(13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one

• ChemBase ID: 132440
• Molecular Formular: C15H18N2O
• Molecular Mass: 242.31622
• Monoisotopic Mass: 242.14191321
• SMILES: C/C=C/1\C2Cc3c(ccc(=O)[nH]3)C1(CC(=C2)C)N
• 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)/b11-3+
• InChIKey: ZRJBHWIHUMBLCN-QDEBKDIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (13E)-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: huperzine A
• Synonyms: (±)-Selagine; (±)-Huperzine A

Database IDs

• CAS Number: 120786-18-7
• MDL Number: MFCD00171439
• PubChem SID: 24895708; 162226717
• 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

• European Hazard Symbols: Toxic (T)
• UN Number: 1544
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 23/24/25-36/37/38
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H315-H319-H331-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1544 6.1/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... BCHE(590)rat ... Ache(83817)

Product Information

• Purity: ≥98% (TLC)
• Biological Source: from synthetic

DETAILS

Sigma Aldrich - H5777

Biochem/physiol Actions
Acetylcholinesterase inhibitor.