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, Glucuronide
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
MW : 496.46
Formula : C23H28O12
CAS_number : 99043-04-6
PubChem : 10028772
UniChem : QBMSTEZXAMABFF-UEARNRKISA-N
Target
Structures : No structure
Families : ABHD10
References (3)
| Title : Role of Human Orphan Esterases in Drug-induced Toxicity - Fukami_2015_Yakugaku.Zasshi_135_1235 |
| Author(s) : Fukami T |
| Ref : Yakugaku Zasshi , 135 :1235 , 2015 |
| Abstract : |
| PubMedSearch : Fukami_2015_Yakugaku.Zasshi_135_1235 |
| PubMedID: 26521872 |
| Gene_locus related to this paper: human-ABHD10 |
| Title : Human alpha\/beta hydrolase domain containing 10 (ABHD10) is responsible enzyme for deglucuronidation of mycophenolic acid acyl-glucuronide in liver - Iwamura_2012_J.Biol.Chem_287_9240 |
| Author(s) : Iwamura A , Fukami T , Higuchi R , Nakajima M , Yokoi T |
| Ref : Journal of Biological Chemistry , 287 :9240 , 2012 |
| Abstract : |
| PubMedSearch : Iwamura_2012_J.Biol.Chem_287_9240 |
| PubMedID: 22294686 |
| Gene_locus related to this paper: human-ABHD10 , mouse-abhda |
| Title : The emerging role of human esterases - Fukami_2012_Drug.Metab.Pharmacokinet_27_466 |
| Author(s) : Fukami T , Yokoi T |
| Ref : Drug Metab Pharmacokinet , 27 :466 , 2012 |
| Abstract : |
| PubMedSearch : Fukami_2012_Drug.Metab.Pharmacokinet_27_466 |
| PubMedID: 22813719 |
| Gene_locus related to this paper: human-ABHD10 |