methyl (1S,5R,13R)-10-methoxy-14-oxo-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-4-carboxylate

• ChemBase ID: 166478
• Molecular Formular: C19H19NO5
• Molecular Mass: 341.35786
• Monoisotopic Mass: 341.12632271
• SMILES: c1(c2c3c(cc1)C[C@@H]1C4[C@@]3([C@H](C(=O)C=C4)O2)CCN1C(=O)OC)OC
• Canonical SMILES: COC(=O)N1CC[C@@]23C4[C@H]1Cc1c3c(O[C@H]2C(=O)C=C4)c(cc1)OC
• InChI: InChI=1S/C19H19NO5/c1-23-14-6-3-10-9-12-11-4-5-13(21)17-19(11,15(10)16(14)25-17)7-8-20(12)18(22)24-2/h3-6,11-12,17H,7-9H2,1-2H3/t11?,12-,17+,19+/m1/s1
• InChIKey: JNRPLUNFEIIMII-ONIMLHCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,5R,13R)-10-methoxy-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraene-4-carboxylate
• IUPAC Traditional name: methyl (1S,5R,13R)-10-methoxy-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraene-4-carboxylate
• Synonyms: (5α)-7,8-Didehydro-4,5-epoxy-3-methoxy-6-oxo-morphinan-17-carboxylic acid Methyl Ester; N-Descyclopropylmethyl-N-methoxycarbonyl-6,8-dehydro-3-O-methyl Naltrexone

Database IDs

• CAS Number: 135042-90-9
• PubChem SID: 162260611
• PubChem CID: 71315752

CALCULATED PROPERTIES

• Acid pKa: 15.606702
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.804313
• LogD (pH = 7.4): 1.804313
• Log P: 1.804313
• Molar Refractivity: 89.7328 cm^3
• Polarizability: 34.483032 Å^3
• Polar Surface Area: 65.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethly Acetate; Methanol; Toluene
• Apperance: Yellow Fluffy Solid

DETAILS

Toronto Research Chemicals - D291900

Codeinone derivative (C635000). Used in the preparation of Naltrexone by-product.