(1S,9R)-1-methyl-16-azatetracyclo[7.6.1.02,7.010,15]hexadeca-2,4,6,10(15),11,13-hexaene; (2Z)-but-2-enedioic acid

• ChemBase编号: 133281
• 分子式: C20H19NO4
• 平均质量: 337.36916
• 单一同位素质量: 337.13140809
• SMILES: C[C@@]12c3ccccc3C[C@H](N1)c1c2cccc1.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: C[C@]12N[C@H](c3c2cccc3)Cc2c1cccc2.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C16H15N.C4H4O4/c1-16-13-8-4-2-6-11(13)10-15(17-16)12-7-3-5-9-14(12)16;5-3(6)1-2-4(7)8/h2-9,15,17H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-,16+;/m1./s1
• InChIKey: QLTXKCWMEZIHBJ-PJGJYSAQSA-N

名称和登记号

名称

• IUPAC标准名: (1S,9R)-1-methyl-16-azatetracyclo[7.6.1.0^2,^7.0^1^0,^1^5]hexadeca-2,4,6,10(15),11,13-hexaene; (2Z)-but-2-enedioic acid
• IUPAC传统名: (1S,9R)-1-methyl-16-azatetracyclo[7.6.1.0^2,^7.0^1^0,^1^5]hexadeca-2,4,6,10(15),11,13-hexaene; maleic acid
• 别名: (5S,10R)-(+)-5-Methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine hydrogen maleate; Dizocilpine hydrogen maleate; (+)-MK-801 hydrogen maleate

登记号

• CAS号: 77086-22-7
• EC号: 278-614-5
• MDL号: MFCD00082465
• PubChem SID: 162227558; 24277988
• PubChem CID: 6420042

理论计算性质

• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 0.44438058
• LogD (pH = 7.4): 2.0864916
• Log P: 3.3085747
• 摩尔折射率: 69.9624 cm^3
• 极化性: 27.347187 Å^3
• 极化表面积: 12.03 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 0.1 M HCl: soluble; DMSO: >20 mg/mL; ethanol: soluble; H2O: soluble6 mg/mL
• 外观: white powder
• 比旋光度: [α]25/D +117°, c = 1 in methanol(lit.)

安全信息

• RTECS编号: HP1093575
• 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 ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444), GRINA(2907)mouse ... GRIN1(14810), GRIN2A(14811), GRIN2B(14812), GRIN2C(14813), GRIN2D(14814), GRIN3A(242443), GRIN3B(170483), GRINA(66168)rat ... GRIN1(24408), GRIN2A(24409), GRIN2B(24410), GRIN2C(24411), GRIN2D(24412), GRIN3A(191573), GRIN3B(170796), GRINA(266668)

详细说明

Sigma Aldrich - M107

Biochem/physiol Actions
Highly potent and selective non-competitive NMDA glutamate receptor antagonist that acts at the NMDA receptor-operated ion channel as an open channel blocker. Inhibits behavioral sensitization to psychostimulants and ethanol.