{"ATC Code":"G - Genito urinary system and sex hormones","Abbreviation":"","Aliases":["Dienoestrol","Dehydrostilbestrol","Cycladiene","Dienol","Estraguard","Follidiene","Oestrodiene","Estroral","Restrol","Estragard"],"CAS":"84-17-3","ChEBI":"CHEBI:4518","ChEMBL":"CHEMBL1018","ChemicalClasses":[],"Chirality":"achiral","Color/Form":"MINUTE NEEDLES FROM DILUTE ALC","Dosing Info":[],"Drug Indication":"For use in the treatment of atrophic vaginitis and kraurosis vulvae.","Drug Warnings":"DIENESTROL IS CONTRAINDICATED DURING PREGNANCY.","DrugClasses":["hormone"],"EINECS":"201-519-7","Esters":["acetate"],"European Community (EC) Number":"201-519-7","HeavyAtomCount":20,"Human Drugs":"Human drug -\u003e Discontinued","IUPACName":"4-[(2E,4E)-4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol","InChI":"InChI=1S/C18H18O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h3-12,19-20H,1-2H3/b17-3+,18-4+","InChIKey":"NFDFQCUYFHCNBW-SCGPFSFSSA-N","MeSH Pharmacological Classification":"Non-steroidal compounds with estrogenic activity. (See all compounds classified as Estrogens, Non-Steroidal.)","Melting Point":"233-234","MolecularFormula":"C\u003csub\u003e18\u003c/sub\u003eH\u003csub\u003e18\u003c/sub\u003eO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"266.3 g/mol","Odor":"Odorless","Pharmacodynamics":"Estrogens 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).","PrevSalts":[],"PubChemId":667476,"Record Description":["Dienestrol is an olefinic compound that is hexa-2,4-diene substituted by 4-hydroxyphenyl groups at positions 3 and 4 respectively. It has a role as a xenoestrogen. It is a member of phenols and an olefinic compound.","Dienestrol is a synthetic, non-steroidal estrogen. It is an estrogen receptor agonist. Estrogens work partly by increasing a normal clear discharge from the vagina and making the vulva and urethra healthy. Using or applying an estrogen relieves or lessens: dryness and soreness in the vagina, itching, redness, or soreness of the vulva. Conditions that are treated with vaginal estrogens include a genital skin condition (vulvar atrophy), inflammation of the vagina (atrophic vaginitis), and inflammation of the urethra (atrophic urethritis).","Dienestrol has been reported in Magnolia obovata with data available.","DIENESTROL is a small molecule drug with a maximum clinical trial phase of IV that was first approved in 1947.","A synthetic, non-steroidal estrogen structurally related to stilbestrol. It is used, usually as the cream, in the treatment of menopausal and postmenopausal symptoms.","See also: Dienestrol diacetate (is active moiety of).","Dienestrol is an olefinic compound that is hexa-2,4-diene substituted by 4-hydroxyphenyl groups at positions 3 and 4 respectively. It has a role as a xenoestrogen. It is a member of phenols and an olefinic compound.","LiverTox|Endocrine|Birth control|Estrogen"],"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Dienestrol","Name":"Dienestrol","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q5274949","Name":"Dienestrol","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB00890","Name":"Dienestrol","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/667476","Name":"Dienestrol","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1018","Name":"Dienestrol","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:4518","Name":"Dienestrol","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=84-17-3","Name":"Dienestrol","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C08090","Name":"Dienestrol","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/RRW32X4U1F","Name":"Dienestrol","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID7022382","Name":"Dienestrol","Sub":false}]}],"SMILES":"C/C=C(/C(=C/C)/C1=CC=C(C=C1)O)\\C2=CC=C(C=C2)O","Scheduling":[],"Solubility":"FREELY SOL IN ALC, METHANOL, ETHER, ACETONE, PROPYLENE GLYCOL; SOL IN CHLOROFORM, AQ SOLN OF ALKALI HYDROXIDES; SOLUBLE IN VEGETABLE OILS AFTER WARMING, BUT CRYSTALLIZES OUT ON STANDING; PRACTICALLY INSOL IN WATER, DIL ACIDS .","Stability/Shelf Life":"Sensitive to light","StoreUNII":["RRW32X4U1F"],"StructureBase64":"<svg xmlns="http://www.w3.org/2000/svg" xmlns:xlink="http://www.w3.org/1999/xlink" height="95.621mm" version="1.2" viewBox="0 0 100.724 95.621" width="100.724mm">
      
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","Therapeutic Uses":"Estrogens, Non-Steroidal","Title":"Dienestrol","UNII":"RRW32X4U1F","Wikidata":"Q5274949","Wikipedia":"Dienestrol","XLogP":5.4}