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Substrate Report for: Mycophenolic-acid-acyl-glucuronide

Mycophenolic acid O-acyl-glucuronide is a metabolite of mycophenolate mofetil. Mycophenolate mofetil (MMF) (brand names CellCept, Myfortic) is an immunosuppressant and prodrug of mycophenolic acid, used extensively in transplant medicine. It is a reversible inhibitor of inosine monophosphate dehydrogenase (IMPDH) in purine biosynthesis which is necessary for the growth of T cells and B cells. AcMPAG, may be an immunotoxic, and is deglucuronidated by ABBHD10


General
Type Lactone, Drug, Not A/B H target, Glucuronoyl, Benzofuran
Chemical_Nomenclature (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoyl]oxyoxane-2-carboxylic acid
Canonical SMILES CC1=C(C(=C(C2=C1COC2=O)O)CC=C(C)CCC(=O)OC3C(C(C(C(O3)C(=O)O)O)O)O)OC CC1=C2COC(=O)C2=C(C(=C1OC)CC=C(C)CCC(=O)OC3C(C(C(C(O3)C(=O)O)O)O)O)O
InChI InChI=1S/C23H28O12/c1-9(4-6-11-15(25)14-12(8-33-22(14)31)10(2)19(11)32-3)5-7-13(24)34-23-18(28)16(26)17(27)20(35-23)21(29)30/h4,16-18,20,23,25-28H,5-8H2,1-3H3,(H,29,30)/b9-4+/t16-,17-,18+,20-,23+/m0/s1
InChIKey QBMSTEZXAMABFF-UEARNRKISA-N
Other name(s) Mycophenolic acid acyl glucuronide ; mycophenolic acid acyl-glucuronide ; Mycophenolic acid O-acyl-glucuronide ; UNII-B96732OXNA ; AcMPAG ; B96732OXNA ; CHEBI:47952 ; SCHEMBL30411 ; AC1Q5R59 ; CHEMBL496672 ; CHEBI:64689 ; ZINC34108591
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MW|496.46
Formula|C23H28O12
CAS_number|99043-04-6
PubChem|10028772
UniChem|QBMSTEZXAMABFF-UEARNRKISA-N
IUPHAR|
Wikipedia|

Target
Families | Mycophenolic-acid-acyl-glucuronide ligand of proteins in family: ABHD10
Protein | human-ABHD10

References:
Search PubMed for references concerning: Mycophenolic-acid-acyl-glucuronide
    Title: Role of Human Orphan Esterases in Drug-induced Toxicity
    Fukami T
    Ref: Yakugaku Zasshi, 135:1235, 2015 : PubMed

            

    Title: The emerging role of human esterases
    Fukami T, Yokoi T
    Ref: Drug Metab Pharmacokinet, 27:466, 2012 : PubMed

            

    Title: Human alpha/beta hydrolase domain containing 10 (ABHD10) is responsible enzyme for deglucuronidation of mycophenolic acid acyl-glucuronide in liver
    Iwamura A, Fukami T, Higuchi R, Nakajima M, Yokoi T
    Ref: Journal of Biological Chemistry, 287:9240, 2012 : PubMed