sodium (1S,11S,15S)-15-methyl-14-oxo(4,6,13,13-2H4)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6,9-tetraen-5-yl sulfate

• ChemBase ID: 168147
• Molecular Formular: C18H19NaO5S
• Molecular Mass: 370.39523
• Monoisotopic Mass: 370.08508899
• SMILES: c1c(cc2c(c1)[C@@H]1C(=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)CC[C@H]1C2=CCc2c1ccc(c2)OS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C18H20O5S.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;/h3-5,10,14,16H,2,6-9H2,1H3,(H,20,21,22);/q;+1/p-1/t14-,16+,18+;/m1./s1
• InChIKey: QTTMOCOWZLSYSV-QWAPEVOJSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (1S,11S,15S)-15-methyl-14-oxo(4,6,13,13-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraen-5-yl sulfate
• IUPAC Traditional name: sodium (1S,11S,15S)-15-methyl-14-oxo(4,6,13,13-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraen-5-yl sulfate
• Synonyms: 3-(Sulfooxy)estra-1,3,5(10),7-tetraen-17-one-d4 Sodium Salt; t; 3-Hydroxyestra-1,3,5(10),7-tetraen-17-one-d4 Hydrogen Sulfate Sodium Salt; Sodium Equilin-d4 3-Monosulfate; Sodium Equilin-d4 Sulfate; Equilin 3-Sulfate-d4 Sodium Salt (stabilized with TRIS, 50% w/w)

Database IDs

• CAS Number: 285979-81-9
• PubChem SID: 162262279
• PubChem CID: 71316393

CALCULATED PROPERTIES

• Acid pKa: -1.8478276
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.0517421
• LogD (pH = 7.4): 1.0517374
• Log P: 3.428136
• Molar Refractivity: 88.8025 cm^3
• Polarizability: 35.29326 Å^3
• Polar Surface Area: 83.5 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 122-135°C

Safety Information

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

DETAILS

Toronto Research Chemicals - E592822

A labelled metabolite of Equilin (E592800).

REFERENCES

• Hajdu, A., et al.: Experientia, 27, 956 (1971)
• Adams, W.P., et al.: J. Pharma. Sci., 68, 986 (1971)