Dimethylstilbestrol

Dimethylstilbestrol
Clinical data
Other names	DMS; (Ε)-α,α'-Dimethyl-4,4'-stilbenediol
Drug class	Nonsteroidal estrogen
Identifiers
	IUPAC name 4-[(E)-3-(4-hydroxyphenyl)but-2-en-2-yl]phenol;
CAS Number	552-80-7 ; 13366-36-4;
PubChem CID	3004636;
ChemSpider	2274931;
UNII	30L22Q8N9M;
KEGG	C14234;
ChEBI	CHEBI:34717;
ChEMBL	ChEMBL269003;
CompTox Dashboard (EPA)	DTXSID2022468 ;
Chemical and physical data
Formula	C16H16O2
Molar mass	240.302 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C/C(=C(/C)\C1=CC=C(C=C1)O)/C2=CC=C(C=C2)O;
	InChI InChI=1S/C16H16O2/c1-11(13-3-7-15(17)8-4-13)12(2)14-5-9-16(18)10-6-14/h3-10,17-18H,1-2H3/b12-11+; Key:XPINIPXARSNZDM-VAWYXSNFSA-N;

Dimethylstilbestrol (DMS) is a nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol which was never marketed.^: 213 It is a so-called "weak", "impeded", or "short-acting" estrogen similarly to estriol and meso-butoestrol. The affinity of DMS for the ER was reported as about 10% of that of estradiol. For comparison, diethylstilbestrol had 140% of the affinity of estradiol for the ER.

The endometrial proliferation dose of DMS in women is 20 mg.^{: 212–213} A single 12 mg intramuscular injection of DMS has a duration of approximately 12 days in humans.