U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C4H8N2O3.H2O
Molecular Weight 150.1332
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASPARAGINE MONOHYDRATE

SMILES

O.N[C@@H](CC(N)=O)C(O)=O

InChI

InChIKey=RBMGJIZCEWRQES-DKWTVANSSA-N
InChI=1S/C4H8N2O3.H2O/c5-2(4(8)9)1-3(6)7;/h2H,1,5H2,(H2,6,7)(H,8,9);1H2/t2-;/m0./s1

HIDE SMILES / InChI

Description

Asparagine is a non-essential amino acid, which is synthesized in the human body from L-aspartate by Asparagine synthetase. Asparagine is required for the synthesis of many important cellular proteins in normal human cells. Many tumor cells do not have this capacity, due to a lack of the enzyme L-asparagine synthetase, and therefore require an exogenous supply of the amino acid. This amino acid participates in the functions of the brain and nervous system. Asparagine may come from food or be taken as a dietary supplement.

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Asparagine in blood plasma.
1953 Jun 20
Diminished phenylketonuria in phenylpyruvic oligophrenia after administration of L-glutamine, L-glutamate or L-asparagine.
1956 Jun
L-asparaginase and L-asparagine metabolism.
1970
Mass spectrometric analysis of asparagine deamidation and aspartate isomerization in polypeptides.
2010 Jun
Patents

Sample Use Guides

In Vivo Use Guide
500 mg or 1 capsule daily as a dietary supplement or as recommended by a healthcare practitioner.
Route of Administration: Oral
In Vitro Use Guide
HeLa cells were treated with 0.1 mM asparagine and at this concentration, the amino acid promoted cancer cell proliferation in 3 times.
Name Type Language
ASPARAGINE MONOHYDRATE
EP   USP-RS   WHO-DD  
Systematic Name English
ASPARAGINE MONOHYDRATE [EP]
Common Name English
L-ASPARAGINE MONOHYDRATE
Systematic Name English
ASPARAGINE MONOHYDRATE [USP-RS]
Common Name English
ASPARAGINE MONOHYDRATE [WHO-DD]
Common Name English
ASPARAGINE, L-, MONOHYDRATE
Systematic Name English
Code System Code Type Description
RXCUI
1666924
Created by admin on Tue Mar 06 17:15:55 UTC 2018 , Edited by admin on Tue Mar 06 17:15:55 UTC 2018
PRIMARY RxNorm
PUBCHEM
170358
Created by admin on Tue Mar 06 17:15:55 UTC 2018 , Edited by admin on Tue Mar 06 17:15:55 UTC 2018
PRIMARY
NCI_THESAURUS
C87433
Created by admin on Tue Mar 06 17:15:55 UTC 2018 , Edited by admin on Tue Mar 06 17:15:55 UTC 2018
PRIMARY
CAS
5794-13-8
Created by admin on Tue Mar 06 17:15:55 UTC 2018 , Edited by admin on Tue Mar 06 17:15:55 UTC 2018
PRIMARY
EVMPD
SUB26049
Created by admin on Tue Mar 06 17:15:55 UTC 2018 , Edited by admin on Tue Mar 06 17:15:55 UTC 2018
PRIMARY
EVMPD
SUB127325
Created by admin on Tue Mar 06 17:15:55 UTC 2018 , Edited by admin on Tue Mar 06 17:15:55 UTC 2018
PRIMARY