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EQUILENIN

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EQUILENIN Basic information

Product Name:
EQUILENIN
Synonyms:
  • 3-hydroxyoestra-1,3,5(10),6,8-pentaen-17-one
  • (+)-EQUILENIN
  • EQUILENIN
  • D-1,3,5(10),6,8-ESTRAPENTAEN-3-OL-17-ONE
  • D-EQUILENIN
  • 1,3,5(10)-6,8-ESTRAPENTAEN-3-OL-17-ONE
  • 3-HYDROXYESTRA-1,3,5,7,9-PENTAEN-17-ONE
  • 3-HYDROXY-1,3,5(10),6,8-ESTRAPENTAEN-17-ONE
CAS:
517-09-9
MF:
C18H18O2
MW:
266.33
EINECS:
208-230-5
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Miscellaneous Natural Products
  • Steroids
Mol File:
517-09-9.mol
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EQUILENIN Chemical Properties

Melting point:
258-259°
alpha 
D16 +87° (12.8 mg made up to 1.8 ml in dioxane)
Boiling point:
349.54°C (rough estimate)
Density 
1.1305 (rough estimate)
refractive index 
1.4800 (estimate)
Flash point:
2 °C
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
pka
pKa 9.72 (H2O t=25.0±0.02 ) (Uncertain);9.75±0.06 (Uncertain)
form 
Solid
color 
Pale Yellow to Light Beige
Water Solubility 
1.52mg/L(25 ºC)
EPA Substance Registry System
Equilenin (517-09-9)
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Safety Information

Hazard Codes 
F,Xn
Risk Statements 
11-20/21/22-36-48-40
Safety Statements 
16-26-36-36/37
RIDADR 
UN 1648 3/PG 2
WGK Germany 
2
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EQUILENIN Usage And Synthesis

Uses

Equilenin is a naturally occuring estrogenic steroidal hormone (1,2) isolated from urine of pregnant mares (3). Not found in human urine. Component of conjugated estrogenic hormones. Estrogen. This compound is a contaminant of emerging concern (CECs). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.

Uses

Estrogenic steroidal hormone isolated from urine of pregnant mares. Occurs naturally in the d-form. Not found in human urine. Component of conjugated estrogenic hormones. Estrogen.

Definition

ChEBI: Equilenin is a 3-hydroxy steroid that is estrone which carries two double bonds at positions 6 and 8. It is found in the urine of pregnant mare's and extensively used for estrogen replacement therapy in postmenopausal women. It has a role as a mammalian metabolite and an antioxidant. It is a 3-hydroxy steroid and a 17-oxo steroid.

Purification Methods

Crystallise (+)-equilenin from EtOH (solubility is 0.63% at 18o, 2.5% at 78o), aqueous EtOH or *C6H6 (Norite) and dry it in a vacuum. It sublimes on melting and at 170-180o/0.01mm. The acetate crystallises from MeOH with m 165-167o and [ ] D +71o (c 1, CHCl3). [Bachmann et al. J Am Chem Soc 62 824 1940, Beilstein 8 III 1522, 1523, 1525, 8 IV 1420.]

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