(1S,5R,13R,14S,17R)-14-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-10-ol

• ChemBase ID: 130374
• Molecular Formular: C18H23NO3
• Molecular Mass: 301.38012
• Monoisotopic Mass: 301.1677936
• SMILES: CN1CC[C@]23[C@@H]4[C@H]1Cc1c2c(c(cc1)O)O[C@H]3[C@H](CC4)OC
• Canonical SMILES: CO[C@H]1CC[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
• InChI: InChI=1S/C18H23NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3,5,11-12,14,17,20H,4,6-9H2,1-2H3/t11-,12+,14-,17-,18-/m0/s1
• InChIKey: QKWBBJJDJIZUKM-XSSYPUMDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14S,17R)-14-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-trien-10-ol
• IUPAC Traditional name: methyldihydromorphine
• Synonyms: Dihydroheterocodeine; Methyldihydromorphine

Database IDs

• CAS Number: 7732-92-5
• PubChem SID: 162224653
• PubChem CID: 5463907
• Unique Ingredient Identifier: 26AY9TLO5W
• Wikipedia Title: Methyldihydromorphine

CALCULATED PROPERTIES

• Acid pKa: 10.288943
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.2897934
• LogD (pH = 7.4): 0.11647014
• Log P: 1.7217875
• Molar Refractivity: 83.911 cm^3
• Polarizability: 32.853813 Å^3
• Polar Surface Area: 41.93 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Legal Status: Schedule I (US)