N-Acetyl-L-glutamic acid
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N-Acetyl-L-glutamic acid
structure -
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CAS No:
1188-37-0
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Formula:
C7H11NO5
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Chemical Name:
N-Acetyl-L-glutamic acid
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Synonyms:
L-Glutamic acid,N-acetyl-;Glutamic acid,N-acetyl-,L-;N-Acetyl-L-glutamic acid;N-Acetylglutamic acid;N-Acetyl-S-glutamic acid;Acetylglutamic acid;L-N-Acetylglutamic acid;α-(N-Acetyl)-L-glutamic acid;N-Acetyl-L-glutaminic acid;(2S)-2-Acetamidopentanedioic acid;7728-87-2
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CAS No:
Description
N-Acetyl-L-glutamic acid, a N-acyl-L-amino acid, is a component of animal cell culturing media. N-Acetyl-L-glutamic acid is a metabolite of Saccharomyces cerevisiae and human[1].
Solid|White powder or white crystals; Savoury, cooked roasted
N-acetyl-L-glutamic acid is an N-acyl-L-amino acid that is L-glutamic acid in which one of the amine hydrogens is substituted by an acetyl group. It has a role as a Saccharomyces cerevisiae metabolite and a human metabolite. It is a N-acetyl-L-amino acid and a N-acyl-L-glutamic acid. It derives from a L-glutamic acid. It is a conjugate acid of a N-acetyl-L-glutamate(1-).|Carglumic acid is an orphan drug and a derivative of N-acetylglutamate that activates the first enzyme in the urea cycle that is responsible for removal and detoxification of ammonia, making this drug a valuable agent for therapy of hyperammonemia caused by rare forms of urea cycle defects. Clinical experience with carglumic acid is limited, but it has not been linked to significant serum enzyme elevations during therapy or to instances of clinically apparent acute liver injury.
N-Acetyl-L-glutamic acid Basic Attributes
189.16600
189.17
214-708-4
MA61H539YZ
DTXSID3046534
29241900
Characteristics
103.70000
-1.8
Solid
1.354g/cm3
195 °C
495.9ºC at 760mmHg
253.7ºC
-15 ° (C=1, H2O)
H2O: 2.7 g/100 mL (20 ºC)
0-6ºC
3.48E-11mmHg at 25°C
141 Ų [M+Na-2H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|139.03 Ų [M+H]+ [CCS Type: DT, Method: stepped-field]|149.63 Ų [M+Na]+ [CCS Type: DT, Method: stepped-field]|139.63 Ų [M-H]- [CCS Type: DT, Method: stepped-field]|142.4 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|136.9 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|143.3 Ų [M+Na-2H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|141.7 Ų [M+Na]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|143.5 Ų [M-2H+Na]-
Safety Information
NONH for all modes of transport
2
S24/25
LZ9725000
Stable under normal temperatures and pressures.
Toxicity
The urea cycle disorders include at least 8 genetic conditions, one of the more rare causes being NAGS. Because this condition is so rare, carglumic acid was given orphan disease drug status and approval was based on open labelled treatment studies of only 40 patients. In these studies, carglumic acid was not linked to serum enzyme elevations during treatment or to episodes of acute, clinically apparent liver injury or jaundice. Since approval, there have been no published reports of hepatotoxicity attributed to carglumic acid and the product label does not mention liver injury as an adverse event.
Drug Information
Carglumic acid is an orphan drug and a derivative of N-acetylglutamate that activates the first enzyme in the urea cycle that is responsible for removal and detoxification of ammonia, making this drug a valuable agent for therapy of hyperammonemia caused by rare forms of urea cycle defects. Clinical experience with carglumic acid is limited, but it has not been linked to significant serum enzyme elevations during therapy or to instances of clinically apparent acute liver injury.
Urea Cycle Disorder Agents
N-acetylglutamate
N-Acetyl-L-glutamic acid Use and Manufacturing
1. N-Acetyl-L-glutamic Acid is the N-Acetyl analogue of the non-essential amino acid, L-glutamic acid (G596960). N-Acetyl-L-glutamic Acid activates carbamoyl phosphate synthetase in the urea cycle.
2. Substrate for acetylglutamate kinase. Inhibitor of N-acetyl-L-glutamate synthetase
L-Glutamic acid, N-acetyl-: ACTIVE
Flavoring Agents -> JECFA Flavorings Index|Flavouring Agent -> FLAVOURING_AGENT; -> JECFA Functional Classes|Cosmetics -> Skin conditioning
Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT;
Computed Properties
Molecular Weight:189.17
XLogP3:-1.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:189.06372245
Monoisotopic Mass:189.06372245
Topological Polar Surface Area:104
Heavy Atom Count:13
Complexity:225
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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