(1R,2S,3S,4R,5R,6S,7S,8S,9R,10R,13R,14R,16S,17R,18R)-8-(acetyloxy)-11-ethyl-2,5,7,14-tetrahydroxy-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: 204218
• Molecular Formular: C34H47NO12
• Molecular Mass: 661.73648
• Monoisotopic Mass: 661.30982595
• SMILES: [C@@]123[C@]4([C@H]5[C@@]([C@@H]6[C@H]2N(C[C@@]([C@H]1[C@H]6OC)([C@@H](C[C@@H]3OC)O)COC)CC)([C@H]([C@@H]([C@]([C@@H]5OC(=O)c1ccccc1)(C4)O)OC)O)OC(=O)C)O
• Canonical SMILES: COC[C@@]12CN(CC)[C@H]3[C@]4([C@@H]2[C@@H](OC)[C@@H]3[C@@]2([C@@H]3[C@@]4(O)C[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/C34H47NO12/c1-7-35-15-30(16-42-3)19(37)13-20(43-4)33-23(30)22(44-5)21(25(33)35)34(47-17(2)36)24-27(46-29(39)18-11-9-8-10-12-18)31(40,14-32(24,33)41)28(45-6)26(34)38/h8-12,19-28,37-38,40-41H,7,13-16H2,1-6H3/t19-,20+,21+,22+,23?,24?,25-,26+,27-,28+,30+,31-,32+,33-,34+/m1/s1
• InChIKey: GMSKTJVHWUUOMY-GHBKSVICSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3S,4R,5R,6S,7S,8S,9R,10R,13R,14R,16S,17R,18R)-8-(acetyloxy)-11-ethyl-2,5,7,14-tetrahydroxy-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: nagarine (C34 alkaloid)

Database IDs

• PubChem SID: 164260128
• PubChem CID: 16401086

CALCULATED PROPERTIES

• Acid pKa: 12.456964
• H Acceptors: 11
• H Donor: 4
• LogD (pH = 5.5): -4.8750253
• LogD (pH = 7.4): -3.5231097
• Log P: -1.514235
• Molar Refractivity: 162.9284 cm^3
• Polarizability: 65.98211 Å^3
• Polar Surface Area: 173.68 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Genuine Natural Compounds