1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one

• ChemBase ID: 105099
• Molecular Formular: C15H18N2O
• Molecular Mass: 242.31622
• Monoisotopic Mass: 242.14191321
• SMILES: C/C=C/1\C2Cc3c(ccc(=O)[nH]3)C1(N)CC(=C2)C
• Canonical SMILES: C/C=C/1\C2C=C(CC1(N)c1c(C2)[nH]c(=O)cc1)C
• InChI: InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)
• InChIKey: ZRJBHWIHUMBLCN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one
• IUPAC Traditional name: 1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one
• Synonyms: (±)-HUPERZINE A

Database IDs

• CAS Number: 102518-79-6
• PubChem SID: 162093277
• PubChem CID: 5912039

CALCULATED PROPERTIES

• Acid pKa: 11.107823
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.3114355
• LogD (pH = 7.4): -1.0717244
• Log P: 0.6177158
• Molar Refractivity: 75.795 cm^3
• Polarizability: 27.949518 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• RTECS: PB9185700

Product Information

• Purity: >98%

DETAILS

MP Biomedicals - 02158796

A potent acetylcholinesterase inhibitor.
Nootropic agent. Improves memory and learning in animal models.
Purity: > 98%

REFERENCES

• Tang, X.C., et al., Acta Pharm. Sin. , 7 : 507, (1986).
• Zhang, S.-L., New Drugs Clin. Remedies , 5 : 260, (1986).