N-Acetyl-L-Glutamine - ≥99% , CAS No.2490-97-3

CAS: 2490-97-3 Cat. No.: A117200 Molecular Weight: 188.18 Beilstein Registry Number: 1727471 EC Number: 219-647-7

GRADE & PURITY ≥99%

Synonyms

Ac-Gln-OH | HMS2230O15 | A817539 | acetyl-l-glutamine | Tox21_113393 | Aceglutamida [INN-Spanish] | DB04167 | HMS3885H06 | UNII-01J18G9G97 | A-Acetyl-L-glutamine | N-Acetylglutamine | Tox21_110702_1 | s4512 | (2S)-2-acetamido-5-azanyl-5-oxidanylidene-pent

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

Ac-Gln-OH | HMS2230O15 | A817539 | acetyl-l-glutamine | Tox21_113393 | Aceglutamida [INN-Spanish] | DB04167 | HMS3885H06 | UNII-01J18G9G97 | A-Acetyl-L-glutamine | N-Acetylglutamine | Tox21_110702_1 | s4512 | (2S)-2-acetamido-5-azanyl-5-oxidanylidene-pent

Specifications & Purity

≥99%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504757719
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757719
• Canonical Smiles: CC(=O)NC(CCC(=O)N)C(=O)O
• IUPAC Name: (2S)-2-acetamido-5-amino-5-oxopentanoic acid
• 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
• Isomeric SMILES: CC(=O)N[C@@H](CCC(=O)N)C(=O)O
• WGK Germany: 3
• Molecular Weight: 188.18
• Beilstein: 1727471
• Reaxy-Rn: 1727470
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1727470&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Glutamine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Glutamine and derivatives
• Alternative Parents: N-acyl-L-glutamines Fatty amides Fatty acids and conjugates Acetamides Secondary carboxylic acid amides Primary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Glutamine or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - N-acyl-l-glutamine - Fatty amide - Fatty acyl - Fatty acid - Acetamide - Carboxamide group - Primary carboxylic acid amide - Secondary carboxylic acid amide - Carboxylic acid - Monocarboxylic acid or derivatives - Organonitrogen compound - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as glutamine and derivatives. These are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: N-acetyl-L-amino acid - N(2)-acyl-L-glutamine - N(2)-acetylglutamine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: -12 ° (C=3, H2O)
• Melt Point(°C): 195-199°C
• Molecular Weight: 188.180 g/mol
• XLogP3: -1.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 188.08 Da
• Monoisotopic Mass: 188.08 Da
• Topological Polar Surface Area: 109.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 227.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Ningxiang Yu, Zeyi Wu, Yijue Wang, Abel Wend-Soo Zongo, Xiaohua Nie, Yuanchao Lu, Qin Ye, Xianghe Meng.  (2023)  Formation of adducts during digestion triggered dietary protein for alleviating cytotoxicity of 2-tert-butyl-1,4-benzoquinone.  FOOD AND CHEMICAL TOXICOLOGY,      [PMID:38029872] [10.1016/j.fct.2023.114200]

2. Wenjun Zhang, Chuntao Dong, Zhaosheng Li, Huina Shi, Yijun Xu, Mingchen Zhu.  (2024)  Serum targeted metabolomics uncovering specific amino acid signature for diagnosis of intrahepatic cholangiocarcinoma.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:39241676] [10.1016/j.jpba.2024.116457]