A RARɣ agonist
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Enantiomer(s)
35576BMS 270394
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BMS 189961

Item No. 29380

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-fluoro-4-[[2-hydroxy-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)acetyl]amino]benzoic acid
CAS Number
185629-22-5
Synonyms
  • BMS 961
Molecular Formula
C23H26FNO4
Formula Weight
399.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
268 nm
SMILES
OC(C1=CC(F)=C(NC(C(O)C2=CC(C(C)(C)CCC3(C)C)=C3C=C2)=O)C=C1)=O
InChi Code
InChI=1S/C23H26FNO4/c1-22(2)9-10-23(3,4)16-11-13(5-7-15(16)22)19(26)20(27)25-18-8-6-14(21(28)29)12-17(18)24/h5-8,11-12,19,26H,9-10H2,1-4H3,(H,25,27)(H,28,29)
InChi Key
AANFHDFOMFRLLR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    BMS 189961 is an agonist of retinoic acid receptor γ (RARγ; EC50 = 30 nM in a transactivation assay).1 It is selective for RARγ over RARβ (EC50 = 1,000 nM). In vitro, BMS 189961 decreases long bone growth and digit formation of isolated mouse embryonic limb buds when used at concentrations of 0.01 and 0.1 µM.2 Topical administration of BMS 189661 (40 nmol) increases the skin expression of retinoid metabolism-related genes, including Rdh10, Crabp2, and Krt4, as well as epidermal barrier genes, including Spink5, Klk5, and Klk7, in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Klaholz, B.P., Mitschler, A., Belema, M., et al. Enantiomer discrimination illustrated by high-resolution crystal structures of the human nuclear receptor hRARγ. Proc. Natl. Acad. Sci. USA 97(12), 6322-6327 (2000).

    2. Galdones, E., and Hales, B.F. Retinoic acid receptor gamma-induced misregulation of chondrogenesis in the murine limb bud in vitro. Toxicol. Sci. 106(1), 223-232 (2008).

    3. Gericke, J., Ittensohn, J., Mihály, J., et al. Regulation of retinoid-mediated signaling involved in skin homeostasis by RAR and RXR agonists/antagonists in mouse skin. PLoS One 8(4), e62643 (2013).