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DCW234
Clinical data
Other names	Butyl 4-(butyryloxy)benzoate
Identifiers
	IUPAC name butyl 4-butanoyloxybenzoate;
CAS Number	723759-26-0;
PubChem CID	1729084;
ChemSpider	1371590;
CompTox Dashboard (EPA)	DTXSID901337100 ;
Chemical and physical data
Formula	C15H20O4
Molar mass	264.321 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCOC(=O)C1=CC=C(C=C1)OC(=O)CCC;
	InChI InChI=1S/C15H20O4/c1-3-5-11-18-15(17)12-7-9-13(10-8-12)19-14(16)6-4-2/h7-10H,3-6,11H2,1-2H3; Key:LMJDPYAJKHNPHR-UHFFFAOYSA-N;

DCW234, also known as butyl 4-(butyryloxy)benzoate, is a synthetic nonsteroidal estrogen and a selective agonist of the ERβ.^[1]^[2]^[3] It shows modest selectivity in terms of affinity and transactivation for the ERβ over the ERα.^[1] Its affinity for the ERβ was 3.43 μM and for the ERα was 22.5 μM, while it activated the ERβ and ERα with EC₅₀ values of 1.71–2.5 μM and 19.8–22.5 μM, respectively.^[1] As such, its binding selectivity for the ERβ over the ERα was 7-fold and its functional selectivity for the ERβ over the ERα was between 10- and 13-fold.^[1]

References

^ ^a ^b ^c ^d Lin Z, Shen H, Huang J, Chen S, Chen L, Chen J, Liu G, Jiang H, Shen X (2008). "Butyl 4-(butyryloxy)benzoate functions as a new selective estrogen receptor beta agonist and induces GLUT4 expression in CHO-K1 cells". J. Steroid Biochem. Mol. Biol. 110 (1–2): 150–6. doi:10.1016/j.jsbmb.2008.03.028. PMID 18455388. S2CID 206496235.
^ Minutolo F, Macchia M, Katzenellenbogen BS, Katzenellenbogen JA (2011). "Estrogen receptor β ligands: recent advances and biomedical applications". Med Res Rev. 31 (3): 364–442. doi:10.1002/med.20186. PMID 19967775. S2CID 3841877.
^ Serock MR, Wells AK, Khalil RA (2008). "Modulators of vascular sex hormone receptors and their effects in estrogen-deficiency states associated with menopause". Recent Pat Cardiovasc Drug Discov. 3 (3): 165–86. doi:10.2174/157489008786263970. PMID 18991792.

[pmid18455388-1] Lin Z, Shen H, Huang J, Chen S, Chen L, Chen J, Liu G, Jiang H, Shen X (2008). "Butyl 4-(butyryloxy)benzoate functions as a new selective estrogen receptor beta agonist and induces GLUT4 expression in CHO-K1 cells". J. Steroid Biochem. Mol. Biol. 110 (1–2): 150–6. doi:10.1016/j.jsbmb.2008.03.028. PMID 18455388. S2CID 206496235.

[pmid19967775-2] Minutolo F, Macchia M, Katzenellenbogen BS, Katzenellenbogen JA (2011). "Estrogen receptor β ligands: recent advances and biomedical applications". Med Res Rev. 31 (3): 364–442. doi:10.1002/med.20186. PMID 19967775. S2CID 3841877.

[pmid18991792-3] Serock MR, Wells AK, Khalil RA (2008). "Modulators of vascular sex hormone receptors and their effects in estrogen-deficiency states associated with menopause". Recent Pat Cardiovasc Drug Discov. 3 (3): 165–86. doi:10.2174/157489008786263970. PMID 18991792.

[1]

[2]

[3]

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DCW234

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