Mestilbol

Mestilbol

Clinical data
Trade names	Monomestro, Monomestrol
Other names	Monomethylstilbestrol; Diethylstilbestrol monomethyl ether
Drug class	Nonsteroidal estrogen; Estrogen ether
Identifiers
IUPAC name 4-[(E)-4-(4-methoxyphenyl)hex-3-en-3-yl]phenol
CAS Number	18839-90-2
PubChem CID	3032340
ChemSpider	2297337
UNII	N44U12UW5N
ChEBI	CHEBI:34702
CompTox Dashboard (EPA)	DTXSID7022469
Chemical and physical data
Formula	C19H22O2
Molar mass	282.383 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC(=C(CC)C1=CC=C(C=C1)OC)C2=CC=C(C=C2)O
InChI InChI=1S/C19H22O2/c1-4-18(14-6-10-16(20)11-7-14)19(5-2)15-8-12-17(21-3)13-9-15/h6-13,20H,4-5H2,1-3H3/b19-18+ Key:CKMDPZMWUZDKAI-VHEBQXMUSA-N

Mestilbol (brand name Monomestro or Monomestrol), also known as diethylstilbestrol monomethyl ether, is a synthetic nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol. It was developed by Wallace & Tiernan Company, patented in 1940, and introduced for medical use in the 1940s, but is now no longer marketed. Mestilbol was available both as oral tablets and in oil for intramuscular injection. The drug is gradually demethylated in the body into diethylstilbestrol and hence is a prodrug of diethylstilbestrol. Mestilbol is a highly active estrogen, although somewhat less so than diethylstilbestrol, but is longer-lasting in comparison.

See also

• List of estrogen esters § Ethers of nonsteroidal estrogens