(1S,5R,13R,17S)-4-(cyclopropylmethyl)-9-[(1S,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-14-oxo-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18)-trien-9-yl]-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one

• ChemBase ID: 162371
• Molecular Formular: C40H44N2O8
• Molecular Mass: 680.78596
• Monoisotopic Mass: 680.30976638
• SMILES: c1(c2c3c(cc1c1c(c4c5c(c1)CC1[C@]6([C@@]5([C@H](C(=O)CC6)O4)CCN1CC1CC1)O)O)C[C@@H]1[C@]4([C@@]3([C@H](C(=O)CC4)O2)CCN1CC1CC1)O)O
• Canonical SMILES: O=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(CC2N(CC3)CC2CC2)cc(c1O)c1cc2C[C@H]3N(CC[C@]45c2c(c1O)O[C@H]4C(=O)CC[C@@]35O)CC1CC1)O
• InChI: InChI=1S/C40H44N2O8/c43-25-5-7-39(47)27-15-21-13-23(31(45)33-29(21)37(39,35(25)49-33)9-11-41(27)17-19-1-2-19)24-14-22-16-28-40(48)8-6-26(44)36-38(40,30(22)34(50-36)32(24)46)10-12-42(28)18-20-3-4-20/h13-14,19-20,27-28,35-36,45-48H,1-12,15-18H2/t27?,28?,35-,36-,37-,38-,39+,40+/m0/s1
• InChIKey: NGSAYZAPVYNVHK-VLLWXXIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17S)-4-(cyclopropylmethyl)-9-[(1S,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18)-trien-9-yl]-10,17-dihydroxy-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)-4-(cyclopropylmethyl)-9-[(1S,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18)-trien-9-yl]-10,17-dihydroxy-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)-(5'α)-17,17'-Bis(cyclopropylmethyl)-4,5:4',5'-diepoxy-3,3',14,14'-tetrahydroxy-[2,2'-bimorphinan]-6,6'-dione; Pseudonaltrexone; Naltrexone Impurity; 2,2'-Bisnaltrexone (Naltrexone Impurity)

Database IDs

• CAS Number: 607732-61-6
• PubChem SID: 162256506
• PubChem CID: 46780838

CALCULATED PROPERTIES

• Molar Refractivity: 182.0812 cm^3
• Polarizability: 72.40851 Å^3
• Polar Surface Area: 140.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false
• Acid pKa: 9.610218
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -3.449992
• LogD (pH = 7.4): -0.32642555
• Log P: 2.132771

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Solid
• Melting Point: >200°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B504500

Degradation product of Naltrexone.

REFERENCES

• Soni, S., et al.: J. Forensic Sci., 24, 437 (1979)
• Kambia, K., et al.: Biomed. Chromatogr., 14, 151 (1979)