(2S,4R)-2-amino-4-methylpentanedioic acid

• ChemBase编号: 3104
• 分子式: C6H11NO4
• 平均质量: 161.15584
• 单一同位素质量: 161.06880784
• SMILES: C[C@H](C[C@H](N)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](C[C@@H](C(=O)O)N)C
• InChI: InChI=1S/C6H11NO4/c1-3(5(8)9)2-4(7)6(10)11/h3-4H,2,7H2,1H3,(H,8,9)(H,10,11)/t3-,4+/m1/s1
• InChIKey: KRKRAOXTGDJWNI-DMTCNVIQSA-N

名称和登记号

名称

• IUPAC标准名: (2S,4R)-2-amino-4-methylpentanedioic acid
• IUPAC传统名: (2S,4R)-2-amino-4-methylpentanedioic acid
• 别名: 2s,4r-4-Methylglutamate; SYM-2081; (2S,4R)-4-Methylglutamic acid; (4R)-4-Methyl-L-glutamic Acid; erythro-L-4-Methylglutamic Acid; L-erythro-γ-Methylglutamic Acid; (2S,4R)-4-Methylglutamic Acid

登记号

• CAS号: 31137-74-3
• MDL号: MFCD00937765
• PubChem SID: 46508238; 160966548; 24895059
• PubChem CID: 95883; 46936670

理论计算性质

JChem

• Acid pKa: 2.0136228
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -3.8308425
• LogD (pH = 7.4): -5.5816407
• Log P: -2.703642
• 摩尔折射率: 35.8622 cm^3
• 极化性: 14.494345 Å^3
• 极化表面积: 100.62 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.93
• LOG S: -0.93
• 溶解度: 2.29e+01 g/l

分子性质

理化性质

• 溶解度: H2O: >10 mg/mL; Water
• 外观: White; white solid
• 比旋光度: [α]23/D +23.2°, c = 0.73 in 6 M HCl(lit.)

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 相关基因信息: human ... GRIK1(2897), GRIK2(2898), SLC1A1(6505), SLC1A2(6506)rat ... Gria1(50592), Grik1(29559), Grin2a(24409), Slc1a2(29482)

详细说明

DrugBank - DB03425

Drug information: experimental

Sigma Aldrich - G137

Biochem/physiol Actions
Selective and high affinity kainate receptor antagonist.

Toronto Research Chemicals - M311575

A highly selective and potent agonist for kainate receptors.

参考文献

• Jones, K.A., et al.: Neuropharmacology, 36, 853 (1997)
• Shou, L.M., et al.: J. Pharmacol. Exper. Therap., 280, 422 (1997)
• Toms, N.J., et al.: Neuropharmacology, 36, 1483 (1997)
• Ta, L.E., et al.: Brain Res., 858, 106 (1997)