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Details

Stereochemistry ABSOLUTE
Molecular Formula 5C7H11N2O4.3Al.4HO
Molecular Weight 1084.8402
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACEGLUTAMIDE ALUMINUM

SMILES

[OH-].[OH-].[OH-].[OH-].[Al+3].[Al+3].[Al+3].CC(=O)N[C@@H](CCC(N)=O)C([O-])=O.CC(=O)N[C@@H](CCC(N)=O)C([O-])=O.CC(=O)N[C@@H](CCC(N)=O)C([O-])=O.CC(=O)N[C@@H](CCC(N)=O)C([O-])=O.CC(=O)N[C@@H](CCC(N)=O)C([O-])=O

InChI

InChIKey=IVVHAAOJLULJLK-YDXSIYMFSA-E
InChI=1S/5C7H12N2O4.3Al.4H2O/c5*1-4(10)9-5(7(12)13)2-3-6(8)11;;;;;;;/h5*5H,2-3H2,1H3,(H2,8,11)(H,9,10)(H,12,13);;;;4*1H2/q;;;;;3*+3;;;;/p-9/t5*5-;;;;;;;/m00000......./s1

HIDE SMILES / InChI

Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Al
Molecular Weight 26.9815
Charge 3
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C7H11N2O4
Molecular Weight 187.1732
Charge -1
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-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
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 15:13:36 GMT 2023
Edited
by admin
on Fri Dec 15 15:13:36 GMT 2023
Record UNII
R7QTG0PMPX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACEGLUTAMIDE ALUMINUM
USAN  
USAN   JAN  
Official Name English
KW 110
Code English
N-ACETYL-L-GLUTAMINE ALUMINUM COMPLEX
Common Name English
ACEGLUTAMIDE ALUMINUM COMPLEX [MI]
Common Name English
(N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRIALUMINIUM
Common Name English
GLUMAL
Brand Name English
ACEGLUTAMIDE ALUMINUM [JAN]
Common Name English
(N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRIALUMINUM
Common Name English
ACEGLUTAMIDE ALUMINIUM [MART.]
Common Name English
Aceglutamide aluminium [WHO-DD]
Common Name English
PENTAKIS (N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRIALUMINUM
Common Name English
ALUMINIUM, PENTAKIS(N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRI-
Common Name English
ALUMINUM, PENTAKIS(N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRI-
Common Name English
KW-110
Code English
ACEGLUTAMIDE ALUMINUM COMPLEX
MI  
Common Name English
ACEGLUTAMIDE ALUMINUM [USAN]
Common Name English
N-ACETYL-L-GLUTAMINE ALUMINIUM COMPLEX
Common Name English
PENTAKIS (N(SUP 2)-ACETYL-L-GLUTAMINATO)TETRAHYDROXYTRIALUMINIUM
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29701
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
Code System Code Type Description
USAN
U-100
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
PRIMARY
EPA CompTox
DTXSID90925394
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
PRIMARY
EVMPD
SUB00244MIG
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
PRIMARY
MERCK INDEX
m1296
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
PRIMARY Merck Index
RXCUI
1426378
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
PRIMARY RxNorm
PUBCHEM
10463869
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
PRIMARY
CAS
12607-92-0
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
PRIMARY
NCI_THESAURUS
C81602
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
PRIMARY
FDA UNII
R7QTG0PMPX
Created by admin on Fri Dec 15 15:13:36 GMT 2023 , Edited by admin on Fri Dec 15 15:13:36 GMT 2023
PRIMARY
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