An internal standard for the quantification of ipragliflozin
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Unlabeled Version(s)
22287Ipragliflozin
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Ipragliflozin-13C6

Item No. 28705

Technical Information
Formal Name
(2S,3R,4R,5S,6R)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl-13C)tetrahydro-2H-pyran-3,4,5-triol-2,3,4,5,6-13C5
Molecular Formula
C15[13C]6H21FO5S
Formula Weight
Purity
≥98%
Formulation
A solid
DMF: solubleDMSO: solubleMethanol: soluble
SMILES
FC1=C(CC2=CC3=C(C=CC=C3)S2)C=C([13C@H]4[13C@H](O)[13C@@H](O)[13C@H](O)[13C@@H]([13CH2]O)O4)C=C1
InChi Code
InChI=1S/C21H21FO5S/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14/h1-8,16,18-21,23-26H,9-10H2/t16-,18-,19+,20-,21+/m1/s1/i10+1,16+1,18+1,19+1,20+1,21+1
InChi Key
AHFWIQIYAXSLBA-PNOMHMFNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Ipragliflozin-13C6 is intended for use as an internal standard for the quantification of ipragliflozin (Item No. 22287) by GC- or LC-MS. Ipragliflozin is a sodium-glucose cotransporter 2 (SGLT2) inhibitor (IC50 = 7.4 nM in CHO cells expressing the human cotransporter).1 It is selective for SGLT2 over SGLT1, SGLT3, SGLT4, SGLT5, and SGLT6 (IC50s = 1.9, 30.4, 15.9, 0.46, and 10.4 µM, respectively). Ipragliflozin (0.1-3 mg/kg) decreases plasma levels of insulin and glucose in an oral glucose tolerance test in a mouse model of diabetes induced by high-fat diet, streptozotocin (STZ; Item No. 13104), and nicotinamide (Item No. 11127).2 It decreases plasma and hepatic IL-6, TNF-α, chemokine (C-C motif) ligand 2 (CCL2), and C-reactive protein (CRP) levels in the same model when administered at a dose of 3 mg/kg per day for 28 days.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takasu, T., Yokono, M., Tahara, A., et alIn vitro pharmacological profile of ipragliflozin, a sodium glucose co-transporter 2 inhibitor. Biol. Pharm. Bull. 42(3), 507-511 (2019).

    2. Tahara, A., Kurosaki, E., Yokono, M., et alEffects of SGLT2 selective inhibitor ipragliflozin on hyperglycemia, hyperlipidemia, hepatic steatosis, oxidative stress, inflammation, and obesity in type 2 diabetic mice. Eur. J. Pharmacol. 715(1-3), 246-255 (2013).