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

• ChemBase ID: 153302
• Molecular Formular: C19H24O3
• Molecular Mass: 300.39206
• Monoisotopic Mass: 300.17254463
• SMILES: C[C@]12CC[C@@H]3c4cc(c(cc4CC[C@H]3[C@@H]1CCC2=O)O)OC
• Canonical SMILES: COc1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
• InChI: InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1
• InChIKey: WHEUWNKSCXYKBU-QPWUGHHJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-one
• IUPAC Traditional name: 2-methoxyestrone
• Synonyms: 3-Hydroxy-2-methoxyestra-1,3,5(10)-trien-17-one; 2-Methoxy-3-hydroxyestra-1,3,5(10)-trien-17-one; 2-Methoxy-17-oxoestra-1,3,5(10)-trien-3-ol; GSS 33; 2-Methoxyestrone; 2-Methoxy Estrone; 2,3-Dihydroxy-1,3,5(10)-estratrien-17-one 2-methyl ether; 2-Hydroxyestrone 2-methyl ether; 3-Hydroxy-2-methoxy-1,3,5(10)-estratrien-17-one; 2-Methoxyestrone

Database IDs

• CAS Number: 362-08-3
• EC Number: 206-645-6
• MDL Number: MFCD00056413
• PubChem SID: 24897003; 162247441
• PubChem CID: 440624

CALCULATED PROPERTIES

• Acid pKa: 10.2908
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.151351
• LogD (pH = 7.4): 4.150803
• Log P: 4.1513577
• Molar Refractivity: 85.5456 cm^3
• Polarizability: 33.277668 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 40-50/53
• Safety Statements: 22-36-60-61
• GHS Pictograms: GHS08; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H351-H400
• GHS Precautionary statements: P273-P281
• 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
• RID/ADR: UN 3077 9/PG 3

Product Information

• Empirical Formula (Hill Notation): C19H24O3

DETAILS

Toronto Research Chemicals - M262520

2-Methoxyestrone is a endogenous estrogen metabolite. 2-Methoxyestrone detection can be used as a breast cancer biomarker and help assess the risk-factors for development of breast cancer.

REFERENCES

• Franke, A.A. et al.: Ana;. Bioanal. Chem., 401, 1319 (2011)
• Farlow, D.W. et al.: J. Chrom B Anal. Technol. Biomed Life Sci., 877, 1327 (2011)