Ácido L-α-aminoadípico - ≥98% , CAS No.1118-90-7

CAS: 1118-90-7 Cat. No.: A100535 Fórmula: C₆H₁₁NO₄ Peso molecular: 161.16 Beilstein Registry Number: 1724348 Número CE: 601-134-8

GRADE & PURITY ≥98%

Synonyms

Ácido L-2-Aminoadípico | Ácido (S)-2-Aminohexanodióico | Ácido L-Homoglutâmico

Storage

Room temperature

Shipped In

Normal

Visão geral

Foi demonstrado que o ácido L-α-aminoadípico, um análogo gliotóxico do glutamato, inibe competitivamente a proteína de transporte do D-[3H]-aspartato. Experiências relataram que este composto também causa uma redução na libertação isquémica de glutamato em fatias de hipocampo murino in vitro. Investigações adicionais sugerem que o ácido L-α-aminoadípico inibe a síntese do ácido cinurénico em culturas de astrócitos, o que demonstra a capacidade de modular a degeneração neuronal. O ácido L-α-aminoadípico é um inibidor do GluR e do Gl Syn.
Um inibidor da libertação isquémica de glutamato

Specifications

Sinónimos

Ácido L-2-Aminoadípico | Ácido (S)-2-Aminohexanodióico | Ácido L-Homoglutâmico

Especificações e pureza

≥98%

Condições de armazenamento de armazenamento

Room temperature

Enviado em

Normal

Pureza

≥98%

Nomes e identificadores

• Pubchem Sid: 488186685
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186685
• Sorrisos canónicos: C(CC(C(=O)O)N)CC(=O)O
• IUPAC Name: (2S)-2-aminohexanedioic acid
• InChIKey: OYIFNHCXNCRBQI-BYPYZUCNSA-N
• INCHI: 1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)/t4-/m0/s1
• SMILES isoméricas: C(C[C@@H](C(=O)O)N)CC(=O)O
• WGK Alemanha: 3
• Peso molecular: 161.16
• Beilstein: 1724348
• Reaxy-Rn: 1724349
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1724349&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Medium-chain fatty acids Amino fatty acids Dicarboxylic acids and derivatives Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-alpha-amino acid - Medium-chain fatty acid - Amino fatty acid - Dicarboxylic acid or derivatives - Fatty acid - Fatty acyl - Amino acid - Carboxylic acid - Organopnictogen compound - Organic nitrogen compound - Amine - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aliphatic acyclic compound
• Descrição: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: 2-aminoadipic acid

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

Alvos associados (humanos)

DRD1 Tclin Dopamine D1 receptor (9720 Activities)

Discover Target: DRD1

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GRM4 Tchem Metabotropic glutamate receptor 4 (2320 Activities)

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GRM6 Tchem Metabotropic glutamate receptor 6 (361 Activities)

Discover Target: GRM6

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GRM1 Tchem Metabotropic glutamate receptor 1 (2309 Activities)

Discover Target: GRM1

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GRM5 Tchem Metabotropic glutamate receptor 5 (5733 Activities)

Discover Target: GRM5

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THP-1 (11052 Activities)

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HEK293 (82097 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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BLM Tchem Bloom syndrome protein (4248 Activities)

Discover Target: BLM

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Alvos associados (não humanos)

Cruzipain (33337 Activities)

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Grm2 Metabotropic glutamate receptor 2 (1326 Activities)

Discover Target: Grm2

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pfk 6-phospho-1-fructokinase (7870 Activities)

Discover Target: pfk

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Soluble in 1N HCl (50 mg/ml), and water (slightly).
• Rotação específica [α]: 25 ° (C=5, 6mol/L HCl)
• Ponto de fusão (°C): 203-205°C
• Peso molecular: 161.160 g/mol
• XLogP3: -3.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 161.069 Da
• Monoisotopic Mass: 161.069 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 157.000
• 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

Referências

1. Li Wendi, Li Shanshan, Cao Zhenju, Sun Yi, Qiu Wei, Jia Mei, Su Ming.  (2022)  Exploration of the amino acid metabolic signature in anthracycline-induced cardiotoxicity using an optimized targeted metabolomics approach based on UPLC-MS/MS.  NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY,  395  (10): (1209-1224).  [PMID:35879430] [10.1007/s00210-022-02271-x]

2. Lili Zhang, Wen Duan, Yan Huang, Yuyu Zhang, Baoguo Sun, Dandan Pu, Yizhuang Tang, Chao Liu.  (2020)  Sensory taste properties of chicken (Hy-Line brown) soup as prepared with five different parts of the chicken.  INTERNATIONAL JOURNAL OF FOOD PROPERTIES,      [PMID:] [10.1080/10942912.2020.1828455]

3. YuLing Yang, JiaNi Zhang, SiWen Wu, Yu Deng, ShiHan Wang, Li Xie, XiaoPeng Li, Li Yang.  (2024)  Exosome/antimicrobial peptide laden hydrogel wound dressings promote scarless wound healing through miR-21-5p-mediated multiple functions.  BIOMATERIALS,      [PMID:38581764] [10.1016/j.biomaterials.2024.122558]

4. Shan Huang, Wenqian Zhang, Bo Li, Guixin Li, Wei Ni, Yi Fang, Fuxiang Wei, Qi Xiao.  (2025)  Mn-doped carbon dots-based fluorescent-colorimetric dual-mode probes for selective and sensitive detection of Cr(VI) ions and l-ascorbic acid via smartphone-integrated analytical platform.  ANALYTICA CHIMICA ACTA,      [PMID:40915727] [10.1016/j.aca.2025.344493]

Perguntas frequentes

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 1118-90-7, the molecular formula is C6H11NO4, and the molecular weight is 161.16 g/mol. InChIKey OYIFNHCXNCRBQI-BYPYZUCNSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.