General Information of Drug (ID: DMU65NK)

Drug Name
Mycophenolic acid
Synonyms
Acide mycophenolique; Acide mycophenolique [INN-French]; Acido micofenolico; Acido micofenolico [INN-Spanish]; Acidum mycoph; Acidum mycophenolicum; CCRIS 5565; Lilly-68618; Ly 68618; Melbex; Micofenolico acido; Micofenolico acido [Spanish]; Mycophenolate; Mycophenolsaeure; Myfortic; NSC 129185; NSC-129185; UNII-HU9DX48N0T
Indication
Disease Entry ICD 11 Status REF
Crohn disease DD70 Approved [1]
Coronavirus Disease 2019 (COVID-19) 1D6Y Investigative [2]
Middle East Respiratory Syndrome (MERS) 1D64 Investigative [3]
Therapeutic Class
Antiviral Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 320.3
Topological Polar Surface Area (xlogp) 3.2
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 6
ADMET Property
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 2: low solubility and high permeability [4]
Clearance
The drug present in the plasma can be removed from the body at the rate of 2.33 mL/min/kg [5]
Elimination
0.5% of drug is excreted from urine in the unchanged form [4]
Half-life
The concentration or amount of drug in body reduced by one-half in 9.7 hours [5]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 64.2163 micromolar/kg/day [6]
Unbound Fraction
The unbound fraction of drug in plasma is 0.02% [5]
Vd
Fluid volume that would be required to contain the amount of drug present in the body at the same concentration as in the plasma 0.77 L/kg [5]
Chemical Identifiers
Formula
C17H20O6
IUPAC Name
(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
Canonical SMILES
CC1=C2COC(=O)C2=C(C(=C1OC)C/C=C(\\C)/CCC(=O)O)O
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
Cross-matching ID
PubChem CID
446541
ChEBI ID
CHEBI:168396
CAS Number
24280-93-1
DrugBank ID
DB01024
TTD ID
D0Z8EV
ACDINA ID
D00450

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
MERS-CoV papain-like proteinase (PL-PRO) TTYJOLE R1AB_CVEMC (854-2740) Inhibitor [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Mycophenolic acid (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Sodium bicarbonate DMMU6BJ Moderate Decreased absorption of Mycophenolic acid due to altered gastric pH caused by Sodium bicarbonate. Acidosis [5C73] [10]
Clindamycin DM15HL8 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Clindamycin. Acne vulgaris [ED80] [11]
Cefuroxime DMSIMD8 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefuroxime. Acute bronchitis [CA42] [11]
Paromomycin DM1AGXN Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Paromomycin. Amoebiasis [1A36] [11]
Cefamandole DMNEXZF Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefamandole. Anaerobic bacterial infection [1A00-1A09] [11]
Aminophylline DML2NIB Minor Increased plasma concentration of Mycophenolic acid and Aminophylline due to competitive binding of plasma proteins. Asthma [CA23] [11]
Roflumilast DMPGHY8 Moderate Additive immunosuppressive effects by the combination of Mycophenolic acid and Roflumilast. Asthma [CA23] [12]
Cefotetan DM07TX3 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefotetan. Bacterial infection [1A00-1C4Z] [11]
Ofloxacin DM0VQN3 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Ofloxacin. Bacterial infection [1A00-1C4Z] [11]
Oritavancin DM28D05 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Oritavancin. Bacterial infection [1A00-1C4Z] [11]
Kanamycin DM2DMPO Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Kanamycin. Bacterial infection [1A00-1C4Z] [11]
Ceftizoxime DM3VOGS Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Ceftizoxime. Bacterial infection [1A00-1C4Z] [11]
Dalfopristin DM4LTKV Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Dalfopristin. Bacterial infection [1A00-1C4Z] [11]
Clarithromycin DM4M1SG Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Clarithromycin. Bacterial infection [1A00-1C4Z] [11]
