A metabolite of dolutegravir
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Dolutegravir O-β-D-Glucuronide

Item No. 34509

Technical Information
Formal Name
(4R,12aS)-9-[[[(2,4-difluorophenyl)methyl]amino]carbonyl]-3,4,6,8,12,12a-hexahydro-4-methyl-6,8-dioxo-2H-pyrido[1′,2′:4,5]pyrazino[2,1-b][1,3]oxazin-7-yl β-D-glucopyranosiduronic acid
CAS Number
1485692-21-4
Synonyms
  • Dolutegravir Glucuronide
  • DTG Glucuronide
Molecular Formula
C26H27F2N3O11
Formula Weight
Purity
≥90%
A solid
Water: slightly, sonicated
SMILES
FC(C=C(C=C1)F)=C1CNC(C(C2=O)=CN(C[C@@]3([H])N([C@@H](CCO3)C)C4=O)C4=C2O[C@@H]5O[C@@H]([C@H]([C@@H]([C@H]5O)O)O)C(O)=O)=O
InChi Code
InChI=1S/C26H27F2N3O11/c1-10-4-5-40-15-9-30-8-13(23(36)29-7-11-2-3-12(27)6-14(11)28)17(32)21(16(30)24(37)31(10)15)41-26-20(35)18(33)19(34)22(42-26)25(38)39/h2-3,6,8,10,15,18-20,22,26,33-35H,4-5,7,9H2,1H3,(H,29,36)(H,38,39)/t10-,15+,18+,19+,20-,22+,26-/m1/s1
InChi Key
RSWVIGYRNQZNSD-DGPWBEAXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dolutegravir O-β-D-glucuronide is a metabolite of the HIV integrase inhibitor dolutegravir (Item No. 22191).1 It is formed from dolutegravir primarily by the UDP-glucuronosyltransferase (UGT) isoform UGT1A1 in vivo but is also metabolized by UGT1A9 in human liver and kidney microsomes and UGT1A3 in human intestinal microsomes.2,1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, S.N., Lu, J.B., Watson, C.J.W., et alMechanistic assessment of extrahepatic contributions to glucuronidation of integrase strand transfer inhibitors. Drug Metab. Dispos. 47(5), 535-544 (2019).

    2. Reese, M.J., Savina, P.M., Generaux, G.T., et alIn vitro investigations into the roles of drug transporters and metabolizing enzymes in the disposition and drug interactions of dolutegravir, a HIV integrase inhibitor. Drug Metab. Dispos. 41(2), 353-361 (2013).