Mycophenolic-acid-CoA
Mycophenolic acid (MPA) is a fungal natural product. Mycophenolic Acid is an antineoplastic antibiotic derived from various Penicillium fungal species. Mycophenolic acid is an active metabolite of the prodrug mycophenolate mofetil. Mycophenolic acid inhibits inosine monophosphate dehydrogenase (IMPDH), preventing the formation of guanosine monophosphate and synthesis of lymphocyte DNA that results in inhibition of lymphocyte proliferation, antibody production, cellular adhesion, and migration of T and B lymphocytes. Mycophenolic acid also has antibacterial, antifungal, and antiviral activities. In the compartmentalized biosynthesis of MPA, the acyl-coenzyme A (CoA) hydrolase MpaH' located in peroxisomes catalyzes the highly specific hydrolysis of MPA-CoA to produce the final product MPA
General
Type : CoA, Natural, Benzofuran, Aminopurin, Purine
Chemical_Nomenclature : S-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enethioate
Canonical SMILES : CC1=C2COC(=O)C2=C(C(=C1OC)CC=C(C)CCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)O)OP(=O)(O)O)O)O
InChI : InChI=1S\/C38H54N7O21P3S\/c1-19(6-8-21-28(48)26-22(14-61-37(26)52)20(2)30(21)60-5)7-9-25(47)70-13-12-40-24(46)10-11-41-35(51)32(50)38(3,4)16-63-69(58,59)66-68(56,57)62-15-23-31(65-67(53,54)55)29(49)36(64-23)45-18-44-27-33(39)42-17-43-34(27)45\/h6,17-18,23,29,31-32,36,48-50H,7-16H2,1-5H3,(H,40,46)(H,41,51)(H,56,57)(H,58,59)(H2,39,42,43)(H2,53,54,55)\/b19-6+
InChIKey : RZGVYPYOUBIPOV-KPSZGOFPSA-N
Other name(s) : Mycophenolic acid-CoA\; (Acyl-CoA)\; [M+H]+\; || Mycophenolic acid-CoA || Mycophenolic acid-coenzyme A || Mycophenolic acid coenzyme A
MW : 1069.9
Formula : C38H54N7O21P3S
CAS_number :
PubChem : 155489462
UniChem : RZGVYPYOUBIPOV-KPSZGOFPSA-N
Target
Structures : No structure
Families : MpaH
References (3)
| Title : Structural basis for substrate specificity of the peroxisomal acyl-CoA hydrolase MpaH' involved in mycophenolic acid biosynthesis - You_2021_FEBS.J_288_5768 |
| Author(s) : You C , Li F , Zhang X , Ma L , Zhang YZ , Zhang W , Li S |
| Ref : Febs J , 288 :5768 , 2021 |
| Abstract : |
| PubMedSearch : You_2021_FEBS.J_288_5768 |
| PubMedID: 33843134 |
| Gene_locus related to this paper: penbr-mpaH |
| Title : Structural basis for substrate specificity of the peroxisomal acyl-CoA hydrolase MpaH' involved in mycophenolic acid biosynthesis - You_2021_FEBS.J_288_5768 |
| Author(s) : You C , Li F , Zhang X , Ma L , Zhang YZ , Zhang W , Li S |
| Ref : Febs J , 288 :5768 , 2021 |
| Abstract : |
| PubMedSearch : You_2021_FEBS.J_288_5768 |
| PubMedID: 33843134 |
| Gene_locus related to this paper: penbr-mpaH |
| Title : Structural basis for substrate specificity of the peroxisomal acyl-CoA hydrolase MpaH' involved in mycophenolic acid biosynthesis - You_2021_FEBS.J_288_5768 |
| Author(s) : You C , Li F , Zhang X , Ma L , Zhang YZ , Zhang W , Li S |
| Ref : Febs J , 288 :5768 , 2021 |
| Abstract : |
| PubMedSearch : You_2021_FEBS.J_288_5768 |
| PubMedID: 33843134 |
| Gene_locus related to this paper: penbr-mpaH |