(1R,2R,6S,14R,15R,19R)-19-[(2S)-2-hydroxypentan-2-yl]-15-methoxy-3-(prop-2-en-1-yl)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7(12),8,10,16-tetraen-11-ol

• ChemBase ID: 125680
• Molecular Formular: C27H35NO4
• Molecular Mass: 437.5711
• Monoisotopic Mass: 437.25660861
• SMILES: CC(O)(CCC)[C@H]1C[C@]23C=C[C@]1(OC)[C@@H]1Oc4c5c(C[C@H]2N(CC[C@@]315)CC=C)ccc4O
• Canonical SMILES: C=CCN1CC[C@]23[C@]45[C@H]1Cc1c2c(O[C@H]3[C@@](C=C4)([C@H](C5)C(CCC)(O)C)OC)c(cc1)O
• InChI: InChI=1S/C27H35NO4/c1-5-9-24(3,30)19-16-25-10-11-27(19,31-4)23-26(25)12-14-28(13-6-2)20(25)15-17-7-8-18(29)22(32-23)21(17)26/h6-8,10-11,19-20,23,29-30H,2,5,9,12-16H2,1,3-4H3/t19-,20-,23-,24+,25-,26+,27-/m1/s1
• InChIKey: OSQIRUUENNTOQL-GCZKJHQNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,6S,14R,15R,19R)-19-[(2S)-2-hydroxypentan-2-yl]-15-methoxy-3-(prop-2-en-1-yl)-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7(12),8,10,16-tetraen-11-ol
• IUPAC Traditional name: alletorphine
• Synonyms: Alletorphine

Database IDs

• CAS Number: 23758-80-7
• PubChem SID: 162220030
• PubChem CID: 72090; 20055303
• Chemspider ID: 16736565
• Unique Ingredient Identifier: 4UWR086NOA
• Wikipedia Title: Alletorphine

CALCULATED PROPERTIES

• Acid pKa: 7.4651
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.6372025
• LogD (pH = 7.4): 2.1678207
• Log P: 2.4868436
• Molar Refractivity: 125.6769 cm^3
• Polarizability: 48.83395 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true