Mycophenolate sodiumProduct ingredient for Mycophenolic acid

Name
Mycophenolate sodium
Drug Entry
Mycophenolic acid

Mycophenolic acid is a potent immunosuppressant agent that inhibits de novo purine biosynthesis.7 It was derived from Penicillium stoloniferum, and has also shown antibacterial, antifungal and antiviral properties.1. Mycophenolic acid is used in immunosuppressive regimens as part of a triple therapy that includes a calcineurin inhibitor (ciclosporin or tacrolimus) and prednisolone.2 This regimen can be used in place of the older anti-proliferative azathioprine due to its stronger immunosuppressive potency.3 However, mycophenolic acid treatment is more expensive and requires therapeutic drug monitoring to optimize efficacy and minimize toxicity.3,4 Mycophenolic acid is available as enteric-coated tablets of delayed-release, in an effort to improve upper gastrointestinal adverse events by delaying mycophenolic acid release until it reaches the small intestine.5 Mycophenolate mofetil, a prodrug of mycophenolic acid, is also prescribed to transplant recipients to prevent organ rejection.8

Accession Number
DBSALT001740
Structure
Synonyms
Not Available
UNII
WX877SQI1G
CAS Number
37415-62-6
Weight
Average: 342.323
Monoisotopic: 342.10793261
Chemical Formula
C17H19NaO6
InChI Key
DOZYTHNHLLSNIK-JOKMOOFLSA-M
InChI
InChI=1S/C17H20O6.Na/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);/q;+1/p-1/b9-4+;
IUPAC Name
sodium (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoate
SMILES
[Na+].COC1=C(C\C=C(/C)CCC([O-])=O)C(O)=C2C(=O)OCC2=C1C
ChemSpider
4938872
ChEBI
67155
ChEMBL
CHEMBL2106643
Predicted Properties
PropertyValueSource
Water Solubility0.0571 mg/mLALOGPS
logP2.7ALOGPS
logP3.53Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)3.57Chemaxon
pKa (Strongest Basic)-4.1Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area95.89 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity96.07 m3·mol-1Chemaxon
Polarizability32.42 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon