Butestrol

Butestrol, or racemic butestrol (rac-butestrol) is a synthetic nonsteroidal estrogen which was never marketed.[1][2][3] It is structurally related to diethylstilbestrol and other stilbestrols.[4]

Butestrol

Clinical data
Other names	Butoestrol; Racemic butestrol; rac-Butestrol; dl-Butestrol; Isobutestrol
Drug class	Nonsteroidal estrogen
Identifiers
IUPAC name 4-[(2R,3R)-3-(4-hydroxyphenyl)butan-2-yl]phenol
CAS Number	5776-76-1
PubChem CID	197049
ChemSpider	170656
Chemical and physical data
Formula	C16H18O2
Molar mass	242.318 g·mol^−1
3D model (JSmol)	Interactive image
SMILES C[C@@H](C1=CC=C(C=C1)O)[C@@H](C)C2=CC=C(C=C2)O
InChI InChI=1S/C16H18O2/c1-11(13-3-7-15(17)8-4-13)12(2)14-5-9-16(18)10-6-14/h3-12,17-18H,1-2H3/t11-,12-/m1/s1 Key:GDUYFVYTXYOMSJ-VXGBXAGGSA-N

See also

• meso-Butestrol

References

1. Terenius L (1966). "Effect of synthetic oestrogens and analogues on the uptake of oestradiol by the immature mouse uterus and vagina". Acta Pharmacol Toxicol (Copenh). 24 (1): 89–100. doi:10.1111/j.1600-0773.1966.tb00371.x. PMID 6012750.
2. Martin, L.; Cox, R. I.; Emmens, C. W. (1963). "Further studies on the effects of oestrogens and anti-oestrogens on early pregnancy in mice". Reproduction. 5 (2): 239–247. doi:10.1530/jrf.0.0050239. ISSN 1470-1626.
3. Martin L, Claringbold PJ (May 1960). "The mitogenic action of oestrogens in the vaginal epithelium of the ovariectomized mouse". J. Endocrinol. 20: 173–86. doi:10.1677/joe.0.0200173. PMID 14421704.
4. Emmens CW, Cox RI, Martin L (1964). "The oestrogenic and anti-oestrogenic activity of compounds related to diethylstilboestrol". Acta Endocrinol. 45: SUPPL90:61–9. doi:10.1530/acta.0.045s061. PMID 14117596.