(1S,5R,13R,17S)-4-(cyclopropylmethyl)-6,10,17-trihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one

• ChemBase ID: 170973
• Molecular Formular: C20H23NO5
• Molecular Mass: 357.40032
• Monoisotopic Mass: 357.15762284
• SMILES: c1(c2c3c(cc1)C([C@@H]1[C@]4([C@@]3([C@H](C(=O)CC4)O2)CCN1CC1CC1)O)O)O
• Canonical SMILES: O=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C([C@H]2N(CC3)CC2CC2)O)ccc1O)O
• InChI: InChI=1S/C20H23NO5/c22-12-4-3-11-14-16(12)26-18-13(23)5-6-20(25)17(15(11)24)21(9-10-1-2-10)8-7-19(14,18)20/h3-4,10,15,17-18,22,24-25H,1-2,5-9H2/t15?,17-,18+,19+,20-/m1/s1
• InChIKey: SPLLFLBLAXVPPQ-KNQKJSHASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17S)-4-(cyclopropylmethyl)-6,10,17-trihydroxy-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)-6,10,17-trihydroxy-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)-17-(Cyclopropylmethyl)-4,5-epoxy-3,10,14-trihydroxymorphinan-6-one; 10-Hydroxy Naltrexone

Database IDs

• CAS Number: 604767-82-0
• PubChem SID: 164226883
• PubChem CID: 71749207

CALCULATED PROPERTIES

• Acid pKa: 9.747039
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.018245
• LogD (pH = 7.4): 0.50809956
• Log P: 0.7505525
• Molar Refractivity: 92.709 cm^3
• Polarizability: 36.620487 Å^3
• Polar Surface Area: 90.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948635

A degradation product of the opioid receptor antagonist Naltrexone (N285750).Controlled Substance.