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Basic Information
CAS No.: 1188-37-0
Name: N-Acetyl-L-glutamic acid
Article Data: 17
Molecular Structure:
Molecular Structure of 1188-37-0 (N-Acetyl-L-glutamic acid)
Formula: C7H11NO5
Molecular Weight: 189.168
Synonyms: Acetyl glutamic acid;L-Glutamicacid, N-acetyl-;
EINECS: 214-708-4
Density: 1.354 g/cm3
Melting Point: 194-196 ºC (lit.)
Boiling Point: 495.9 ºC at 760 mmHg
Flash Point: 253.7 ºC
Solubility: 2.7 g/100 mL (20 ºC)
Appearance: white crystalline powder
Safety: 24/25
PSA: 103.70000
LogP: -0.16860
Synthetic route
56-86-0

L-glutamic acid

108-24-7

acetic anhydride

N-acetyl-(S)-glutamic acid

N-acetyl-(S)-glutamic acid

Conditions
ConditionsYield
In water for 0.0666667h; Irradiation;98%
at 0 - 20℃;61%
With water58%
With acetic acid Heating;

56-86-0

L-glutamic acid

623-11-0

1-methyl-4-nitrosobenzene

A

5817-08-3

Acetyl-D,L-glutaminsaeure

B

1188-37-0

N-acetyl-(S)-glutamic acid

463-51-4

Ketene

56-86-0

L-glutamic acid

1188-37-0

N-acetyl-(S)-glutamic acid

Conditions
ConditionsYield
With sodium hydroxide
15891-50-6

N-Acetyl-L-2-aminopentanoic acid

1188-37-0

N-acetyl-(S)-glutamic acid

Conditions
ConditionsYield
With hydrogen peroxide; trifluoroacetic acid In water-d2 Kinetics; Photolysis;
56-86-0

L-glutamic acid

17336-14-0

2-acetyloxy-5-nitrobenzoic acid

1188-37-0

N-acetyl-(S)-glutamic acid

Conditions
ConditionsYield
In water at 25℃; Kinetics; Concentration;
56-86-0

L-glutamic acid

1734-62-9

2-acetoxy-5-chloro-benzoic acid

1188-37-0

N-acetyl-(S)-glutamic acid

Conditions
ConditionsYield
In water at 25℃; Kinetics; Concentration;
56-86-0

L-glutamic acid

50-78-2

aspirin

1188-37-0

N-acetyl-(S)-glutamic acid

Conditions
ConditionsYield
In water at 25℃; Kinetics; Concentration;
56-86-0

L-glutamic acid

72-89-9

acetylcoenzyme A

1188-37-0

N-acetyl-(S)-glutamic acid

Conditions
ConditionsYield
With amino-acid N-acetyltransferase; sodium hydroxide In aq. buffer at 30℃; pH=8; Enzymatic reaction;
64-17-5

ethanol

1188-37-0

N-acetyl-(S)-glutamic acid

1446-19-1

diethyl N-acetyl L-glutamic ester

Conditions
ConditionsYield
With carbon tetrabromide for 32h; Heating;91%
67-56-1

methanol

1188-37-0

N-acetyl-(S)-glutamic acid

2361-99-1

dimethyl (2S)-2-(acetylamino)pentane-1,5-dioate

Conditions
ConditionsYield
With carbon tetrabromide for 20h; Heating;88%
With thionyl chloride at 0℃; for 4h;84%
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Specification

1. Introduction of N-Acetyl-L-glutamic acid

N-Acetyl-L-glutamic acid, with the IUPAC name of (2S)-2-Acetamidopentanedioic acid, is one kind of white powder. It belongs to the product categories of Amino Acid Derivatives; Glutamic Acid [Glu, E]; Ac-Amino Acids; Amino Acids; Amino Acids (N-Protected); Biochemistry; Amino Acid Derivatives; Glutamic Acid; Peptide Synthesis. Its EINECS registry number is 214-708-4. When you are dealing with this chemical, you should avoid contacting with skin and eyes. It is used as pharmaceutical intermediate, biochemical reagent and chiral selectors.

2. Properties of N-Acetyl-L-glutamic acid

Physical properties about N-Acetyl-L-glutamic acid are: (1)ACD/LogP: -2.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -5.37; (4)ACD/LogD (pH 7.4): -6.98; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 6; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 72.91 Å2; (13)Index of Refraction: 1.501; (14)Molar Refractivity: 41.19 cm3; (15)Molar Volume: 139.6 cm3; (16)Surface Tension: 57.5 dyne/cm; (17)Density: 1.354 g/cm3; (18)Flash Point: 253.7 °C; (19)Enthalpy of Vaporization: 83.6 kJ/mol; (20)Boiling Point: 495.9 °C at 760 mmHg; (21)Vapour Pressure: 3.48E-11 mmHg at 25 °C.

3. Structure Descriptors of N-Acetyl-L-glutamic acid

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(N[C@H](C(=O)O)CCC(=O)O)C
(2) InChI: InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1
(3) InChIKey: RFMMMVDNIPUKGG-YFKPBYRVSA-N

4. Toxicity of N-Acetyl-L-glutamic acid

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 711mg/kg (711mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Toksikologicheskii Vestnik. Vol. (3), Pg. 36, 1995.
mouse LD50 oral 6838mg/kg (6838mg/kg) BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)"

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BLOOD: HEMORRHAGE
Toksikologicheskii Vestnik. Vol. (3), Pg. 36, 1995.
rat LD50 oral > 7gm/kg (7000mg/kg) BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)"

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BLOOD: HEMORRHAGE
Toksikologicheskii Vestnik. Vol. (3), Pg. 36, 1995.

5. Safety information of N-Acetyl-L-glutamic acid

Safety Statements: 24/25
WGK Germany: 2
RTECS: LZ9725000
HS Code: 29241900

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