O-Methyl Mycophenolic Acid

Product Name O-Methyl Mycophenolic Acid
CAT No. CS-T-52920
CAS No. 38877-93-9
Category Impurities
Stock IN-Stock
Mol. Wt. 334.36 g/mol
Mol. For. C₁₈H₂₂O₆
Hazardous This is not a Hazardous Compound
COA View Sample COA
MSDS View Sample MSDS
Canonical Smiles CC1=C2COC(=O)C2=C(C(=C1OC)CC=C(C)CCC(=O)O)OC
InchIKey KPDDZPBBEIESMK-BJMVGYQFSA-N
Inchl InChI=1S/C18H22O6/c1-10(6-8-14(19)20)5-7-12-16(22-3)11(2)13-9-24-18(21)15(13)17(12)23-4/h5H,6-9H2,1-4H3,(H,19,20)/b10-5+
IUPAC (E)-6-(4,6-dimethoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
Controlled No
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O-Methyl Mycophenolic Acid (MMP) is a derivative of Mycophenolic Acid (MPA) that is used in immunosuppressive therapy. It is a prodrug that is metabolized in the body to form MPA, which inhibits the activity of inosine monophosphate dehydrogenase (IMPDH) and, therefore, suppresses the proliferation of T and B cells. MMP is commonly used as an alternative to MPA in patients who experience gastrointestinal side effects from MPA. It is also used in combination with other immunosuppressive drugs to prevent organ rejection in transplant patients. The chemical structure of MMP is similar to MPA, with a methyl group attached to the nitrogen of the acyl side chain. This modification increases the lipophilicity of the molecule, which enhances its bioavailability and allows for more efficient absorption in the gastrointestinal tract. MMP is primarily metabolized by UDP-glucuronosyltransferases (UGTs) in the liver and excreted in the urine as glucuronide conjugates. The pharmacokinetics of MMP are similar to those of MPA, with a half-life of approximately 17 hours and a steady state concentration achieved after 4-5 days of dosing. In conclusion, O-Methyl Mycophenolic Acid is a useful alternative to Mycophenolic Acid for immunosuppressive therapy, with a similar mechanism of action and pharmacokinetics. Its chemical structure modification allows for improved bioavailability and reduced gastrointestinal side effects.

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