dipotassium (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-15-methyl-5-(sulfonatooxy)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-yl]oxy}oxane-2-carboxylate

• ChemBase ID: 168259
• Molecular Formular: C24H30K2O11S
• Molecular Mass: 604.75
• Monoisotopic Mass: 604.07829614
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)[O-])O)O)O)C)OS(=O)(=O)[O-].[K+].[K+]
• Canonical SMILES: O[C@@H]1[C@H](O)[C@@H](O[C@H]([C@H]1O)C(=O)[O-])O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OS(=O)(=O)[O-].[K+].[K+]
• InChI: InChI=1S/C24H32O11S.2K/c1-24-9-8-14-13-5-3-12(35-36(30,31)32)10-11(13)2-4-15(14)16(24)6-7-17(24)33-23-20(27)18(25)19(26)21(34-23)22(28)29;;/h3,5,10,14-21,23,25-27H,2,4,6-9H2,1H3,(H,28,29)(H,30,31,32);;/q;2*+1/p-2/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+;;/m1../s1
• InChIKey: NUSNDWFRAHTWCY-LXMSUNLNSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: dipotassium (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-15-methyl-5-(sulfonatooxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: dipotassium (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-15-methyl-5-(sulfonatooxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl]oxy}oxane-2-carboxylate
• Synonyms: (17β)-3-(Sulfooxy)estra-1,3,5(10)-trien-17-yl β-D-Glucopyranosiduronic Acid Dipotassium Salt; Estradiol 3-Sulfate 17β-Glucuronide Dipotassium Salt

Database IDs

• CAS Number: 10392-35-5
• PubChem SID: 162262391
• PubChem CID: 71316480

CALCULATED PROPERTIES

• Acid pKa: -1.7460818
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -2.4256265
• LogD (pH = 7.4): -3.8900368
• Log P: 0.15557115
• Molar Refractivity: 131.8926 cm^3
• Polarizability: 49.51399 Å^3
• Polar Surface Area: 185.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White to Off-White Solid
• Melting Point: >223°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - E888830

A 17β-Estradiol (E888000) metabolite.

REFERENCES

• Gerk, P., et al.: Drug Metab. Disposition, 32, 1139 (2004)
• Antignac, J., et al.: Steroids, 70, 205 (2004)
• Cole, T., et al.: J. Fish Biol., 68, 661 (2004)
• Hutchins, S., et al.: Env. Sci. Technol., 41, 7192 (2004)