Ticarcillin DM4ME02 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Ticarcillin. Bacterial infection [1A00-1C4Z] [11]
Cefoperazone DM53PV8 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefoperazone. Bacterial infection [1A00-1C4Z] [11]
Cefprozil DM7DSYP Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefprozil. Bacterial infection [1A00-1C4Z] [11]
Sparfloxacin DMB4HCT Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Sparfloxacin. Bacterial infection [1A00-1C4Z] [11]
Ceftriaxone DMCEW64 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Ceftriaxone. Bacterial infection [1A00-1C4Z] [11]
Streptomycin DME1LQN Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Streptomycin. Bacterial infection [1A00-1C4Z] [11]
Dalbavancin DMGMNH3 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Dalbavancin. Bacterial infection [1A00-1C4Z] [11]
Gemifloxacin DMHT34O Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Gemifloxacin. Bacterial infection [1A00-1C4Z] [11]
Cefepime DMHVWIK Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefepime. Bacterial infection [1A00-1C4Z] [11]
Imipenem DMI9FBP Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Imipenem. Bacterial infection [1A00-1C4Z] [11]
Meticillin DMIKHN0 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Meticillin. Bacterial infection [1A00-1C4Z] [11]
Norfloxacin DMIZ6W2 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Norfloxacin. Bacterial infection [1A00-1C4Z] [11]
ABT-492 DMJFD2I Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by ABT-492. Bacterial infection [1A00-1C4Z] [11]
Cefpodoxime DMJUNY5 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefpodoxime. Bacterial infection [1A00-1C4Z] [11]
Cefadroxil DMMC345 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefadroxil. Bacterial infection [1A00-1C4Z] [11]
Bacampicillin DMP54C7 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Bacampicillin. Bacterial infection [1A00-1C4Z] [11]
Cefazolin DMPDYFR Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefazolin. Bacterial infection [1A00-1C4Z] [11]
Novobiocin DMRFWGK Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Novobiocin. Bacterial infection [1A00-1C4Z] [11]
Levofloxacin DMS60RB Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Levofloxacin. Bacterial infection [1A00-1C4Z] [11]
Cefditoren DMSUVM1 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefditoren. Bacterial infection [1A00-1C4Z] [11]
Cefonicid DMTX2BH Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefonicid. Bacterial infection [1A00-1C4Z] [11]
Cefradine DMUNSWV Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefradine. Bacterial infection [1A00-1C4Z] [11]
Cloxacillin DMUTL7O Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cloxacillin. Bacterial infection [1A00-1C4Z] [11]
Amoxicillin DMUYNEI Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Amoxicillin. Bacterial infection [1A00-1C4Z] [11]
Troleandomycin DMUZNIG Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Troleandomycin. Bacterial infection [1A00-1C4Z] [11]
Cefoxitin DMYTXVR Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cefoxitin. Bacterial infection [1A00-1C4Z] [11]
Ceftibuten DMWV2AG Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Ceftibuten. Bronchitis [CA20] [11]
Oxtriphylline DMLHSE3 Minor Increased plasma concentration of Mycophenolic acid and Oxtriphylline due to competitive binding of plasma proteins. Cough [MD12] [11]
SODIUM CITRATE DMHPD2Y Moderate Decreased absorption of Mycophenolic acid due to altered gastric pH caused by SODIUM CITRATE. Discovery agent [N.A.] [10]
Benzylpenicillin DMS9503 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Benzylpenicillin. Discovery agent [N.A.] [11]
Fosphenytoin DMOX3LB Minor Increased plasma concentration of Mycophenolic acid and Fosphenytoin due to competitive binding of plasma proteins. Epilepsy/seizure [8A61-8A6Z] [11]
Lincomycin DMVTHER Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Lincomycin. Gram-positive bacterial infection [1B74-1F40] [11]
