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

• ChemBase ID: 168072
• Molecular Formular: C20H24O5S
• Molecular Mass: 376.46656
• Monoisotopic Mass: 376.13444487
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(O)C#C)C)OS(=O)(=O)O
• Canonical SMILES: C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OS(=O)(=O)O
• InChI: InChI=1S/C20H24O5S/c1-3-20(21)11-9-18-17-6-4-13-12-14(25-26(22,23)24)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21H,4,6,8-11H2,2H3,(H,22,23,24)/t16-,17-,18+,19+,20+/m1/s1
• InChIKey: WLGIWVFFGMPRLM-SLHNCBLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-5-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(1S,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-5-yl]oxidanesulfonic acid
• Synonyms: (17α)-19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol 3-(Hydrogen Sulfate); 17α-Ethynylestradiol 3-Sulfate; Ethynylestradiol Sulfate; Ethynyl Estradiol 3-Sulfate

Database IDs

• CAS Number: 24560-70-1
• PubChem SID: 162262204
• PubChem CID: 68575

CALCULATED PROPERTIES

• Acid pKa: -2.0089593
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.0456468
• LogD (pH = 7.4): 1.0456411
• Log P: 1.7502797
• Molar Refractivity: 97.3663 cm^3
• Polarizability: 38.607727 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 130-132°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E685115

A metabolite of Ethynylestradiol.

REFERENCES

• Hadd, H.H., et al.: J. Steroid Biochem., 13,1107 (1980)
• Meyers, M., et al.: J. Pharmacol. Exp. Ther., 214, 887 (1980)
• Poupon, R., et al.: Pharmacol. Ther., 66, 1 (1980)
• Catania, V., et al.: Biochem. Pharmacol., 50, 509 (1980)
• Schuetz, E., et al.: J. B