Allenolic acid

Allenolic acid
Identifiers
	IUPAC name 3-(6-Hydroxynaphthalen-2-yl)propanoic acid;
CAS Number	553-39-9;
PubChem CID	96227;
ChemSpider	86868;
UNII	I2MQT1CC3H;
ChEBI	CHEBI:34529;
CompTox Dashboard (EPA)	DTXSID10203823 ;
Chemical and physical data
Formula	C13H12O3
Molar mass	216.236 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=CC2=C(C=CC(=C2)O)C=C1CCC(=O)O;
	InChI InChI=1S/C13H12O3/c14-12-5-4-10-7-9(2-6-13(15)16)1-3-11(10)8-12/h1,3-5,7-8,14H,2,6H2,(H,15,16); Key:NHGXZNWPADXVOA-UHFFFAOYSA-N;

Allenolic acid, or allenoic acid, is a synthetic,^[1] nonsteroidal estrogen discovered in 1947 or 1948 that, although studied clinically,^[2] was never marketed.^[3]^[4]^[5] It is an open-ring or seco-analogue of steroidal estrogens like estrone and equilenin.^[6]^[7]^[8] The compound was named after Edgar Allen, one of the pioneers in estrogen research.^[9]^[10] Although described as an estrogen, allenolic acid probably is totally inactive at the receptor, whereas a derivative, allenestrol (α,α-dimethyl-β-ethylallenolic acid), is reported to be a potent estrogen.^[11] Another derivative of allenolic acid (specifically 6-methoxy-allenestrol), methallenestril (brand name Vallestril), is also a potent estrogen and, in contrast to allenolic acid and allenestrol, has been marketed.^[12]^[13]^[14]^[15]

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Allenolic acid

See also

References

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