Diethylstilbestrol

  • CAT Number: A000222
  • CAS Number: 56-53-1
  • Molecular Formula: C18H20O2
  • Molecular Weight: 268.4
  • Purity: ≥95%
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Diethylstilbestrol is a synthetic, nonsteroidal form of estrogen. A well-known teratogen and carcinogen, diethylstilbestrol inhibits the hypothalamic-pituitary-gonadal axis, thereby blocking the testicular synthesis of testosterone, lowering plasma testosterone, and inducing a chemical castration. (Source: https://en.wikipedia.org/wiki/Diethylstilbestrol).

Catalog Number A000222
CAS Number 56-53-1
Molecular Formula

C18H20O2

Purity 95%
Storage -20°C
InChI 1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+
InChIKey RGLYKWWBQGJZGM-ISLYRVAYSA-N
SMILES CCC(=C(CC)C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
Reference

1: Cunha GR, Kurita T, Cao M, Shen J, Robboy SJ, Baskin L. Response of xenografts
of developing human female reproductive tracts to the synthetic estrogen,
diethylstilbestrol. Differentiation. 2017 Oct 4;98:35-54. doi:
10.1016/j.diff.2017.10.001. [Epub ahead of print] PubMed PMID: 29102757.
<br>

2: Troisi R, Titus L, Hatch EE, Palmer JR, Huo D, Strohsnitter WC, Adam E, Ricker
W, Hyer M, Hoover RN. A Prospective Cohort Study of Prenatal Diethylstilbestrol
Exposure and Cardiovascular Disease Risk. J Clin Endocrinol Metab. 2017 Oct 20.
doi: 10.1210/jc.2017-01940. [Epub ahead of print] PubMed PMID: 29069384.

<br>
3: Xu B, Li K, Qiao J, Liungai Z, Chen C, Lu Y. UV photoconversion of
environmental oestrogen diethylstilbestrol and its persistence in surface water
under sunlight. Water Res. 2017 Oct 3;127:77-85. doi:
10.1016/j.watres.2017.09.059. [Epub ahead of print] PubMed PMID: 29035768.
<br>

4: Wang Y, Li Y, Chen Q, Liu Z. Diethylstilbestrol impaired oogenesis of yellow
catfish juveniles through disrupting hypothalamic-pituitary-gonadal axis and germ
cell development. J Appl Toxicol. 2017 Sep 28. doi: 10.1002/jat.3529. [Epub ahead
of print] PubMed PMID: 28960386.
<br>

5: Li WJ, Chang L, Liu Q, Ning D, Yao XY, Li Y, Ruan WJ. Enzyme-Assisted
Metal-Organic Framework Sensing System for Diethylstilbestrol Detection.
Chemistry. 2017 Nov 2;23(61):15498-15504. doi: 10.1002/chem.201703438. Epub 2017
Oct 10. PubMed PMID: 28836296.

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6: Imamichi Y, Sekiguchi T, Kitano T, Kajitani T, Okada R, Inaoka Y, Miyamoto K,
Uwada J, Takahashi S, Nemoto T, Mano A, Khan MRI, Islam MT, Yuhki KI, Kashiwagi
H, Ushikubi F, Suzuki N, Taniguchi T, Yazawa T. Diethylstilbestrol administration
inhibits theca cell androgen and granulosa cell estrogen production in immature
rat ovary. Sci Rep. 2017 Aug 21;7(1):8374. doi: 10.1038/s41598-017-08780-7.
PubMed PMID: 28827713; PubMed Central PMCID: PMC5567288.

<br>
7: Tournaire M, Devouche E, Epelboin S. Answer to UCB letter to the editor
concerning /Adverse health effects in children of women exposed in utero to
diethylstilbestrol (DES)/. Therapie. 2017 Jul 18. pii: S0040-5957(17)30095-1.
doi: 10.1016/j.therap.2017.07.001. [Epub ahead of print] PubMed PMID: 28823607.
<br>

8: Armi&#241;án A, Mendes L, Carrola J, Movellan J, Vicent MJ, Duarte IF. HIF-1α
inhibition by diethylstilbestrol and its polyacetal conjugate in hypoxic prostate
tumour cells: insights from NMR metabolomics. J Drug Target. 2017 Nov –
Dec;25(9-10):845-855. doi: 10.1080/1061186X.2017.1358728. Epub 2017 Aug 18.
PubMed PMID: 28737429.
<br>

9: Huo D, Anderson D, Palmer JR, Herbst AL. Incidence rates and risks of
diethylstilbestrol-related clear-cell adenocarcinoma of the vagina and cervix:
Update after 40-year follow-up. Gynecol Oncol. 2017 Sep;146(3):566-571. doi:
10.1016/j.ygyno.2017.06.028. Epub 2017 Jul 6. PubMed PMID: 28689666.
<br>

10: Chung CP, Cao S, Wakabayashi G, Han ES. Management of pelvic floor disorder
in a diethylstilbestrol daughter. Proc (Bayl Univ Med Cent). 2017
Jul;30(3):291-292. PubMed PMID: 28670059; PubMed Central PMCID: PMC5468016.

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