17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene hydrochloride

• ChemBase编号: 131210
• 分子式: C20H27ClN2O
• 平均质量: 346.89418
• 单一同位素质量: 346.18119117
• SMILES: CCC1CC2CC3C1N(C2)CCc1c3[nH]c2c1cc(cc2)OC.Cl
• Canonical SMILES: CCC1CC2CN3C1C(C2)c1[nH]c2c(c1CC3)cc(cc2)OC.Cl
• InChI: InChI=1S/C20H26N2O.ClH/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19;/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3;1H
• InChIKey: IKJFDJLQPHDRTD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.0^2,^1^0.0^4,^9.0^1^3,^1^8]nonadeca-2(10),4(9),5,7-tetraene hydrochloride
• IUPAC传统名: 17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.0^2,^1^0.0^4,^9.0^1^3,^1^8]nonadeca-2(10),4(9),5,7-tetraene hydrochloride
• 别名: Ibogaine hydrochloride

登记号

• CAS号: 5934-55-4
• EC号: 227-687-1
• MDL号: MFCD00167426
• PubChem SID: 162225488
• PubChem CID: 363271

理论计算性质

• Acid pKa: 17.082462
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 0.34782717
• LogD (pH = 7.4): 1.9568198
• Log P: 3.5312593
• 摩尔折射率: 93.5725 cm^3
• 极化性: 37.535976 Å^3
• 极化表面积: 28.26 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: H2O: soluble; methanol: soluble

安全信息

• RTECS编号: NH6730000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• 安全公开号: 22-26-37/39-45
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

详细说明

Sigma Aldrich - I7003

Preparation Note
Alkaloid isolated from the African shrub, Tabernanthe iboga.
Biochem/physiol Actions
Ibogaine is a central nervous system stimulant and hallucinogen that has been reported to be a σ2 agonist, a noncompetitive NMDA receptor antagonist at the phencyclidine site and an enhancer of purinergic muscle contractions. It is also a competitive inhibitor of serotonin and dopamine transport. It is an anti-convulsant and has anti-addictive properties against cocaine and heroin.