A major metabolite of vildagliptin
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Parent Compound(s)
14705Vildagliptin
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Vildagliptin carboxylic acid metabolite (trifluoroacetate salt)

Item No. 22088

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)glycyl-L-proline, mono(trifluoroacetate)
CAS Number
565453-41-0
Molecular Formula
C17H26N2O4 • CF3COOH
Formula Weight
436.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly SolubleMethanol: Slightly SolubleWater: Slightly Soluble
SMILES
O=C(CN[C@@]1(CC(C2)C3)CC3C[C@]2(O)C1)N4[C@H](C(O)=O)CCC4.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C17H26N2O4.C2HF3O2/c20-14(19-3-1-2-13(19)15(21)22)9-18-16-5-11-4-12(6-16)8-17(23,7-11)10-16;3-2(4,5)1(6)7/h11-13,18,23H,1-10H2,(H,21,22);(H,6,7)/t11?,12?,13-,16-,17-;/m0./s1
InChi Key
ZYSYESQESYWANO-LBAIDJDUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    1 mg

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    5 mg

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    Cayman Chemical
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    Product Description

    Vildagliptin carboxylic acid metabolite is the major metabolite of the dipeptidyl peptidase 4 (DPP-4) inhibitor vildagliptin (Item No. 14705) in humans.1 Vildagliptin carboxylic acid metabolite has an IC50 value of 477 µM for DPP-4 in human Caco-2 cells.2 It is formed from hydrolysis of the cyano group on vildagliptin.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. He, H., Tran, P., Yin, H., et al. Absorption, metabolism, and excretion of [14C]vildagliptin, a novel dipeptidyl peptidase 4 inhibitor, in humans. Drug. Metab. Dispos. 373(3), 536-544 (2009).

    2. Villhauer, E.B., Brinkman, J.A., Naderi, G.B., et al. 1-[[(3-hydroxy-1-adamantyl)amino]acetyl]-2-cyano-(S)-pyrrolidine: a potent, selective, and orally bioavailable dipeptidyl peptidase IV inhibitor with antihyperglycemic properties. J. Med. Chem. 49(13), 2774-2789 (2003).