An ER ligand
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Androgen Receptor Ligand 3

Item No. 45732

Technical Information
Formal Name
(17E)-O-(carboxymethyl)oxime, 3-hydroxy-estra-1,3,5(10)-trien-17-one
CAS Number
693227-00-8
Molecular Formula
C20H25NO4
Formula Weight
Purity
≥98%
A solid
SMILES
C[C@@]12[C@](CC/C2=N\OCC(O)=O)([H])[C@@]3([H])[C@@](CC1)([H])C4=CC=C(O)C=C4CC3
InChi Code
InChI=1S/C20H25NO4/c1-20-9-8-15-14-5-3-13(22)10-12(14)2-4-16(15)17(20)6-7-18(20)21-25-11-19(23)24/h3,5,10,15-17,22H,2,4,6-9,11H2,1H3,(H,23,24)/b21-18+/t15-,16-,17+,20+/m1/s1
InChi Key
UZKYYNQEKCAXLJ-YBFXVWRFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Androgen receptor ligand 3 is an estrogen receptor (ER) ligand (KD = 0.39 µM in a radioligand binding assay) and an oxime derivative of estrone (Item No. 10006485).1 Androgen receptor ligand 3 has been used in the synthesis of a specific and nongenetic IAP-dependent protein eraser (SNIPER) that decreases ERα levels in HT-1080 fibrosarcoma cells.2 Biotin conjugates of androgen receptor ligand 3 have been used in yeast three-hybrid systems.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ratajczak, T., Sheppard, P.N., Capon, R.J., et al. The synthesis and study of some potential affinity labeling reagents for estrogen receptors. Steroids 38(5), 537-555 (1981).

    2. Itoh, Y., Kitaguchi, R., Ishikawa, M., et al. Design, synthesis and biological evaluation of nuclear receptor-degradation inducers. Bioorg. Med. Chem. 19(22), 6768-6778 (2011).

    3. Muddana, S.S., and Peterson, B.R. Facile synthesis of CIDS: biotinylated estrone oximes efficiently heterodimerize estrogen receptor and streptavidin proteins in yeast three hybrid systems. Org. Lett. 6(9), 1409-1412 (2004).