Rifampin DMA8J1G Major Increased metabolism of Mycophenolic acid caused by Rifampin mediated induction of UGT. HIV-infected patients with tuberculosis [1B10-1B14] [12]
Teriflunomide DMQ2FKJ Major Additive myelosuppressive effects by the combination of Mycophenolic acid and Teriflunomide. Hyper-lipoproteinaemia [5C80] [13]
TP-434 DM5A31S Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by TP-434. Infectious gastroenteritis/colitis [1A40] [11]
Denosumab DMNI0KO Moderate Additive myelosuppressive effects by the combination of Mycophenolic acid and Denosumab. Low bone mass disorder [FB83] [14]
PF-06463922 DMKM7EW Moderate Increased metabolism of Mycophenolic acid caused by PF-06463922 mediated induction of UGT. Lung cancer [2C25] [15]
Sulphadoxine DMZI2UF Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Sulphadoxine. Malaria [1F40-1F45] [11]
Lanthanum carbonate DMMJQSH Moderate Decreased absorption of Mycophenolic acid due to formation of complexes caused by Lanthanum carbonate. Mineral absorption/transport disorder [5C64] [16]
Tecfidera DM2OVDT Moderate Additive immunosuppressive effects by the combination of Mycophenolic acid and Tecfidera. Multiple sclerosis [8A40] [17]
Siponimod DM2R86O Major Additive immunosuppressive effects by the combination of Mycophenolic acid and Siponimod. Multiple sclerosis [8A40] [15]
Fingolimod DM5JVAN Major Additive immunosuppressive effects by the combination of Mycophenolic acid and Fingolimod. Multiple sclerosis [8A40] [18]
Ocrelizumab DMEZ2KH Moderate Additive immunosuppressive effects by the combination of Mycophenolic acid and Ocrelizumab. Multiple sclerosis [8A40] [19]
Ozanimod DMT6AM2 Major Additive immunosuppressive effects by the combination of Mycophenolic acid and Ozanimod. Multiple sclerosis [8A40] [12]
Gatifloxacin DMSL679 Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Gatifloxacin. Respiratory infection [CA07-CA4Z] [11]
Colistimethate DMZ9BMU Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Colistimethate. Respiratory infection [CA07-CA4Z] [11]
Canakinumab DM8HLO5 Moderate Additive immunosuppressive effects by the combination of Mycophenolic acid and Canakinumab. Rheumatoid arthritis [FA20] [20]
Rilonacept DMGLUQS Moderate Additive immunosuppressive effects by the combination of Mycophenolic acid and Rilonacept. Rheumatoid arthritis [FA20] [20]
Golimumab DMHZV7X Major Additive immunosuppressive effects by the combination of Mycophenolic acid and Golimumab. Rheumatoid arthritis [FA20] [21]
Leflunomide DMR8ONJ Major Additive myelosuppressive effects by the combination of Mycophenolic acid and Leflunomide. Rheumatoid arthritis [FA20] [13]
Anthrax vaccine DM9GSWY Moderate Antagonize the effect of Mycophenolic acid when combined with Anthrax vaccine. Sepsis [1G40-1G41] [22]
Cephapirin DMV2JNY Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Cephapirin. Sepsis [1G40-1G41] [11]
Tedizolid DMG2SKR Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Tedizolid. Skin and skin-structure infection [1F28-1G0Z] [11]
Pitolisant DM8RFNJ Moderate Increased metabolism of Mycophenolic acid caused by Pitolisant mediated induction of UGT. Somnolence [MG42] [12]
Doripenem DM9UCJK Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Doripenem. Urinary tract infection [GC08] [11]
Plazomicin DMKMBES Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Plazomicin. Urinary tract infection [GC08] [11]
Secnidazole DMJ18YL Moderate Altered absorption of Mycophenolic acid due to GI flora changes caused by Secnidazole. Vaginal discharge [MF3A] [11]
⏷ Show the Full List of 71 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Allura red AC dye E00338 33258 Colorant
FD&C blue no. 2 E00446 2723854 Colorant
Sodium lauryl sulfate E00464 3423265 Emulsifying agent; Modified-release agent; Penetration agent; Solubilizing agent; Surfactant; lubricant
