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α-Hydroxyglutaric acid

CAT: 0804-HY-113038B-01Size: 5 mg (67.52 mM x 0.5mL in Ethanol)Dry Ice: NoHazardous: No
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CAT#:0804-HY-113038B-01Size:5 mg (67.52 mM x 0.5mL in Ethanol)
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
α-Hydroxyglutaric acid (2-Hydroxyglutarate) is an α-hydroxy acid form of glutaric acid. α-Hydroxyglutaric acid is a competitive inhibitor of multiple α-ketoglutarate-dependent dioxygenases, including histone demethylases and the TET family of 5-methlycytosine (5mC) hydroxylases[1].
CAS Number
2889-31-8
Product Name Alternative
2-Hydroxyglutarate; 2-Hydroxyglutaric acid; 2-Hydroxypentanedioic acid
UNSPSC
12352211
Hazard Statement
H302, H312, H332
Target
Endogenous Metabolite; Histone Demethylase
Type
Reference compound
Related Pathways
Epigenetics; Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/α-hydroxyglutaric-acid.html
Concentration
67.52 mM * 0.5mL in Ethanol
Purity
99.0
Solubility
10 mM in DMSO
Smiles
O=C(O)C(O)CCC(O)=O
Molecular Formula
C5H8O5
Molecular Weight
148.11
Precautions
H302, H312, H332
References & Citations
[1]Wei Xu, et al. Oncometabolite 2-hydroxyglutarate is a competitive inhibitor of α-ketoglutarate-dependent dioxygenases. Cancer Cell. 2011 Jan 18;19 (1) :17-30.
Shipping Conditions
Blue Ice
Storage Conditions
Solution, -20°C, 2 years
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite; Microbial Metabolite

Chemical Information

(+-)-2-Hydroxyglutaric acid

2-hydroxyglutaric acid is a 2-hydroxydicarboxylic acid that is glutaric acid in which one hydrogen alpha- to a carboxylic acid group is substituted by a hydroxy group. It has a role as a metabolite and a mouse metabolite. It is a dicarboxylic fatty acid and a 2-hydroxydicarboxylic acid. It is functionally related to a glutaric acid. It is a conjugate acid of a 2-hydroxyglutarate and a 2-hydroxyglutarate(1-).

CAS Number2889-31-8
PubChem CID43
IUPAC Name2-hydroxypentanedioic acid
Molecular FormulaC5H8O5
Molecular Weight148.11
XLogP-1
Topological Polar Surface Area94.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count10
Formal Charge0
Complexity141
SMILES
C(CC(=O)O)C(C(=O)O)O
InChI
InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)
InChIKey
HWXBTNAVRSUOJR-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of (+-)-2-Hydroxyglutaric acid
CAS: 2889-31-8
CID: 43
Formula: C5H8O5
MW: 148.11
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight148.11
XLogP3-1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass148.03717335
Monoisotopic Mass148.03717335
Topological Polar Surface Area94.8 Ų
Heavy Atom Count10
Formal Charge0
Complexity141
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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