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

• ChemBase ID: 171773
• Molecular Formular: C24H29NO5
• Molecular Mass: 411.49076
• Monoisotopic Mass: 411.20457303
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@]4([C@@]3([C@H](C(=O)CC4)O2)CCN1CC1CC1)O)OC(=O)C(C)C
• Canonical SMILES: O=C(C(C)C)Oc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@]4(O)CCC1=O)CC1CC1
• InChI: InChI=1S/C24H29NO5/c1-13(2)22(27)29-17-6-5-15-11-18-24(28)8-7-16(26)21-23(24,19(15)20(17)30-21)9-10-25(18)12-14-3-4-14/h5-6,13-14,18,21,28H,3-4,7-12H2,1-2H3/t18-,21+,23+,24-/m1/s1
• InChIKey: HULCZJLVCAMAJD-QOFIPBISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17S)-4-(cyclopropylmethyl)-17-hydroxy-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-10-yl 2-methylpropanoate
• IUPAC Traditional name: (1S,5R,13R,17S)-4-(cyclopropylmethyl)-17-hydroxy-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-10-yl 2-methylpropanoate
• Synonyms: Naltrexone 3-isobutyrate; 3-O-Isobutyrylnaltrexone; (5α)-17-(Cyclopropylmethyl)-4,5-epoxy-14-hydroxy-3-(2-methyl-1-oxopropoxy)-morphinan-6-one; O-Isobutyryl Naltrexone

Database IDs

• CAS Number: 861238-38-2
• PubChem SID: 164227683
• PubChem CID: 53477006

CALCULATED PROPERTIES

• Acid pKa: 13.559823
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.29616544
• LogD (pH = 7.4): 1.3597034
• Log P: 2.8238971
• Molar Refractivity: 109.8544 cm^3
• Polarizability: 43.41181 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethyl Acetate; Methanol
• Apperance: White Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I781020

Naltrexone (N285750) derivative.