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Gestrinone

Cayman Chemical Item Number 10006488

(CAS 16320-04-0)

Gestrinone (CAS 16320-04-0)

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Description

Endometriosis is common disease characterized by the presence of endometrial tissue outside the uterus which affects approximately 10% of premenopausal women. Gestrinone is a synthetic steroid used occasionally to treat endometriosis.1 It acts centrally on the hypothalamic-pituitary system to suppress release of lutenizing hormone (LH) and follicle-stimulating hormone (FSH), thus reducing estrogen synthesis.1 It also binds to androgen (AR), progesterone (PR), and estrogen (ER) receptors in the human endometrial tissue but not to steroid hormone binding globulin or corticord-binding globulin.2 Gestrinone binds to AR and PR with EC50 values of approximately 20 and 30 nM, respectively.3 These values reflect approximately 5-6 fold lower affinity than testosterone and progesterone, the natural AR and PR ligands, for these receptors.3

1 Moghissi, K.S. Medical treatment of endometriosis. Clin Obstet Gynecol 45(3) 620-633 (1999).

2 Tamaya, T., Fujimoto, J., Watanabe, Y., et al. Gestrinone (R2323) binding to steroid receptors in human uterine endometrial cytosol. Acta Obstet Gynecol Scand 65 439-441 (1986).

3 Death, A.K., mcGrath, K.C.Y., Kazluskas, R., et al. Tetrahydrogestrinone is a potent androgen and progestin. J Clin Endocrinol Metab 89(5 2498-2500 (2004).

Formal Name 13-​ethyl-​17α-​hydroxy-​18,​19-​dinorpregna-​4,​9,​11-​trien-​20-​yn-​3-​one
CAS Number 16320-04-0
Molecular Formula C21H24O2
Formula Weight 308.4
Formulation A crystalline solid
Purity ≥98%
λmax 238, 341 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CC[C@]​12C=CC3=C4CCC(=O)​C=C4CC[C@H]​3C1CC[C@@]​2(O)​CC

Background Reading

Tamaya, T., Fujimoto, J., Watanabe, Y., et al. Gestrinone (R2323) binding to steroid receptors in human uterine endometrial cytosol. Acta Obstet Gynecol Scand 65 439-441 (1986).

Death, A.K., mcGrath, K.C.Y., Kazluskas, R., et al. Tetrahydrogestrinone is a potent androgen and progestin. J Clin Endocrinol Metab 89(5 2498-2500 (2004).

Moghissi, K.S. Medical treatment of endometriosis. Clin Obstet Gynecol 45(3) 620-633 (1999).
Size Price Quantity Subtotal
100 mg $97.00 $0.00
500 mg $437.00 $0.00
1 g $776.00 $0.00
5 g $3,395.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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