Anol

Not to be confused with Cyclohexanol.

Anol, also known as p-hydroxypropenylbenzene,^[1] is a simple phenol that was derived via demethylation from anethole, an estrogenic constituent of anise and fennel, by Sir Charles Dodds in 1937.^[2][3] It was reported to possess extremely potent estrogenic activity on par with that of steroidal estrogens like estrone, with a dose of 1 μg inducing estrus in rats.^[2] However, subsequent studies with different preparations of anol failed to confirm these findings, and it was found that dimerization of anol into dianol and hexestrol can rapidly occur and that the latter impurity was responsible for the highly potent estrogenic effects.^{[4] [2][3][5][6]} Dodds later synthesized the structurally related and extremely potent estrogen diethylstilbestrol in 1938.^[2][5]

Anol

Clinical data
ATC code	None
Identifiers
IUPAC name 4-(Prop-1-en-1-yl)phenol
CAS Number	85960-81-2
PubChem CID	415627
ChemSpider	367976
UNII	VQ6PDW0YG3
CompTox Dashboard (EPA)	DTXSID401345962
Chemical and physical data
Formula	C9H10O
Molar mass	134.178 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC=CC1=CC=C(C=C1)O
InChI InChI=1S/C9H10O/c1-2-3-8-4-6-9(10)7-5-8/h2-7,10H,1H3 Key:UMFCIIBZHQXRCJ-UHFFFAOYSA-N

See also

• Dianethole