(1S,5R,13R,17S)-17-hydroxy-10-methoxy-4-[(2H5)prop-2-en-1-yl]-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one

• ChemBase ID: 174938
• Molecular Formular: C20H23NO4
• Molecular Mass: 341.40092
• Monoisotopic Mass: 341.16270822
• SMILES: c12[C@]34[C@@]5([C@@H](Cc1ccc(c2O[C@H]3C(=O)CC5)OC)N(CC4)CC=C)O
• Canonical SMILES: C=CCN1CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2C(=O)CC4)c(cc1)OC)O
• InChI: InChI=1S/C20H23NO4/c1-3-9-21-10-8-19-16-12-4-5-14(24-2)17(16)25-18(19)13(22)6-7-20(19,23)15(21)11-12/h3-5,15,18,23H,1,6-11H2,2H3/t15-,18+,19+,20-/m1/s1
• InChIKey: SSVPTPGFVKXIRF-XFWGSAIBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17S)-17-hydroxy-10-methoxy-4-[(^2H₅)prop-2-en-1-yl]-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-14-one
• IUPAC Traditional name: (1S,5R,13R,17S)-17-hydroxy-10-methoxy-4-[(^2H₅)prop-2-en-1-yl]-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-14-one
• Synonyms: (5α)-4,5-Epoxy-14-hydroxy-3-methoxy-17-(2-propenyl)morphinan-6-one-d5; N-Allyl-d5-dihydro-14-hydroxynorcodeinone; Naloxone-d5 Methyl Ether; N-allyl-d5-7,8-dihydro-14-hydroxynorcodeinone; Naloxone-d5 3-Methyl Ether

Database IDs

• PubChem SID: 164230848
• PubChem CID: 46782430

CALCULATED PROPERTIES

• Acid pKa: 13.562148
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.5412436
• LogD (pH = 7.4): 1.1964129
• Log P: 1.7661152
• Molar Refractivity: 93.2045 cm^3
• Polarizability: 36.450756 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - N285022

Intermediate for the synthesis of Labelled Naloxone.