sodium (1S,10R,11S,14R,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-5-yl sulfate

• ChemBase ID: 168252
• Molecular Formular: C18H23NaO5S
• Molecular Mass: 374.42699
• Monoisotopic Mass: 374.11638912
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@H](CC2)O)C)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: O[C@@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C18H24O5S.Na/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19;/h3,5,10,14-17,19H,2,4,6-9H2,1H3,(H,20,21,22);/q;+1/p-1/t14-,15-,16+,17-,18+;/m1./s1
• InChIKey: LMJQCTISQYSLPF-JOWXCZTESA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (1S,10R,11S,14R,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-5-yl sulfate
• IUPAC Traditional name: sodium estradiol 3-sulphate
• Synonyms: (17α)-Estra-1,3,5(10)-triene-3,17-diol 3-(Hydrogen sulfate) Sodium Salt; 17α-Acetoxy-3-sulfatoxy-estra-1,3,5(10)-triene Sodium Salt; 17α-Estradiol Sodium Sulfate; 17α-Estradiol Sulfate Sodium Salt

Database IDs

• CAS Number: 56050-04-5
• PubChem SID: 162262384
• PubChem CID: 23671799

CALCULATED PROPERTIES

• Acid pKa: -1.8036726
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.8937949
• LogD (pH = 7.4): 0.89378923
• Log P: 1.5651662
• Molar Refractivity: 88.7748 cm^3
• Polarizability: 35.922028 Å^3
• Polar Surface Area: 86.66 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E888070

17α-Estradiol Sulfate is the sulfate conjugate and metabolite of the biologically active estrogen 17α-Estradiol (E887995). 17α-Estradiol Sulfate is also a metabolite of Estrone (E889050).

REFERENCES

• Hobe, G. et al.: Steroids, 67, 883 (2002)
• Baker, S.J. et al.: Steroids, 32, 96 (2002)