(1S,2R,3R,4R,5R,6S,7S,8R,9R,13R,14R,16S,17S,18R)-8-(acetyloxy)-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl benzoate

• ChemBase ID: 125617
• Molecular Formular: C34H47NO11
• Molecular Mass: 645.73708
• Monoisotopic Mass: 645.31491133
• SMILES: O=C(O[C@H]1[C@]2(O)C[C@H]3[C@@]45C6N(CC)C[C@]([C@H]4[C@@H](OC)[C@H]6[C@@](OC(=O)C)([C@@H](O)[C@@H]2OC)[C@@H]13)(COC)[C@H](O)C[C@@H]5OC)c1ccccc1
• Canonical SMILES: COC[C@@]12CN(CC)C3[C@]4([C@@H]2[C@@H](OC)[C@H]3[C@@]2([C@@H]3[C@H]4C[C@@]([C@@H]3OC(=O)c3ccccc3)([C@H]([C@@H]2O)OC)O)OC(=O)C)[C@H](C[C@H]1O)OC
• InChI: InChI=1S/C34H47NO11/c1-7-35-15-31(16-41-3)20(37)13-21(42-4)33-19-14-32(40)28(45-30(39)18-11-9-8-10-12-18)22(19)34(46-17(2)36,27(38)29(32)44-6)23(26(33)35)24(43-5)25(31)33/h8-12,19-29,37-38,40H,7,13-16H2,1-6H3/t19-,20-,21+,22-,23+,24+,25-,26?,27+,28-,29+,31+,32-,33+,34-/m1/s1
• InChIKey: XFSBVAOIAHNAPC-XTHSEXKGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,4R,5R,6S,7S,8R,9R,13R,14R,16S,17S,18R)-8-(acetyloxy)-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^2,^5.0^1,^1^0.0^3,^8.0^1^3,^1^7]nonadecan-4-yl benzoate
• IUPAC Traditional name: aconitine
• Synonyms: Acetylbenzoylaconine; Aconitine

Database IDs

• CAS Number: 302-27-2
• PubChem SID: 162219967
• PubChem CID: 245005
• CHEBI ID: 2430
• CHEMBL: 507036
• Chemspider ID: 214292
• Unique Ingredient Identifier: X8YN71D5WC
• Wikipedia Title: Aconitine

CALCULATED PROPERTIES

• Acid pKa: 12.5342245
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -3.971408
• LogD (pH = 7.4): -2.853777
• Log P: -0.5432204
• Molar Refractivity: 161.8047 cm^3
• Polarizability: 65.31721 Å^3
• Polar Surface Area: 153.45 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H₂O: 0.3 mg/mLethanol: 35 mg/mL in water
• Apperance: solid
• Melting Point: 203-204 °C