benzyl (1S,5R,13R,16S,17S)-10-(benzyloxy)-16,17-dihydroxy-14-oxo-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-triene-4-carboxylate

• ChemBase ID: 166088
• Molecular Formular: C31H29NO7
• Molecular Mass: 527.56446
• Monoisotopic Mass: 527.19440227
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@]4([C@@]3([C@H](C(=O)C[C@@H]4O)O2)CCN1C(=O)OCc1ccccc1)O)OCc1ccccc1
• Canonical SMILES: O=C(N1CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2C(=O)C[C@@H]4O)c(cc1)OCc1ccccc1)O)OCc1ccccc1
• InChI: InChI=1S/C31H29NO7/c33-22-16-25(34)31(36)24-15-21-11-12-23(37-17-19-7-3-1-4-8-19)27-26(21)30(31,28(22)39-27)13-14-32(24)29(35)38-18-20-9-5-2-6-10-20/h1-12,24-25,28,34,36H,13-18H2/t24-,25+,28+,30+,31+/m1/s1
• InChIKey: QADQRWOXIVSJOC-ZESUPSHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (1S,5R,13R,16S,17S)-10-(benzyloxy)-16,17-dihydroxy-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-triene-4-carboxylate
• IUPAC Traditional name: benzyl (1S,5R,13R,16S,17S)-10-(benzyloxy)-16,17-dihydroxy-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-triene-4-carboxylate
• Synonyms: N-Des(cyclopropylmethyl)-N-(phenylmethoxy)carbonyl-3-O-benzyl 8β-Hydroxy Naltrexone

Database IDs

• PubChem SID: 162260221
• PubChem CID: 71315555

CALCULATED PROPERTIES

• Acid pKa: 12.313436
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.411001
• LogD (pH = 7.4): 3.4109957
• Log P: 3.411001
• Molar Refractivity: 140.3693 cm^3
• Polarizability: 55.117233 Å^3
• Polar Surface Area: 105.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D288610

Used in the preparation of Naltrexone by-product.