Drug nameDiethylstilbestrol
DescriptionA synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders. It was also used formerly as a growth promoter in animals. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), diethylstilbestrol has been listed as a known carcinogen. (Merck, 11th ed)
DrugBankPrimary Accession Number: DB00255
DIN02100304
TypeApproved, Small Molecule
IndicationUsed in the treatment of prostate cancer. Previously used in the prevention of miscarriage or premature delivery in pregnant women prone to miscarriage or premature delivery.
Mechanism of ActionEstrogens diffuse into their target cells and interact with a protein receptor. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary. The combination of an estrogen with a progestin suppresses the hypothalamic-pituitary system, decreasing the secretion of gonadotropin-releasing hormone (GnRH).
AbsorptionNot available
ToxicitySymptoms of overdose include nausea and vomiting, and withdrawal bleeding may occur in females.
Protein BindingNot available
Interactions
RXListNot available
KEGGdrug: D00577 / compound: C07620
PubChemcompound: 3054 / substance: 9822
PharmGKBPA449307
Metabolizing Enzymes
NameGeneEntrezIDUniprotSNP
Catechol O-methyltransferase (COMT)COMT1312P21964rs769224 rs13306279
Cytochrome P450 19 (Aromatase)CYP19A11588P11511rs45581136 rs60308277
Cytochrome P450 2A6 (CYP2A6)CYP2A61548P11509rs165631 rs35647699
Target
NameGeneEntrezIDSwissprotSNP
Estrogen receptorESR12099ESR1_HUMANrs2228480 rs2077647 rs4986934 rs1801132 rs34840398 rs17847076 rs17847067 rs17847065 rs9341069 rs9341068 rs9340802 rs9340773 rs1141584 rs746432
Estrogen-related receptor gammaESRRG2104ERR3_HUMANrs945453 rs35436280 rs11572693 rs10863247 rs3765578 rs1064199
TransthyretinTTR7276TTHY_HUMANrs1800458 rs28933983 rs28933982 rs28933981 rs28933980 rs28933979 rs17406960 rs11541800 rs11541799 rs11541798 rs11541797 rs11541796 rs11541795 rs11541794 rs11541793 rs11541790 rs11541789 rs11541787 rs11541785 rs11541784 rs11541782 rs11081703 rs2276382 rs1804118 rs1804117 rs1803084 rs1803083 rs1803082
FilesDB00255.mol | DB00255_720.pdf | pdb_8616663025473-0.pdb | sdf_3887119914996-0.sdf |
Smilesisomeric:
CCC(C1=CC=C(O)C=C1)=C(CC)C1=CC=C(O)C=C1
canonical:
CCC(C1=CC=C(O)C=C1)=C(CC)C1=CC=C(O)C=C1

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