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Inhibitor Report for: O-Methyl-Dauracine

Dipeptidyl peptidase 4 (DPP4) is expressed by specific bacterial taxa of the microbiota. Microbial DPP4 is able to decrease the active glucagon like peptide-1 (GLP-1) and disrupt glucose metabolism in mice with a leaky gut. Sitagliptin, has little effect on microbial DPP4. daurisoline-d4 (Dau-d4) is a selective microbial DPP4 inhibitor that improves glucose tolerance in diabetic mice. (dopamine D2 receptor dopamine transporter-mediated dopamine uptake)


General
Type Alkaloid, Natural, Quinoline
Chemical_Nomenclature (1~{R})-1-[[4-[5-[[(1~{R})-6,7-dimethoxy-2-methyl-3,4-dihydro-1~{H}-isoquinolin-1-yl]methyl]-2-methoxy-phenoxy]phenyl]methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1~{H}-isoquinoline
Canonical SMILES CN1CCc2cc(c(cc2[C@H]1Cc3ccc(cc3)Oc4cc(ccc4OC)C[C@@H]5c6cc(c(cc6CCN5C)OC)OC)OC)OC
InChI InChI=1S/C39H46N2O6/c1-40-16-14-27-21-35(43-4)37(45-6)23-30(27)32(40)18-25-8-11-29(12-9-25)47-39-20-26(10-13-34(39)42-3)19-33-31-24-38(46-7)36(44-5)22-28(31)15-17-41(33)2/h8-13,20-24,32-33H,14-19H2,1-7H3/t32-,33-/m1/s1
InChIKey UHYCXSGUNAWVBW-CZNDPXEESA-N
Other name(s) KYL ; daurisoline-d4 ; Dau-d4 ; O-Methyldauricine ; O,O-Dimethylcuspidaline ; O,O-Dimethyldauricinoline ; CHEMBL501861
________________________________________________________________________________________________
MW|638.79
Formula|C39H46N2O6
CAS_number|2202-17-7
PubChem|200521
UniChem|UHYCXSGUNAWVBW-CZNDPXEESA-N
IUPHAR|
Wikipedia|

Target
Families | O-Methyl-Dauracine ligand of proteins in family: DPP4N_Peptidase_S9
Stucture | 1 structure: 8HAY: Bacteroides thetaiotaomicron bacterial d4 bound btDPP4
Protein | bactn-BT4193

References:
Search PubMed for references concerning: O-Methyl-Dauracine
    Title: Microbial gatekeepers: unraveling the role of the gut microbiota enzyme DPP4 in diabetes management
    Liao L, Lin F, Gao J
    Ref: Trends in Biochemical Sciences, :, 2023 : PubMed

            

    Title: Microbial-host-isozyme analyses reveal microbial DPP4 as a potential antidiabetic target
    Wang K, Zhang Z, Hang J, Liu J, Guo F, Ding Y, Li M, Nie Q, Lin J and Jiang C <14 more author(s)>
    Ref: Science, 381:eadd5787, 2023 : PubMed

            

    Title: Effects of various isoquinoline alkaloids on in vitro 3H-dopamine uptake by rat striatal synaptosomes
    Protais P, Arbaoui J, Bakkali EH, Bermejo A, Cortes D
    Ref: Journal of Natural Products, 58:1475, 1995 : PubMed