A major active metabolite of saxagliptin
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5-hydroxy Saxagliptin (hydrochloride)

Item No. 26710

Technical Information
Formal Name
(1S,3S,5S)-2-((S)-2-amino-2-((1r,3R,5S,7S)-3,5-dihydroxyadamantan-1-yl)acetyl)-2-azabicyclo[3.1.0]hexane-3-carbonitrile, monohydrochloride
Molecular Formula
C18H25N3O3 • HCl
Formula Weight
Purity
≥95%
A solid
SMILES
O=C(N1[C@H](C#N)C[C@H]2[C@@H]1C2)[C@H]([C@@]3(C[C@H](C4)C5)C[C@@]5(O)C[C@@]4(O)C3)N.Cl
InChi Code
InChI=1S/C18H25N3O3.ClH/c19-6-12-1-11-2-13(11)21(12)15(22)14(20)16-3-10-4-17(23,7-16)9-18(24,5-10)8-16;/h10-14,23-24H,1-5,7-9,20H2;1H/t10-,11-,12?,13+,14-,16-,17+,18-;/m1./s1
InChi Key
WCCKQMJRTRWMMX-AKJJVEBZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    5-hydroxy Saxagliptin is a major active metabolite of saxagliptin (Item No. 23697).1 5-hydroxy Saxagliptin inhibits dipeptidyl peptidase 4 (DPP-4; Ki = 2.6 nM for human recombinant enzyme). It is selective for DPP-4 over DPP-8 and DPP-9 (Kis = 2,495 and 423 nM, respectively, for human recombinant enzymes).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, A., Dorso, C., Kopcho, L., et alPotency, selectivity and prolonged binding of saxagliptin to DPP4: Maintenance of DPP4 inhibition by saxagliptin in vitro and ex vivo when compared to a rapidly-dissociating DPP4 inhibitor. BMC Pharmacol. 12, 2 (2012).