Structure via PubChem · Public domain (PubChem)
anol
Sign in to saveAlso known as para-hydroxypropenylbenzene, 4-(prop-1-en-1-yl)phenol, 4-hydroxypropenylbenzene, 4-Prop-1-enylphenol
Anol, also known as '''p-hydroxypropenylbenzene''', is a simple phenol that was derived via demethylation from anethole, an estrogenic constituent of anise and fennel, by Sir Charles Dodds in 1937. 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. 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
Chemical data
- Formula
- C9H10O
- Molecular weight
- 134.17 g/mol
- IUPAC name
- 4-prop-1-enylphenol
- SMILES
- CC=CC1=CC=C(C=C1)O
- InChIKey
- UMFCIIBZHQXRCJ-UHFFFAOYSA-N
- XLogP
- 2.6
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Has part
- hydrogen
- Mass
- 134.07316494
Show 3 more facts
- canonical SMILES
- CC=CC1=CC=C(C=C1)O
- chemical formula
- C₉H₁₀O
- found in taxon
- Solidago odora
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Anol, also known as '''p-hydroxypropenylbenzene''', is a simple phenol that was derived via demethylation from anethole, an estrogenic constituent of anise and fennel, by Sir Charles Dodds in 1937. 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. 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. Dodds later synthesized the structurally related and extremely potent estrogen diethylstilbestrol in 1938.
== See also == Dianethole
Excerpted from Wikipedia’s “anol” article, available under the CC BY-SA 4.0 licence.