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

• ChemBase ID: 170057
• Molecular Formular: C17H19NO6S
• Molecular Mass: 365.40086
• Monoisotopic Mass: 365.09330833
• SMILES: c1(c2c3c(cc1)C[C@H]1[C@H]4[C@@]3([C@H](C(=O)CC4)O2)CCN1C)OS(=O)(=O)O
• Canonical SMILES: O=C1CC[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@@H]2N(CC3)C)ccc1OS(=O)(=O)O
• InChI: InChI=1S/C17H19NO6S/c1-18-7-6-17-10-3-4-12(19)16(17)23-15-13(24-25(20,21)22)5-2-9(14(15)17)8-11(10)18/h2,5,10-11,16H,3-4,6-8H2,1H3,(H,20,21,22)/t10-,11-,16-,17-/m0/s1
• InChIKey: XXRHORKOBJFKDL-BHWMQLMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,5S,13R,17R)-4-methyl-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]oxidanesulfonic acid
• IUPAC Traditional name: [(1S,5S,13R,17R)-4-methyl-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]oxidanesulfonic acid
• Synonyms: (5α)-4,5-Epoxy-17-methyl-3-(sulfooxy)morphinan-6-one; Hydromorphone 3-Sulfate

Database IDs

• CAS Number: 479081-35-1
• PubChem SID: 164225967
• PubChem CID: 71748786

CALCULATED PROPERTIES

• Acid pKa: -2.0236845
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.13904616
• LogD (pH = 7.4): -0.16545701
• Log P: -0.13870078
• Molar Refractivity: 88.2542 cm^3
• Polarizability: 35.26716 Å^3
• Polar Surface Area: 93.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Grey Solid
• Melting Point: 260-262°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - H714670

A metabolite of Hydromorphone. Controlled substance.

REFERENCES

• Boerner, U., et al.: Drug Metab. Rev., 4, 39 (1975)
• Chatterjie, N., et al.: J. Med. Chem., 18, 490 (1975)
• Hays, H., et al.: Cancer, 74, 1808 (1975)
• Hagen, N., et al.: J. Clin. Pharmacol., 35, 37 (1975)