Basic information Safety Supplier Related

1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE

Basic information Safety Supplier Related

1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE Basic information

Product Name:
1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE
Synonyms:
  • 16A-hydroxyestrone
  • (16a)-3,16-Dihydroxyestra-1,3,5(10)-trien-17-one
  • 3,16a-Dihydroxy-1,3,5(10)-estratrien-17-one
  • Estra-1,3,5(10)-triene-3,16a-diol-17-one
  • 16ALPHA-HYDROXYESTERONE
  • 16ALPHA-HYDROXYESTRONE
  • 1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE
  • 1,3,5(10)-ESTRATRIEN-3,16-ALPHA-DIOL-17-ONE
CAS:
566-76-7
MF:
C18H22O3
MW:
286.37
Product Categories:
  • Various Metabolites and Impurities
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Steroids
Mol File:
566-76-7.mol
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1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE Chemical Properties

Melting point:
209-211°C
Boiling point:
493.2±45.0 °C(Predicted)
Density 
1.249±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
form 
Solid
pka
10.23±0.60(Predicted)
color 
White to Light Beige
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Safety Information

Hazard Codes 
Xn
Risk Statements 
40
Safety Statements 
22-36
WGK Germany 
3
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1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONE Usage And Synthesis

Description

The naturally-occurring estrogens are estrone (E1, ), estradiol (E2, ), and estriol (E3, ). 16α-hydroxy Estrone (16α-OHE1) is a hydroxylated metabolite of E1 as well as an interconversion product with E2. E1 is 16α-hydroxylated by cytochrome P450 (CYP) isoforms, including CYP1A1, CYP3A5, CYP3A4, and CYP3A7, with CYP3A5 being breast-specific. 16α-OHE1 is sulphatized or glucuronidated before excretion. It is increased in rheumatoid arthritis and decreased by physical activity. Unlike the parent estrogens and other hydroxylated metabolites of E1, 16α-OHE1 binds covalently and persistently activates estrogen receptors. In addition, this metabolite increases cell proliferation and does not suppress TNF-α secretion, whereas other estrogen metabolites are not pro-proliferative and have marked effects on TNF-α secretion. The levels of 16α-OHE1 are increased in some forms of hormone therapy. Because hormone therapy increases breast cancer risk, 16α-OHE1 has been implicated as a risk factor for breast cancer, although supportive data remains elusive.

Chemical Properties

Pale Pink Solid

Uses

16α-Hydroxy Estrone (Estriol EP Impurity H) is a major metabolite of Estradiol.

Definition

ChEBI: The 16alpha-hydroxy derivative of estrone; a minor estrogen metabolite.

1,3,5[10]-ESTRATRIENE-3,16ALPHA-DIOL-17-ONESupplier

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