N-(CARBOXYCARBONYL)GLYCINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H5NO5
Molecular Weight	147.0862
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CNC(=O)C(O)=O

InChI

InChIKey=BIMZLRFONYSTPT-UHFFFAOYSA-N

InChI=1S/C4H5NO5/c6-2(7)1-5-3(8)4(9)10/h1H2,(H,5,8)(H,6,7)(H,9,10)

HIDE SMILES / InChI

Molecular Formula	C4H5NO5
Molecular Weight	147.0862
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26196940

N-(Carboxycarbonyl)glycine is a broad-spectrum inhibitor of many 2-oxoglutarate oxygenases. It is currently widely used in studies on the hypoxic response and chromatin modifications in animals.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Quantitative high-throughput screening identifies 8-hydroxyquinolines as cell-active histone demethylase inhibitors.	2010-11-23	21124847
Force field design and molecular dynamics simulations of factor-inhibiting HIF-1 and its complex with known inhibitors: implications for rational inhibitor design.	2010-09	20663694
Design, synthesis, enzyme-inhibitory activity, and effect on human cancer cells of a novel series of jumonji domain-containing protein 2 histone demethylase inhibitors.	2010-08-12	20684604
Evidence for a lack of a direct transcriptional suppression of the iron regulatory peptide hepcidin by hypoxia-inducible factors.	2009-11-18	19924283
Synthesis and activity of N-oxalylglycine and its derivatives as Jumonji C-domain-containing histone lysine demethylase inhibitors.	2009-05-15	19359167
Overall kinetic mechanism of saccharopine dehydrogenase (L-glutamate forming) from Saccharomyces cerevisiae.	2008-05-13	18416559
Purification and characterization of the FeII- and alpha-ketoglutarate-dependent xanthine hydroxylase from Aspergillus nidulans.	2007-05-08	17429948
Kinetic and spectroscopic investigation of CoII, NiII, and N-oxalylglycine inhibition of the FeII/alpha-ketoglutarate dioxygenase, TauD.	2005-12-09	16165092

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:56:21 GMT 2025` Edited by `admin` on `Mon Mar 31 18:56:21 GMT 2025`
Record UNII	VVW38EB8YS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-OXALYLGLYCINE

Preferred Name

English

N-(CARBOXYCARBONYL)GLYCINE

Systematic Name

English

NOG

Common Name

English

GLYCINE, N-(CARBOXYCARBONYL)-

Systematic Name

English

OXAMIC ACID, (CARBOXYMETHYL)-

Systematic Name

English

OXALYLGLYCINE

Common Name

English

OXALOGLYCINE N-

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID20200601