(2R,3R,4S,5S,6S)-6-carboxy-N-(2-{4-[(1Z)-diphenyl(2H5)but-1-en-1-yl]phenoxy}ethyl)-3,4,5-trihydroxy-N,N-dimethyloxan-2-aminium

• ChemBase ID: 178052
• Molecular Formular: C32H38NO7+
• Molecular Mass: 548.64662
• Monoisotopic Mass: 548.26482756
• SMILES: c1c(ccc(c1)/C(=C(/CC)\c1ccccc1)/c1ccccc1)OCC[N+]([C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)C(=O)O)(C)C
• Canonical SMILES: CC/C(=C(\c1ccccc1)/c1ccc(cc1)OCC[N+]([C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)(C)C)/c1ccccc1
• InChI: InChI=1S/C32H37NO7/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)39-20-19-33(2,3)31-29(36)27(34)28(35)30(40-31)32(37)38/h5-18,27-31,34-36H,4,19-20H2,1-3H3/p+1/b26-25-/t27-,28-,29+,30-,31+/m0/s1
• InChIKey: UKFQQYJAYUAYES-DTMHFWPESA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6S)-6-carboxy-N-(2-{4-[(1Z)-diphenyl(^2H₅)but-1-en-1-yl]phenoxy}ethyl)-3,4,5-trihydroxy-N,N-dimethyloxan-2-aminium
• IUPAC Traditional name: (2R,3R,4S,5S,6S)-6-carboxy-N-(2-{4-[(1Z)-diphenyl(^2H₅)but-1-en-1-yl]phenoxy}ethyl)-3,4,5-trihydroxy-N,N-dimethyloxan-2-aminium
• Synonyms: 2-[4-[(1E/Z)-1,2-Diphenyl-1-buten-1-yl-d5]phenoxy]-N-β-D-glucopyranuronosyl-N,N-dimethylethanaminium; (E,Z)-Tamoxifen-d5 N-β-D-Glucuronide

Database IDs

• PubChem SID: 164233962
• PubChem CID: 71752309

CALCULATED PROPERTIES

• Acid pKa: 3.176874
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.86402065
• LogD (pH = 7.4): 0.86566585
• Log P: 0.09519773
• Molar Refractivity: 171.8739 cm^3
• Polarizability: 59.667545 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate
• Apperance: Off-White Solid
• Melting Point: 115-117°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T006087

Α labelled metabolite of Tamoxifen (T006000).

REFERENCES

• Sun, D., et al.: Breast Cancer Res., 8(4)
• (4)
• Zheng, Y., et al.: Drug Metab. Dispos., 35, 1942 (4)