sodium (11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2,4,6,8-pentaen-5-yl sulfate

• ChemBase ID: 168143
• Molecular Formular: C18H17NaO5S
• Molecular Mass: 368.37935
• Monoisotopic Mass: 368.06943893
• SMILES: c1c(cc2c(c1)c1c(cc2)[C@H]2[C@](CC1)(C(=O)CC2)C)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=C1CC[C@@H]2[C@]1(C)CCc1c2ccc2c1ccc(c2)OS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C18H18O5S.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;/h2-5,10,16H,6-9H2,1H3,(H,20,21,22);/q;+1/p-1/t16-,18-;/m0./s1
• InChIKey: QMLVWIVCALQEEX-AKXYIILFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8-pentaen-5-yl sulfate
• IUPAC Traditional name: sodium (11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8-pentaen-5-yl sulfate
• Synonyms: 3-(Sulfooxy)-estra-1,3,5,7,9-pentaen-17-one Sodium Salt; 3-Hydroxyestra-1,3,5,7,9-pentaen-17-one HydrogenSulfate Monosodium Salt; Equilenin Sodium Sulfate; Equilenin Sulfate Sodium Salt

Database IDs

• CAS Number: 16680-48-1
• PubChem SID: 162262275
• PubChem CID: 23703433

CALCULATED PROPERTIES

• Acid pKa: -1.7581267
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.4473497
• LogD (pH = 7.4): 1.4473441
• Log P: 3.8237429
• Molar Refractivity: 87.9057 cm^3
• Polarizability: 36.347363 Å^3
• Polar Surface Area: 83.5 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E592410

Equilenin Sulfate is the sulfate conjugate of the estrogenic steroidal hormone Equilenin (E592410). Equilenin Sulfate is an estrogenic metabolite of Equilin 3-Sulfate (E592820)17β-Dihydro Equilin 3-Sulfate (D448970) in normal postmenopausal women.

REFERENCES

• Bhavnani, B.R. et al.: Soc. Gynecol. Invest., 9, 102 (2002)
• Bhavnani, B.R. et al.: J. Clin. Endocrinol. Metab., 77, 1269 (2002)