Stearic acid E00079 5281 Emulsifying agent; Solubilizing agent; Viscosity-controlling agent; lubricant
Sunset yellow FCF E00255 17730 Colorant
Ammonia E00007 222 Alkalizing agent
Beta-D-lactose E00099 6134 Diluent; Dry powder inhaler carrier; Lyophilization aid
Carmellose sodium E00625 Not Available Disintegrant
Crospovidone E00626 Not Available Disintegrant
Dextrin E00359 62698 Binding agent; Diluent; Microencapsulating agent; Stiffening agent; Suspending agent; Viscosity-controlling agent
Eisenoxyd E00585 56841934 Colorant
Ferric hydroxide oxide yellow E00539 23320441 Colorant
Ferrosoferric oxide E00231 14789 Colorant
Magnesium stearate E00208 11177 lubricant
Polyvinyl alcohol E00666 Not Available Coating agent; Emulsion stabilizing agent; Film/Membrane-forming agent
Propylene glycol E00040 1030 Antimicrobial preservative; Humectant; Plasticizing agent; Solvent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Sodium bicarbonate E00424 516892 Alkalizing agent; Diluent
Talc E00520 16211421 Anticaking agent; Diluent; Glidant; lubricant
Titanium dioxide E00322 26042 Coating agent; Colorant; Opacifying agent
Triethyl citrate E00128 6506 Plasticizing agent; Solvent
Vinylpyrrolidone E00668 Not Available Binding agent; Coating agent; Disintegrant; Film/membrane-forming agent; Solubilizing agent; Suspending agent
⏷ Show the Full List of 22 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Mycophenolic acid 360 mg tablet 360 mg Delayed Release Oral Tablet Oral
Mycophenolic acid 180 mg tablet 180 mg Delayed Release Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 Associations between immune-suppressive and stimulating drugs and novel COVID-19-a systematic review of current evidence. Ecancermedicalscience. 2020 Mar 27;14:1022.
3 SARS and MERS: recent insights into emerging coronaviruses. Nat Rev Microbiol. 2016 Aug;14(8):523-34.
4 BDDCS applied to over 900 drugs
5 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
6 Estimating the safe starting dose in phase I clinical trials and no observed effect level based on QSAR modeling of the human maximum recommended daily dose
7 Therapeutic options for the 2019 novel coronavirus (2019-nCoV). Nat Rev Drug Discov. 2020 Mar;19(3):149-150.
8 Thiopurine analogs and mycophenolic acid synergistically inhibit the papain-like protease of Middle East respiratory syndrome coronavirus. Antiviral Res. 2015 Mar;115:9-16.
9 Identification and Design of Novel Small Molecule Inhibitors Against MERS-CoV Papain-Like Protease via High-Throughput Screening and Molecular Modeling Bioorg Med Chem. 2019 May 15;27(10):1981-1989.
10 Bullingham R, Shah J, Goldblum R, Schiff M "Effects of food and antacid on the pharmacokinetics of single doses of mycophenolate mofetil in rheumatoid arthritis patients." Br J Clin Pharmacol 41 (1996): 513-6. [PMID: 8799515]
11 Product Information. CellCept (mycophenolate mofetil). Roche Laboratories, Nutley, NJ.
12 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
13 Product Information. Arava (leflunomide). Hoechst Marion-Roussel Inc, Kansas City, MO.
14 Product Information. Prolia (denosumab). Amgen USA, Thousand Oaks, CA.
15 Cerner Multum, Inc. "Australian Product Information.".
16 Canadian Pharmacists Association.
17 Product Information. Vumerity (diroximel fumarate). Alkermes, Inc, Cambridge, MA.
18 Product Information. Gilenya (fingolimod). Novartis Pharmaceuticals, East Hanover, NJ.
19 Product Information. Ocrevus (ocrelizumab). Genentech, South San Francisco, CA.
20 Product Information. Arcalyst (rilonacept). Regeneron Pharmaceuticals Inc, Tarrytown, NY.
21 Product Information. Cimzia (certolizumab). UCB Pharma Inc, Smyrna, GA.
22 CDC. Centers for Disease Control and Prevention/ "Recommendations of the advisory committtee on immunization practices (ACIP): use of vaccines and immune globulins in persons with altered immunocompetence." MMWR Morb Mortal Wkly Rep 42(RR-04) (1993): 1-18. [PMID: 20300058]