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

• ChemBase ID: 129161
• Molecular Formular: C36H51NO12
• Molecular Mass: 689.78964
• Monoisotopic Mass: 689.34112608
• 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[C@@H]2OC)[C@@H]13)(COC)[C@H](O)C[C@@H]5OC)c1ccc(OC)c(OC)c1
• 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)c3ccc(c(c3)OC)OC)([C@H](C2)OC)O)OC(=O)C)[C@H](C[C@H]1O)OC
• InChI: InChI=1S/C36H51NO12/c1-9-37-16-33(17-42-3)23(39)13-24(45-6)36-20-14-34(41)25(46-7)15-35(49-18(2)38,27(30(36)37)28(47-8)29(33)36)26(20)31(34)48-32(40)19-10-11-21(43-4)22(12-19)44-5/h10-12,20,23-31,39,41H,9,13-17H2,1-8H3/t20-,23-,24+,25+,26-,27+,28+,29-,30?,31-,33+,34+,35-,36+/m1/s1
• InChIKey: YVPYMQHYESYLIR-CERQHTHQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,4R,5S,6S,8R,9R,13R,14R,16S,17S,18R)-8-(acetyloxy)-11-ethyl-5,14-dihydroxy-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 3,4-dimethoxybenzoate
• IUPAC Systematic name: 1α,6α,14α(E),16β-20-Ethyl-1,6,16-trimethoxy-4-methoxymethyl-3,13-dihydroxyaconitane-8,14-diyl 8-acetate 14-(3,4-dimethoxybenzoate)
• IUPAC Traditional name: pseudaconitine
• Synonyms: Nepaline; Acraconitine; Feraconitine; Pseudoaconitine; Nepal aconitine; Veratroylaconine; Pseudaconitine

Database IDs

• CAS Number: 127-29-7
• PubChem SID: 162223458
• PubChem CID: 3035296; 441752
• CHEMBL: 509646
• Chemspider ID: 390354
• Wikipedia Title: Pseudaconitine

CALCULATED PROPERTIES

• Acid pKa: 12.8533125
• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): -3.6329405
• LogD (pH = 7.4): -2.7669446
• Log P: -0.16826823
• Molar Refractivity: 173.634 cm^3
• Polarizability: 69.74846 Å^3
• Polar Surface Area: 151.68 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 202°C