A PXR agonist and cholesterol biosynthesis inhibitor
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SR-12813

Item No. 18115

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
P,P'-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethenylidene]bis-phosphonic acid P,P,P',P'-tetraethyl ester
CAS Number
126411-39-0
Synonyms
  • GW 485801
Molecular Formula
C24H42O7P2
Formula Weight
504.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 1 mg/mlEthanol: 5 mg/ml
SMILES
OC1=C(C(C)(C)C)C=C(/C=C(P(OCC)(OCC)=O)/P(OCC)(OCC)=O)C=C1C(C)(C)C
InChi Code
InChI=1S/C24H42O7P2/c1-11-28-32(26,29-12-2)21(33(27,30-13-3)31-14-4)17-18-15-19(23(5,6)7)22(25)20(16-18)24(8,9)10/h15-17,25H,11-14H2,1-10H3
InChi Key
YQLJDECYQDRSBI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    50 mg

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    Product Description

    SR-12813 is a 1,1-bisphosphonate ester that exhibits hypocholesterolemic activity by enhancing the degradation of HMG-CoA reductase in various animal models.1 SR-12813 is also a high affinity ligand for human and rabbit pregnane X receptors (Kd = 41 nM; EC50 = 137 nM for hPXR in vitro) and can induce cytochrome P450 3A expression in human and rabbit hepatocytes.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Berkhout, T.A., Simon, H.M., Patel, D.D., et al. The novel cholesterol-lowering drug SR-12813 inhibits cholesterol synthesis via an increased degradation of 3-hydroxy-3-methylglutaryl-coenzyme A reductase. The Journal of Biological Chemisty 271(24), 14376-14382 (1996).

    2. Watkins, R.E., Wisely, G.B., Moore, L.B., et al. The human nuclear xenobiotic receptor PXR: Structural determinants of directed promiscuity. Science 292(5525), 2329-2333 (2001).

    3. Lemaire, G., Benod, C., Nahoum, C., et al. Discovery of a highly active ligand of human pregnane x receptor: A case study from pharmacophore modeling and virtual screening to "in vivo" biological activity. Mol. Pharmacol. 72(3), 572-581 (2007).

    4. Jones, S.A., Moore, L.B., Shenk, J.L., et al. The pregnane X receptor: a promiscuous xenobiotic receptor that has diverged during evolution. Mol. Endocrinol. 14(1), 27-39 (2015).