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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H12N2O4
Molecular Weight 188.1812
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACEGLUTAMIDE

SMILES

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

InChI

InChIKey=KSMRODHGGIIXDV-YFKPBYRVSA-N
InChI=1S/C7H12N2O4/c1-4(10)9-5(7(12)13)2-3-6(8)11/h5H,2-3H2,1H3,(H2,8,11)(H,9,10)(H,12,13)/t5-/m0/s1

HIDE SMILES / InChI

Molecular Formula C7H12N2O4
Molecular Weight 188.1812
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.drugs.com/international/aceglutamide.html | https://www.ncbi.nlm.nih.gov/pubmed/26444640 | https://www.ncbi.nlm.nih.gov/pubmed/1790087 | https://www.ncbi.nlm.nih.gov/pubmed/7274416

Aceglutamide (INN, JAN) (brand name Neuramina), or aceglutamide aluminum (JAN, USAN) (brand name Glumal), also known as acetylglutamine, is a psychostimulant, nootropic, and antiulcer agent that is marketed in Spain and Japan. Aceglutamide functions as a prodrug to glutamine with improved potency and stability. Aceglutamide is used as a psychostimulant and nootropic, while aceglutamide aluminum is used in the treatment of ulcers. Aceglutamide can also be used as a liquid-stable source of glutamine to prevent damage from protein energy malnutrition.

Originator

Sources: Helvetica Chimica Acta, Volume 9, Pages 301-23, Journal, 1926

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Neuramina

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
N-acetyl functions and acetate detected by nuclear magnetic resonance spectroscopy of urine to detect renal dysfunction following aminoglycoside and/or glycopeptide antibiotic therapy.
2004
N-acetyl-L-glutamine, a liquid-stable source of glutamine, partially prevents changes in body weight and on intestinal immunity induced by protein energy malnutrition in pigs.
2007 Mar
Understanding carbamoyl-phosphate synthetase I (CPS1) deficiency by using expression studies and structure-based analysis.
2010 Jul
Patents

Patents

Sample Use Guides

700 mg bid
Route of Administration: Oral
Rat pheochromocytoma cell lines (PC12) were cultured in RPMI-1640 supplemented with 5% FBS and 10% HS, at 37◦C in a humidified atmosphere of 5% CO2 and 95% oxygen. The cells were incubated with Na2S2O4 at a final concentration of 10mM in the sugar and glutamine-free Earle’s solution for 4 h (hypoxia) and the cell solution was then replaced by normal medium without adding glutamine (reoxygenation). Series concentrations of Aceglutamide (0.01, 0.1, 1 and 10 mkM) were added into the culture medium 24 h after the onset of reoxygenation. Control cultures were treated in a similar way except the hypoxic challenge.
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:19:49 GMT 2023
Edited
by admin
on Fri Dec 15 17:19:49 GMT 2023
Record UNII
01J18G9G97
Record Status Validated (UNII)
Record Version
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Name Type Language
ACEGLUTAMIDE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
Aceglutamide [WHO-DD]
Common Name English
ACEGLUTAMIDE [MART.]
Common Name English
ACETYL GLUTAMINE
INCI  
INCI  
Official Name English
NSC-186896
Code English
ACEGLUTAMIDE [MI]
Common Name English
NEURAMINA
Brand Name English
aceglutamide [INN]
Common Name English
N-ACETYLGLUTAMINE
Systematic Name English
L-GLUTAMINE, N2-ACETYL-
Systematic Name English
GLUTAMINE, N2-ACETYL-, L-
Systematic Name English
ACUTIL S
Brand Name English
N2-ACETYLGLUTAMINE
Systematic Name English
.ALPHA.-N-ACETYL-L-GLUTAMINE
Common Name English
ACETYL GLUTAMINE [INCI]
Common Name English
N-ACETYL-L-GLUTAMINE
Systematic Name English
N2-ACETYL-L-GLUTAMINE
Systematic Name English
PENTAKIS(N(SUP 2)-ACETYL-L-GLUTAMINATO)
Common Name English
Classification Tree Code System Code
DSLD 2422 (Number of products:1)
Created by admin on Fri Dec 15 17:19:49 GMT 2023 , Edited by admin on Fri Dec 15 17:19:49 GMT 2023
NCI_THESAURUS C47795
Created by admin on Fri Dec 15 17:19:49 GMT 2023 , Edited by admin on Fri Dec 15 17:19:49 GMT 2023
Code System Code Type Description
MESH
C032007
Created by admin on Fri Dec 15 17:19:49 GMT 2023 , Edited by admin on Fri Dec 15 17:19:49 GMT 2023
PRIMARY
DRUG BANK
DB04167
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PRIMARY
PUBCHEM
182230
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PRIMARY
CAS
2490-97-3
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PRIMARY
NSC
186896
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PRIMARY
INN
1887
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PRIMARY
MERCK INDEX
m1296
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PRIMARY Merck Index
SMS_ID
100000087914
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PRIMARY
DAILYMED
01J18G9G97
Created by admin on Fri Dec 15 17:19:49 GMT 2023 , Edited by admin on Fri Dec 15 17:19:49 GMT 2023
PRIMARY
WIKIPEDIA
ACEGLUTAMIDE
Created by admin on Fri Dec 15 17:19:49 GMT 2023 , Edited by admin on Fri Dec 15 17:19:49 GMT 2023
PRIMARY
EPA CompTox
DTXSID2048959
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PRIMARY
NCI_THESAURUS
C77843
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PRIMARY
CHEBI
143879
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PRIMARY
FDA UNII
01J18G9G97
Created by admin on Fri Dec 15 17:19:49 GMT 2023 , Edited by admin on Fri Dec 15 17:19:49 GMT 2023
PRIMARY
ECHA (EC/EINECS)
219-647-7
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PRIMARY
RXCUI
1426379
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PRIMARY RxNorm
EVMPD
SUB05208MIG
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PRIMARY
CHEBI
73685
Created by admin on Fri Dec 15 17:19:49 GMT 2023 , Edited by admin on Fri Dec 15 17:19:49 GMT 2023
PRIMARY
DRUG CENTRAL
46
Created by admin on Fri Dec 15 17:19:49 GMT 2023 , Edited by admin on Fri Dec 15 17:19:49 GMT 2023
PRIMARY
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