loading...| Preferred Name |
mycophenolic acid |
|
| Synonyms |
(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoic acid acidum mycophenolicum (E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid acide mycophenolique acido micofenolico mycophenolic acid Micofenolico acido Mycophenolsaeure Mycophenolate |
|
| Definitions |
A member of the class of 2-benzofurans that is 2-benzofuran-1(3H)-one which is substituted at positions 4, 5, 6, and 7 by methyl, methoxy, (2E)-5-carboxy-3-methylpent-2-en-1-yl, and hydroxy groups, respectively. It is an antibiotic produced by Penicillium brevi-compactum, P. stoloniferum, P. echinulatum and related species. An immunosuppressant, it is widely used (partiularly as its sodium salt and as the 2-(morpholin-4-yl)ethyl ester prodrug, mycophenolate mofetil) to prevent tissue rejection following organ transplants and for the treatment of certain autoimmune diseases. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_168396 |
|
| charge |
0 |
|
| database_cross_reference |
PMID:16629948 DrugBank:DB01024 PDBeChem:MOA PMID:18194117 PMID:19689217 Reaxys:318158 Drug_Central:1860 PMID:11272311 KEGG:D05096 PMID:17498396 PMID:16640327 CAS:24280-93-1 Wikipedia:Mycophenolic_acid Patent:US4753935 PMID:15470161 Beilstein:318158 PMID:18611107 PMID:17482154 PMID:18996104 |
|
| definition |
A member of the class of 2-benzofurans that is 2-benzofuran-1(3H)-one which is substituted at positions 4, 5, 6, and 7 by methyl, methoxy, (2E)-5-carboxy-3-methylpent-2-en-1-yl, and hydroxy groups, respectively. It is an antibiotic produced by Penicillium brevi-compactum, P. stoloniferum, P. echinulatum and related species. An immunosuppressant, it is widely used (partiularly as its sodium salt and as the 2-(morpholin-4-yl)ethyl ester prodrug, mycophenolate mofetil) to prevent tissue rejection following organ transplants and for the treatment of certain autoimmune diseases. |
|
| formula |
C17H20O6 |
|
| has exact synonym |
(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoic acid |
|
| has functional parent | ||
| has role |
http://purl.obolibrary.org/obo/CHEBI_35705 http://purl.obolibrary.org/obo/CHEBI_35610 http://purl.obolibrary.org/obo/CHEBI_149553 http://purl.obolibrary.org/obo/CHEBI_25442 http://purl.obolibrary.org/obo/CHEBI_53746 http://purl.obolibrary.org/obo/CHEBI_35703 |
|
| has_alternative_id |
CHEBI:43973 |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
acidum mycophenolicum (E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid acide mycophenolique acido micofenolico mycophenolic acid Micofenolico acido Mycophenolsaeure Mycophenolate |
|
| id |
CHEBI:168396 |
|
| in_subset | ||
| inchi |
InChI=1S/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23-17(14)21)10(2)16(11)22-3/h4,20H,5-8H2,1-3H3,(H,18,19)/b9-4+ |
|
| inchikey |
HPNSFSBZBAHARI-RUDMXATFSA-N |
|
| is conjugate acid of | ||
| label |
mycophenolic acid |
|
| mass |
320.33710 |
|
| monoisotopicmass |
320.12599 |
|
| notation |
CHEBI:168396 |
|
| prefLabel |
mycophenolic acid |
|
| smiles |
COc1c(C)c2COC(=O)c2c(O)c1C\C=C(/C)CCC(O)=O |
|
| subClassOf |
http://purl.obolibrary.org/obo/CHEBI_38831 http://purl.obolibrary.org/obo/CHEBI_33853 |