(1S,5R,13R,14S,17S)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18)-triene-14,17-diol

• ChemBase ID: 125177
• Molecular Formular: C18H23NO4
• Molecular Mass: 317.37952
• Monoisotopic Mass: 317.16270822
• SMILES: O[C@@H]1[C@@H]2Oc3c4c(ccc3OC)C[C@H]3N(CC[C@@]24[C@@]3(O)CC1)C
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@]4(O)CC[C@@H]1O)C
• InChI: InChI=1S/C18H23NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,11,13,16,20-21H,5-9H2,1-2H3/t11-,13+,16-,17-,18+/m0/s1
• InChIKey: LHTAJTFGGUDLRH-QMVVXIJUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14S,17S)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18)-triene-14,17-diol
• IUPAC Traditional name: 14-hydroxydihydrocodeine
• Synonyms: 14-Hydroxydihydrocodeine

Database IDs

• CAS Number: 7183-69-9
• PubChem SID: 162219527
• PubChem CID: 5360241
• Chemspider ID: 4514458
• Wikipedia Title: 14-Hydroxydihydrocodeine

CALCULATED PROPERTIES

• Acid pKa: 13.477325
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.5350795
• LogD (pH = 7.4): -0.9060825
• Log P: 0.62352693
• Molar Refractivity: 84.9392 cm^3
• Polarizability: 33.48768 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true