(12S)-17-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-18-ol

• ChemBase ID: 126275
• Molecular Formular: C19H19NO4
• Molecular Mass: 325.35846
• Monoisotopic Mass: 325.13140809
• SMILES: O1c2c(OC1)c1c3c(O)c(OC)ccc3C[C@H]3c1c(c2)CCN3C
• Canonical SMILES: COc1ccc2c(c1O)c1c3OCOc3cc3c1[C@H](C2)N(C)CC3
• InChI: InChI=1S/C19H19NO4/c1-20-6-5-11-8-14-19(24-9-23-14)17-15(11)12(20)7-10-3-4-13(22-2)18(21)16(10)17/h3-4,8,12,21H,5-7,9H2,1-2H3/t12-/m0/s1
• InChIKey: LODGIKWNLDQZBM-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (12S)-17-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^2,^6.0^8,^2^0.0^1^4,^1^9]icosa-1(20),2(6),7,14,16,18-hexaen-18-ol
• IUPAC Traditional name: bulbocapnine
• Synonyms: Bulbocapnine

Database IDs

• CAS Number: 298-45-3
• PubChem SID: 162220614
• PubChem CID: 12441
• CHEMBL: 157912
• Chemspider ID: 11934
• Wikipedia Title: Bulbocapnine

CALCULATED PROPERTIES

• Acid pKa: 9.492309
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.2344744
• LogD (pH = 7.4): 2.6740575
• Log P: 2.8634088
• Molar Refractivity: 90.2373 cm^3
• Polarizability: 35.978443 Å^3
• Polar Surface Area: 51.16 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 201-203 °C, racemate 213-214 °C