(1S,5R,13R,17S)-4-(cyclopropylmethyl)-17-hydroxy-4-methyl-10-[(2-methylpropanoyl)oxy]-14-oxo-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-4-ium iodide

• ChemBase ID: 171771
• Molecular Formular: C25H32INO5
• Molecular Mass: 553.42975
• Monoisotopic Mass: 553.13252113
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@]4([C@@]3([C@H](C(=O)CC4)O2)CC[N+]1(CC1CC1)C)O)OC(=O)C(C)C.[I-]
• Canonical SMILES: O=C(C(C)C)Oc1ccc2c3c1O[C@@H]1[C@@]43CC[N+]([C@H](C2)[C@]4(O)CCC1=O)(C)CC1CC1.[I-]
• InChI: InChI=1S/C25H32NO5.HI/c1-14(2)23(28)30-18-7-6-16-12-19-25(29)9-8-17(27)22-24(25,20(16)21(18)31-22)10-11-26(19,3)13-15-4-5-15;/h6-7,14-15,19,22,29H,4-5,8-13H2,1-3H3;1H/q+1;/p-1/t19-,22+,24+,25-,26?;/m1./s1
• InChIKey: FXDRXEPBIKHKNU-KLNDCSAKSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17S)-4-(cyclopropylmethyl)-17-hydroxy-4-methyl-10-[(2-methylpropanoyl)oxy]-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-trien-4-ium iodide
• IUPAC Traditional name: (1S,5R,13R,17S)-4-(cyclopropylmethyl)-17-hydroxy-4-methyl-10-[(2-methylpropanoyl)oxy]-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-trien-4-ium iodide
• Synonyms: (5α)-17-(Cyclopropylmethyl)-4,5-epoxy-14-hydroxy-17-methyl-3-(2-methyl-1-oxopropoxy)-6-oxo-morphinanium Iodide; O-Isobutyryl N-Methyl Naltrexone Iodide

Database IDs

• CAS Number: 1048360-09-3
• PubChem SID: 164227681
• PubChem CID: 71749543

CALCULATED PROPERTIES

• Acid pKa: 12.389322
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.3384385
• LogD (pH = 7.4): -1.3383553
• Log P: -1.3384396
• Molar Refractivity: 125.768 cm^3
• Polarizability: 45.188885 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Tan Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I781010

Naltrexone (N285750) derivative. Used in the preparation of nonselective opioid receptor antagonist.