ChemicalBook--->CAS DataBase List--->103404-90-6

103404-90-6

103404-90-6 Structure

103404-90-6 Structure
IdentificationBack Directory
[Name]

D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT
[CAS]

103404-90-6
[Synonyms]

sodiuM 2-hydroxypentanedioate
(r)-2-hydroxypentanedioic acid
Disodium (R)-2-hydroxyglutarate
(2R)-2-Hydroxypentanedioic acid
D-α-Hydroxyglutaric acid disodium
SodiuM (R)-2-hydroxypentanedioate
D-A-HYDROXYGLUTARIC ACID DISODIUM
isodium,(2R)-2-hydroxypentanedioate
disodium:(2R)-2-hydroxypentanedioate
D-ALPHA-HYDROXYGLUTARIC ACID DISODIU
D-alpha-Hydroxyglutaric Acid Disodium
D-α-Hydroxyglutaric Acid (sodium salt)
d-α-hydroxyglutaric acid disodium salt
(2R)-2-Hydroxyglutaric Acid Disodium Salt
D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT
D-ALPHA-HYDROXYGLUTARIC ACID DISODIUM SALT
D-.alpha.-Hydroxyglutaric Acid (sodium salt)
D-α-Hydroxyglutaric acid disodiuM salt
D-α-Hydroxypentanedioic acid disodium salt, 95%
Pentanedioic acid,2-hydroxy-, disodium salt, (2R)-
D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT USP/EP/BP
D-alpha-Hydroxyglutaric acid disodiuM salt >=95% (GC)
[Molecular Formula]

C5H6Na2O5
[MDL Number]

MFCD00069573
[MOL File]

103404-90-6.mol
[Molecular Weight]

192.08
Chemical PropertiesBack Directory
[Melting point ]

>291°C (dec.)
[storage temp. ]

-20°C
[solubility ]

PBS (pH 7.2): 10 mg/ml
[form ]

A crystalline solid
[color ]

White to light yellow
[Optical Rotation]

[α]/D 8.5±1.5°, c = 1 in NaOH
[Water Solubility ]

Soluble to 100 mM in water
[BRN ]

5318041
[Stability:]

Hygroscopic
[Major Application]

cell analysis
peptide synthesis
[InChI]

InChI=1/C5H8O5.Na.H/c6-3(5(9)10)1-2-4(7)8;;/h3,6H,1-2H2,(H,7,8)(H,9,10);;/t3-;;/s3
[InChIKey]

DZHFTEDSQFPDPP-HWYNEVGZSA-L
[SMILES]

[C@H](O)(C(=O)O)CCC(=O)O.[NaH] |&1:0,r|
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

29181990
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

D-α-Hydroxyglutaric Acid (D-2-HG) is an α-hydroxy acid that is over-produced in the human neurometabolic disease D-2-hydroxyglutaric aciduria (D-2-HGA). It is normally synthesized from 2-ketoglutarate (2-KG) by hydroxyacid-oxoacid transhydrogenase (HOT), although defects in HOT are not known to be associated with D-2-HGA. Instead, type I D-2-HGA involves mutations in D-2-hydroxyglutarate dehydrogenase, which converts D-2-HG back to 2-KG. Type II D-2-HGA results from gain-of-function mutations in isocitrate dehydrogenase 2, causing it to supplement HOT in converting 2-KG to D-2-HG. In bacteria, this α-hydroxy acid may be synthesized from oxalate and propionyl-coenzyme A by an α-hydroxyglutaric acid synthetase.
[Chemical Properties]

Pale Orange Solid
[Uses]

A potential inhibitor of glutamate carboxypeptidase.
[Biochem/physiol Actions]

Biomarker for inborn errors of metabolism and cancer
[storage]

Store at -20°C
[References]

[1] XUDONG FU. 2-Hydroxyglutarate Inhibits ATP Synthase and mTOR Signaling.[J]. Cell metabolism, 2015, 22 3: 508-515. DOI: 10.1016/j.cmet.2015.06.009
[2] ALEXANDRA LATINI. D-2-hydroxyglutaric acid induces oxidative stress in cerebral cortex of young rats[J]. European Journal of Neuroscience, 2003, 17 10: 2017-2022. DOI: 10.1046/j.1460-9568.2003.02639.x
[3] MARTIJN KRANENDIJK. IDH2 Mutations in Patients with d-2-Hydroxyglutaric Aciduria[J]. Science, 2010, 330 6002. DOI: 10.1126/science.1192632
[4] EDUARD A STRUYS. Mutations in the D-2-hydroxyglutarate dehydrogenase gene cause D-2-hydroxyglutaric aciduria.[J]. American journal of human genetics, 2005, 76 2: 358-360. DOI: 10.1086/427890
[5] HUI YANG. IDH1 and IDH2 mutations in tumorigenesis: mechanistic insights and clinical perspectives.[J]. Clinical Cancer Research, 2012, 18 20: 5562-5571. DOI: 10.1158/1078-0432.ccr-12-1773
[6] WEI XU. Oncometabolite 2-hydroxyglutarate is a competitive inhibitor of α-ketoglutarate-dependent dioxygenases.[J]. Cancer Cell, 2011, 19 1: 17-30. DOI: 10.1016/j.ccr.2010.12.014
[7] RASHEDUZZAMAN CHOWDHURY. The oncometabolite 2-hydroxyglutarate inhibits histone lysine demethylases.[J]. EMBO Reports, 2011, 12 5: 463-469. DOI: 10.1038/embor.2011.43
Spectrum DetailBack Directory
[Spectrum Detail]

D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT(103404-90-6)MS
D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT(103404-90-6)1HNMR
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