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Details

Stereochemistry ACHIRAL
Molecular Formula C20H24O2
Molecular Weight 296.4034
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DIMESTROL

SMILES

CC\C(C1=CC=C(OC)C=C1)=C(\CC)C2=CC=C(OC)C=C2

InChI

InChIKey=VQOAQMIKPYNCMV-FMQUCBEESA-N
InChI=1S/C20H24O2/c1-5-19(15-7-11-17(21-3)12-8-15)20(6-2)16-9-13-18(22-4)14-10-16/h7-14H,5-6H2,1-4H3/b20-19+

HIDE SMILES / InChI

Molecular Formula C20H24O2
Molecular Weight 296.4034
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Dimestrol (Diethylstilbestrol, DES) is a synthetic nonsteroidal estrogen. It was prescribed to pregnant women between 1940 and 1971 to prevent miscarriage, premature labor, and related complications of pregnancy. The use of DES declined after studies in the 1950s showed that it was not effective in preventing these problems. In 1971, the FDA issued a warning that risk of clear cell adenocarcinoma of the vagina and cervix was elevated in young women whose mothers used DES during pregnancy.

Approval Year

Substance Class Chemical
Record UNII
6H0MA01FTS
Record Status Validated (UNII)
Record Version