(1S,10R,11S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

• ChemBase ID: 53513
• Molecular Formular: C19H24O2
• Molecular Mass: 284.39266
• Monoisotopic Mass: 284.17763001
• SMILES: [C@@]12([C@H]([C@H]3[C@@H](c4c(CC3)cc(cc4)OC)CC2)CCC1=O)C
• Canonical SMILES: COc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
• InChI: InChI=1S/C19H24O2/c1-19-10-9-15-14-6-4-13(21-2)11-12(14)3-5-16(15)17(19)7-8-18(19)20/h4,6,11,15-17H,3,5,7-10H2,1-2H3/t15-,16-,17+,19+/m1/s1
• InChIKey: BCWWDWHFBMPLFQ-VXNCWWDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one; (1S,10R,11S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-one
• IUPAC Traditional name: (1S,10R,11S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one; (1S,10R,11S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-one
• Synonyms: 3-Methoxyestra-1,3,5(10)-trien-17-one; 3-Methoxy-1,3,5(10)-estratrien-17-one; Estrone 3-methyl ether; 3-Methoxy-estra-1,3,5(10)-trien-17-one; (+)-Estrone 3-Methyl Ether; 3-Methoxyestrone; 3-O-Methylestrone; Estrone 3-Methyl Ether; Estrone O-Methyl Ether; NSC 88911; Oestrone Methyl Ether; 3-O-Methyl Estrone

Database IDs

• CAS Number: 1624-62-0
• EC Number: 216-613-3
• MDL Number: MFCD00046228
• PubChem SID: 162058276; 24894703
• PubChem CID: 92895

CALCULATED PROPERTIES

• Acid pKa: 19.957535
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.454923
• LogD (pH = 7.4): 4.454923
• Log P: 4.454923
• Molar Refractivity: 83.5647 cm^3
• Polarizability: 32.677734 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Dark Tan Solid
• Melting Point: 165-168°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-40
• Safety Statements: 22-36
• TSCA Listed: false
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H351
• GHS Precautionary statements: P280
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Toronto Research Chemicals - M304710

An estrogenic hormone.

REFERENCES

• Saxena, H., et al.: Steroids, 72, 892 (2007)
• Fu, H., et al.: Environ. Sci. Technol., 41, 5869 (2007)
• Bellavance, E., et al.: J. Med. Chem., 52, 7488 (2007)