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

Details

Stereochemistry ABSOLUTE
Molecular Formula C4H8N2O3
Molecular Weight 132.1179
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASPARAGINE

SMILES

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

InChI

InChIKey=DCXYFEDJOCDNAF-REOHCLBHSA-N
InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1

HIDE SMILES / InChI
Molecular Formula C4H8N2O3
Molecular Weight 132.1179
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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

1989
115
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
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

Patents

05071843
7
05679688
3
06258806
7
US3979449 A
3
US5326908 A
3

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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:43:15 GMT 2023
Edited
by admin
on Sat Dec 16 05:43:15 GMT 2023
Record UNII
5Z33R5TKO7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ASPARAGINE
HSDB   INCI   MI   WHO-DD  
INCI  
Official Name English
L-ASPARAGINE [FCC]
Common Name English
Asparagine [WHO-DD]
Common Name English
ASPARAGINE [INCI]
Common Name English
ASPARAGINE [MI]
Common Name English
L-ASPARAGINE
FCC  
Systematic Name English
ASPARAGINE ANHYDROUS [USP-RS]
Common Name English
ASPARAGINE ANHYDROUS
USP-RS  
Common Name English
ASPARAGINE [HSDB]
Common Name English
L-ASPARAGINE ANHYDROUS
Common Name English
ASPARAGINE, L-
Systematic Name English
(S)-2,4-DIAMINO-4-OXOBUTANOIC ACID
Systematic Name English
NSC-82391
Code English
7NG0A2TUHQ
Common Name English
Classification Tree Code System Code
LOINC 25326-0
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
LOINC 1910-9
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LOINC 53395-0
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LOINC 26603-1
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LOINC 1907-5
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LOINC 13388-4
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LOINC 53155-8
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LOINC 47572-3
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LOINC 44301-0
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LOINC 1909-1
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LOINC 56643-0
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LOINC 27995-0
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LOINC 1908-3
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LOINC 53505-4
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LOINC 25862-4
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LOINC 16410-3
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DSLD 4055 (Number of products:18)
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LOINC 26577-7
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LOINC 32230-5
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LOINC 53396-8
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LOINC 27089-2
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CFR 21 CFR 172.320
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LOINC 27317-7
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NCI_THESAURUS C29596
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LOINC 1906-7
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NCI_THESAURUS C68442
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LOINC 13710-9
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LOINC 20638-3
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Code System Code Type Description
ECHA (EC/EINECS)
200-735-9
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
CHEBI
58048
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
WIKIPEDIA
ASPARAGINE
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
CHEBI
50348
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
MESH
D001216
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
NCI_THESAURUS
C29607
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
DRUG CENTRAL
4126
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
ChEMBL
CHEMBL58832
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
EVMPD
SUB12951MIG
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
NCI_THESAURUS
C1505
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
CONCEPT Dietary Supplement
CHEBI
22653
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
NSC
82391
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
CAS
70-47-3
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
DAILYMED
5Z33R5TKO7
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
FDA UNII
5Z33R5TKO7
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
CHEBI
17196
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
CHEBI
50347
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
RS_ITEM_NUM
1043502
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PRIMARY
DRUG BANK
DB00174
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
PUBCHEM
6267
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
RXCUI
1157
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY RxNorm
EPA CompTox
DTXSID10883220
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
SMS_ID
100000077458
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
MERCK INDEX
m2097
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
SUPERSEDED
HSDB
7425
Created by admin on Sat Dec 16 05:43:15 GMT 2023 , Edited by admin on Sat Dec 16 05:43:15 GMT 2023
PRIMARY
Related Record Type Details
Structure of ASPARAGINE SODIUM
SALT/SOLVATE -> PARENT
Structure of ASPARAGINE MONOHYDRATE
SALT/SOLVATE -> PARENT
Structure of ASPARAGINE MONOHYDRATE
SOLVATE->ANHYDROUS
Related Record Type Details
Structure of (2S,5S)-3,6-Dioxo-2,5-piperazinediacetamide
IMPURITY -> PARENT
Structure of ASPARTIC ACID
IMPURITY -> PARENT
Related Record Type Details
Structure of ASPARAGINE
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