bis(1,8-dimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate) sulfate

• ChemBase ID: 134204
• Molecular Formular: C28H38N6O8S--
• Molecular Mass: 618.70172
• Monoisotopic Mass: 618.24718321
• SMILES: CNC(=O)Oc1ccc2c(c1)C1CCN(C1N2C)C.CNC(=O)Oc1ccc2c(c1)C1CCN(C1N2C)C.[O-]S(=O)(=O)[O-]
• Canonical SMILES: [O-]S(=O)(=O)[O-].CNC(=O)Oc1ccc2c(c1)C1CCN(C1N2C)C.CNC(=O)Oc1ccc2c(c1)C1CCN(C1N2C)C
• InChI: InChI=1S/2C14H19N3O2.H2O4S/c2*1-15-14(18)19-9-4-5-12-11(8-9)10-6-7-16(2)13(10)17(12)3;1-5(2,3)4/h2*4-5,8,10,13H,6-7H2,1-3H3,(H,15,18);(H2,1,2,3,4)/p-2
• InChIKey: ZRJSYORSXVBZNZ-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(1,8-dimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate) sulfate
• IUPAC Traditional name: bis(1,8-dimethyl-2H,3H,3aH,8aH-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate) sulfate
• Synonyms: Eserine hemisulfate salt; 伊色林 半硫酸盐; 毒扁豆碱 半硫酸盐

Database IDs

• CAS Number: 64-47-1
• EC Number: 200-585-4
• MDL Number: MFCD06795853
• Beilstein Number: 3828413
• PubChem SID: 24894678; 162228481
• PubChem CID: 71308774

CALCULATED PROPERTIES

• Acid pKa: 14.772492
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.4661467
• LogD (pH = 7.4): 1.6519498
• Log P: 1.7401814
• Molar Refractivity: 74.0539 cm^3
• Polarizability: 28.06956 Å^3
• Polar Surface Area: 44.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: UY8585000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 26/28
• Safety Statements: 25-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300 + H330
• GHS Precautionary statements: P260-P264-P284-P301 + P310-P310
• RID/ADR: UN 2811 6.1/PG 1
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - E8625

Biochem/physiol Actions
Acetylcholinesterase inhibitor that crosses the blood-brain barrier and forms a carbamylated enzyme complex with acetyl cholinesterase that degrades slowly.