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

• ChemBase ID: 170648
• Molecular Formular: C17H19NO4
• Molecular Mass: 301.33706
• Monoisotopic Mass: 301.13140809
• SMILES: c1(c2c3c(cc1)C([C@H]1[C@H]4[C@@]3([C@H](C(=O)CC4)O2)CCN1C)O)O
• Canonical SMILES: O=C1CC[C@@H]2[C@@]34[C@H]1Oc1c4c(C([C@@H]2N(CC3)C)O)ccc1O
• InChI: InChI=1S/C17H19NO4/c1-18-7-6-17-9-3-5-11(20)16(17)22-15-10(19)4-2-8(12(15)17)14(21)13(9)18/h2,4,9,13-14,16,19,21H,3,5-7H2,1H3/t9-,13+,14?,16-,17-/m0/s1
• InChIKey: WKSFOMWOSCLDLO-NEURZVIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17R)-6,10-dihydroxy-4-methyl-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,17R)-6,10-dihydroxy-4-methyl-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: 4,5-Epoxy-3,10-dihydroxy-17-methylmorphinan-6-one; 10-Hydroxy Hydromorphone(α/β mixture)

Database IDs

• PubChem SID: 164226558
• PubChem CID: 71749069

CALCULATED PROPERTIES

• Acid pKa: 9.763673
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.676224
• LogD (pH = 7.4): 0.0945303
• Log P: 0.7713109
• Molar Refractivity: 79.4699 cm^3
• Polarizability: 31.186134 Å^3
• Polar Surface Area: 70.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943010

10-Hydroxy Hydromorphone is an impurity of Hydromorphone (H714650).