,6H,1-2H2,(H,7,8)(H,9,10);;/q;2*+1/p-2
- InChIKey
- DZHFTEDSQFPDPP-UHFFFAOYSA-L
- SMILES
- [Na+].[Na+].OC(CCC([O-])=O)C([O-])=O
- UNSPSC Code
- 12352204 · 12352204
- NACRES
- 28 · NA.28
- WGK Germany
- 3 · 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
Descriptionα-Hydroxyglutaric acid (2-HG) is an α-hydroxy acid. It is metabolized to 2-oxoglutarate by D- and L-2-hydroxyglutarate dehydrogenases, and mutations in these enzymes lead to 2-hydroxyglutaric aciduria, a neurometabolic disorder characterized by increased levels of L-2-hydroxyglutaric acid . 2-HG can also be metabolized from isocitrate by mutated forms of isocitrate dehydrogenase 1 (IDH1) and IDH2. 2-HG is structurally similar to α-ketoglutarate, the product of wild-type isocitrate dehydrogenases, and competitively inhibits α-ketoglutarate-dependent dioxygenases, including histone lysine demethylases and DNA hydroxylases.
Uses2-Hydroxyglutaric acid is a potential inhibitor of glutamate carboxypeptidase.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…