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Details

Stereochemistry RACEMIC
Molecular Formula C5H8O5
Molecular Weight 148.114
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-HYDROXYGLUTARIC ACID, (±)-

SMILES

OC(CCC(O)=O)C(O)=O

InChI

InChIKey=HWXBTNAVRSUOJR-UHFFFAOYSA-N
InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: O75164
Gene ID: 9682.0
Gene Symbol: KDM4A
Target Organism: Homo sapiens (Human)
79.0 µM [IC50]
48.0 µM [IC50]
Target ID: Q6NS38
Gene ID: 121642.0
Gene Symbol: ALKBH2
Target Organism: Homo sapiens (Human)
150.0 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Vitamin C in combination with inhibition of mutant IDH1 synergistically activates TET enzymes and epigenetically modulates gene silencing in colon cancer cells.
2020-03
Magnetic Resonance Spectroscopic Assessment of Isocitrate Dehydrogenase Status in Gliomas: The New Frontiers of Spectrobiopsy in Neurodiagnostics.
2020-01
To be Wild or Mutant: Role of Isocitrate Dehydrogenase 1 (IDH1) and 2-Hydroxy Glutarate (2-HG) in Gliomagenesis and Treatment Outcome in Glioma.
2020-01
Discovery of new small molecule inhibitors targeting isocitrate dehydrogenase 1 (IDH1) with blood-brain barrier penetration.
2019-12-01
I-8, a novel inhibitor of mutant IDH1, inhibits cancer progression in vitro and in vivo.
2019-12-01
Friend or foe-IDH1 mutations in glioma 10 years on.
2019-11-25
Metabolic profiling of human gliomas assessed with NMR.
2019-10
Selective inhibition of mutant IDH1 by DS-1001b ameliorates aberrant histone modifications and impairs tumor activity in chondrosarcoma.
2019-10
Pharmacometabolomics of Bronchodilator Response in Asthma and the Role of Age-Metabolite Interactions.
2019-09-07
Quantitative Profiling of Oncometabolites in Frozen and Formalin-Fixed Paraffin-Embedded Tissue Specimens by Liquid Chromatography Coupled with Tandem Mass Spectrometry.
2019-08-02
IDH1 as a Cooperating Mutation in AML Arising in the Context of Shwachman-Diamond Syndrome.
2019
Untangling the Metabolic Reprogramming in Brain Cancer: Discovering Key Molecular Players Using Mass Spectrometry.
2019
The oncometabolite 2-hydroxyglutarate inhibits histone lysine demethylases.
2011-05
Name Type Language
ALPHA-HYDROXYGLUTARIC ACID
Preferred Name English
2-HYDROXYGLUTARIC ACID, (±)-
Systematic Name English
PENTANEDIOIC ACID, 2-HYDROXY-
Systematic Name English
2,3-DIDEOXYPENTARIC ACID
Systematic Name English
GLUTARIC ACID, 2-HYDROXY-
Systematic Name English
2-HYDROXYPENTANEDIOIC ACID
Systematic Name English
(±)-2-HYDROXYGLUTARIC ACID
Systematic Name English
DL-2-HYDROXYGLUTARIC ACID
Systematic Name English
Code System Code Type Description
WIKIPEDIA
alpha-Hydroxyglutaric acid
Created by admin on Wed Apr 02 10:05:33 GMT 2025 , Edited by admin on Wed Apr 02 10:05:33 GMT 2025
PRIMARY
EPA CompTox
DTXSID40864360
Created by admin on Wed Apr 02 10:05:33 GMT 2025 , Edited by admin on Wed Apr 02 10:05:33 GMT 2025
PRIMARY
FDA UNII
RS4M3UYS95
Created by admin on Wed Apr 02 10:05:33 GMT 2025 , Edited by admin on Wed Apr 02 10:05:33 GMT 2025
PRIMARY
CHEBI
17084
Created by admin on Wed Apr 02 10:05:33 GMT 2025 , Edited by admin on Wed Apr 02 10:05:33 GMT 2025
PRIMARY
PUBCHEM
43
Created by admin on Wed Apr 02 10:05:33 GMT 2025 , Edited by admin on Wed Apr 02 10:05:33 GMT 2025
PRIMARY
CAS
2889-31-8
Created by admin on Wed Apr 02 10:05:33 GMT 2025 , Edited by admin on Wed Apr 02 10:05:33 GMT 2025
PRIMARY