D4628

Diethylstilbestrol

≥99% (HPLC)

• Synonym(s): (E)-3,4-Bis(4-hydroxyphenyl)-3-hexene, DES, Stilbestrol
• Empirical Formula (Hill Notation): C₁₈H₂₀O₂
• CAS Number: 56-53-1
• Molecular Weight: 268.35
• Beilstein: 2056095
• EC Number: 200-278-5
• MDL number: MFCD00002373
• UNSPSC Code: 51111800
• PubChem Substance ID: 24893887
• NACRES: NA.77

Properties

• Assay: ≥99% (HPLC)
• form: powder
• SMILES string: CC\C(c1ccc(O)cc1)=C(\CC)c2ccc(O)cc2
• 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+
• InChI key: RGLYKWWBQGJZGM-ISLYRVAYSA-N
• Gene Information: human ... ESR1(2099) , ESR2(2100) , ESRRG(2104) ; mouse ... Esr1(13982) ; rat ... Ar(24208) , Esr1(24890)

Description

Application

Diethylstilbestrol has been used:

• to evaluate the estrogenic activity of diethylstilbestrol by quantitating the expression levels of endogenous estrogen-regulated marker genes
• to evaluate the estrogenic, androgenic and toxicity responses in bioluminescent yeast bioreporter assay (BLYES)
• to detect its effect on the proliferation and tyrosinase activity of melanocytes

Biochem/physiol Actions

Diethylstilbestrol is a synthetic estrogen with carcinogenic properties. Causes renal clear-cell carcinoma in Syrian hamster. In humans it causes increased risk of breast cancer, clear cell adenocarcinoma (CCA) of the vagina and cervix, and reproductive anomalies. Used in the treatment of prostate cancer to block the production of testosterone.

Safety Information

• Pictograms: GHS08,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H315,H319,H335,H350,H360FD,H410
• Precautionary Statements: P202 - P261 - P273 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves