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

• ChemBase ID: 126888
• Molecular Formular: C33H45NO9
• Molecular Mass: 599.7117
• Monoisotopic Mass: 599.30943203
• SMILES: O=C(O[C@H]1[C@]2(O)C[C@H]3[C@@]45C6N(C)C[C@]([C@H]4[C@@H](OC)[C@H]6[C@@](OC(=O)C)(C[C@@H]2OC)[C@@H]13)(COC)CC[C@@H]5OC)c1ccccc1
• Canonical SMILES: COC[C@]12CC[C@@H]([C@@]34[C@@H]2[C@@H](OC)[C@H](C3N(C1)C)[C@@]1([C@@H]2[C@H]4C[C@@]([C@@H]2OC(=O)c2ccccc2)([C@H](C1)OC)O)OC(=O)C)OC
• InChI: InChI=1S/C33H45NO9/c1-18(35)43-32-15-22(40-5)31(37)14-20(23(32)28(31)42-29(36)19-10-8-7-9-11-19)33-21(39-4)12-13-30(17-38-3)16-34(2)27(33)24(32)25(41-6)26(30)33/h7-11,20-28,37H,12-17H2,1-6H3/t20-,21+,22+,23-,24+,25+,26-,27?,28-,30+,31+,32-,33+/m1/s1
• InChIKey: REVYTWNGZDPRKE-UWZYQZSNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,4R,5S,6S,8R,9R,13S,16S,17R,18R)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-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: delphinine
• Synonyms: 8-(Acetyloxy)-13-hydroxy-1,6,16-trimethoxy-4-(methoxymethyl)-20-methylaconitan-14-yl benzoate; Delphinine

Database IDs

• CAS Number: 561-07-9
• PubChem SID: 162221214
• PubChem CID: 441726
• Chemspider ID: 390329
• Unique Ingredient Identifier: IN41I78D7R
• Wikipedia Title: Delphinine

CALCULATED PROPERTIES

• Acid pKa: 12.863595
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -2.380831
• LogD (pH = 7.4): -1.6274182
• Log P: 1.0938714
• Molar Refractivity: 154.4871 cm^3
• Polarizability: 62.170486 Å^3
• Polar Surface Area: 112.99 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: colorless solid
• Melting Point: 197-199 °C

Safety Information

• Main Hazard: Toxic