(3aS,8aR)-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N,N-dimethylcarbamate

• ChemBase ID: 130764
• Molecular Formular: C16H23N3O2
• Molecular Mass: 289.37272
• Monoisotopic Mass: 289.17902699
• SMILES: C[C@@]12CCN([C@@H]1N(c1c2cc(cc1)OC(=O)N(C)C)C)C
• Canonical SMILES: CN1CC[C@@]2([C@H]1N(C)c1c2cc(cc1)OC(=O)N(C)C)C
• InChI: InChI=1S/C16H23N3O2/c1-16-8-9-18(4)14(16)19(5)13-7-6-11(10-12(13)16)21-15(20)17(2)3/h6-7,10,14H,8-9H2,1-5H3/t14-,16+/m1/s1
• InChIKey: IUHMWLMDASQDJQ-ZBFHGGJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,8aR)-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N,N-dimethylcarbamate
• IUPAC Traditional name: (3aS,8aR)-1,3a,8-trimethyl-2H,3H,8aH-pyrrolo[2,3-b]indol-5-yl N,N-dimethylcarbamate
• Synonyms: (-)-N-Methylphysostigmine; (-)-N-甲基毒扁豆碱

Database IDs

• CAS Number: 103877-07-2
• MDL Number: MFCD06808519
• PubChem SID: 24896581; 162225042
• PubChem CID: 16219608

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.3380755
• LogD (pH = 7.4): 2.394291
• Log P: 2.4562092
• Molar Refractivity: 83.2935 cm^3
• Polarizability: 31.747429 Å^3
• Polar Surface Area: 36.02 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble13 mg/mL; ethanol: soluble; H2O: soluble1.9 mg/mL; methanol: soluble
• Apperance: white solid
• Optical Rotation: [α]25/D -67.6°, c = 1 in chloroform(lit.)

Safety Information

• UN Number: 1544
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1544 6.1/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ACHE(43), BCHE(590)

Product Information

• Grade: analytical standard, for drug analysis

DETAILS

Sigma Aldrich - M100

Caution
吸湿