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mycophenolic acid

Go to external page http://purl.obolibrary.org/obo/CHEBI_168396

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.

Term info

Label

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
database cross reference
Subsets

3_STAR

INN
mycophenolic acid [ KEGG_DRUG ]

INN
acido micofenolico [ ChemIDplus ]

INN
acide mycophenolique [ ChemIDplus ]

IUPAC NAME
(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoic acid [ IUPAC ]

INN
acidum mycophenolicum [ ChemIDplus ]

charge

0

formula

C17H20O6

has alternative id

CHEBI:43973

has obo namespace

chebi_ontology

has related synonym

Mycophenolate, Mycophenolsaeure, mycophenolic acid, (E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoic acid, acido micofenolico, acidum mycophenolicum, Micofenolico acido, acide mycophenolique

id

CHEBI:168396

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

mass

320.33710

monoisotopicmass

320.12599

smiles

COc1c(C)c2COC(=O)c2c(O)c1C\C=C(/C)CCC(O)=O