D-α-Hydroxyglutaric acid - CAS 13095-47-1

Name: D-α-Hydroxyglutaric acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB007204
Product Name:	D-α-Hydroxyglutaric acid
CAS:	13095-47-1
Synonyms:	(R)-2-Hydroxyglutarate; (R)-2-Hydroxyglutaric acid; (R)-2-Hydroxypentanedioic acid; D-2-Hydroxyglutaric acid

Technical Data

IUPAC Name:	(2R)-2-hydroxypentanedioic acid
Description:	D-α-Hydroxyglutaric acid is the principal metabolite accumulating in neurometabolic disease D-2-hydroxyglutaric aciduria. D-α-Hydroxyglutaric acid is a weak competitive antagonist of α-ketoglutarate (α-KG) and inhibits multiple α-KG-dependent dioxygenases with a Ki of 10.87 mM. D-α-Hydroxyglutaric acid binds and inhibits ATP synthase and inhibits mTOR signaling.
Molecular Weight:	148.11
Molecular Formula:	C5H8O5
Canonical 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)/t3-/m1/s1
InChI Key:	HWXBTNAVRSUOJR-GSVOUGTGSA-N
Melting Point:	> 300 °C
Appearance:	Solid
LogP:	-0.70330

Publication Number	Title	Priority Date
CN-112830958-A	Transcription regulation factor specifically responding to D-2-hydroxyglutaric acid and application thereof	20210205
CN-112592958-A	Method for detecting D-2-hydroxyglutarate by using FAD-dependent D-2-hydroxyglutarate dehydrogenase and resazurin	20201207
CN-112168969-A	Inhibition effect of DDIT4L and functional small peptide thereof on glioblastoma	20200929
CN-111705131-A	PCR kit for detecting human IDH1 or IDH2 gene mutation	20200607
CN-111413424-A	Alzheimer disease marker and application thereof	20200331

PMID	Publication Date	Title	Journal
31857147	20200601	Epigallocatechin-3-gallate downregulates PDHA1 interfering the metabolic pathways in human herpesvirus 8 harboring primary effusion lymphoma cells	Toxicology in vitro : an international journal published in association with BIBRA
32071674	20200213	Vorasidenib (AG-881): A First-in-Class, Brain-Penetrant Dual Inhibitor of Mutant IDH1 and 2 for Treatment of Glioma	ACS medicinal chemistry letters
31768950	20191201	Novel IDH1-Targeted Glioma Therapies	CNS drugs
29670690	20180412	Discovery of AG-120 (Ivosidenib): A First-in-Class Mutant IDH1 Inhibitor for the Treatment of IDH1 Mutant Cancers	ACS medicinal chemistry letters
28588019	20170810	Enasidenib induces acute myeloid leukemia cell differentiation to promote clinical response	Blood

Complexity:	141
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	1
Defined Bond Stereocenter Count:	0
Exact Mass:	148.03717335
Formal Charge:	0
Heavy Atom Count:	10
Hydrogen Bond Acceptor Count:	5
Hydrogen Bond Donor Count:	3
Isotope Atom Count:	0
Monoisotopic Mass:	148.03717335
Rotatable Bond Count:	4
Topological Polar Surface Area:	94.8
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	-1