[(1S,5S,13R,14S,17R)-14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-10-yl]oxidanesulfonic acid

• ChemBase ID: 174814
• 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@H](C=C4)O)O2)CCN1C)OS(=O)(=O)O
• Canonical SMILES: CN1CC[C@@]23[C@@H]4[C@@H]1Cc1c3c(O[C@H]2[C@H](C=C4)O)c(cc1)OS(=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/h2-5,10-12,16,19H,6-8H2,1H3,(H,20,21,22)/t10-,11-,12-,16-,17-/m0/s1
• InChIKey: UEMQCYWLMNLODZ-BKDCYOLVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,5S,13R,14S,17R)-14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-10-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(1S,5S,13R,14S,17R)-14-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-10-yl]oxidanesulfonic acid
• Synonyms: 7,8-Didehydro-4,5-epoxy-17-methyl-(5α,6α)-morphinan-3,6-diol 3-(Hydrogen Sulfate); Morphine 3-O-Sulfate; Morphine 3-Sulfate

Database IDs

• CAS Number: 35764-55-7
• PubChem SID: 164230724
• PubChem CID: 71750842

CALCULATED PROPERTIES

• Acid pKa: -1.9741384
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.75613904
• LogD (pH = 7.4): -0.7631799
• Log P: -0.7560516
• Molar Refractivity: 90.1142 cm^3
• Polarizability: 35.482586 Å^3
• Polar Surface Area: 96.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: >250°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - M652320

A metabolite of Morphine. Controlled substance.

REFERENCES

• Evans, C., et al.: Science, 258, 1952 (1992)
• Chen, Y., et al.: Mol. Pharmacol., 44, 8 (1992)
• Tian, M., et al.: J. Exp. Med., 185, 1517 (1992)