Drug General Information (ID: D0350)
  Drug Name
Clavulanic acid
  Drug Type Small molecule
  Drug Synonymous
Clavulansaeure; Clavulox; Acide clavulanique; Acido clavulanico; Acidum clavulanicum; CLAVULANIC ACID; Clavulansaeure [INN]; Clavulinic Acid; Sodium Clavulanate; Antibiotic MM 14151; MM 14151; Acide clavulanique [INN-French]; Acido clavulanico [INN-Spanish]; Acidum clavulanicum [INN-Latin]; BRL-14151; Clavulanic acid (INN); Clavulanic acid [BAN:INN]; Clavulox (TN); MM-14151; (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (Z)-(2R,5R)-3-(2-Hydroxyethyliden)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptan-2-carbonsaeure; (Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic acid; 3008-B; 4-Oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3-(2-hydroxyethylidene)-7-oxo-, (2R-(2alpha,3Z,5alpha))
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  Disease Class 1A00-1C4Z: Bacterial infection
  Therapeutic Class Antibiotics
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C8H9NO5
  InChI 1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1
  InChIKey HZZVJAQRINQKSD-PBFISZAISA-N
  Canonical SMILES C1C2N(C1=O)C(C(=CCO)O2)C(=O)O
  External Link
Pubchem ID 5280980
CAS Number 58001-44-8
CHEBI ID 48947
TTD ID D0X7JN

Drug-Drug Interaction Network
  Sunburst Graph
AM006  Pharmacodynamic additive effects
AM007  Pharmacodynamic antagonistic effects
BM055  Increased risk of hepatotoxicity
BM107  Attenuated pharmacological effects (Unspecific)
  Relation Graph
 Full list of drugs interacting with Clavulanic acid
      Pharmacodynamic additive effects
   Increased risk of hepatotoxicity Drug Num:  24
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0900
 
Leflunomide
 
C12H9F3N2O2
 
3899 
Major    Inter Info   
[1], [2], [3]
D0944
 
Lomitapide
 
C39H37F6N3O2
 
9853053 
Major    Inter Info   
[4]
D1073
 
Mipomersen
 
C230H324N67O122P19S19
 
118984467 
Major    Inter Info   
[5]
D1258
 
Pexidartinib
 
C20H15ClF3N5
 
25151352 
Major    Inter Info   
[6]
D1556
 
Teriflunomide
 
C12H9F3N2O2
 
54684141 
Major    Inter Info   
[1], [2], [3]
D0114
 
Asparaginase Escherichia coli
 
NA
 
NA
Moderate    Inter Info   
[7], [8], [9]
D0113
 
Asparaginase Erwinia chrysanthemi
 
NA
 
NA
Moderate    Inter Info   
[7], [8], [9]
D0149
 
Bedaquiline
 
C32H31BrN2O2
 
5388906 
Moderate    Inter Info   
[11], [12]
D0199
 
Brentuximab vedotin
 
NA
 
NA
Moderate    Inter Info   
[13]
D0232
 
Calaspargase pegol
 
NA
 
NA
Moderate    Inter Info   
[7], [8], [9]
D0248
 
Cannabidiol
 
C21H30O2
 
644019 
Moderate    Inter Info   
[14], [15]
D0789
 
Idelalisib
 
C22H18FN7O
 
11625818 
Moderate    Inter Info   
[11], [16]
D1239
 
Peginterferon beta-1a
 
NA
 
NA
Moderate    Inter Info   
[17], [18], [19]
D1389
 
Remdesivir
 
C27H35N6O8P
 
121304016 
Moderate    Inter Info   
[20], [21], [22]
D1615
 
Trabectedin
 
C39H43N3O11S
 
108150 
Moderate    Inter Info   
[14], [23]
D0357
 
Clofarabine
 
C10H11ClFN5O3
 
119182 
Moderate    Inter Info   
[24]
D0554
 
Efavirenz
 
C14H9ClF3NO2
 
64139 
Moderate    Inter Info   
[25], [26]
D0584
 
Epirubicin
 
C27H29NO11
 
41867 
Moderate    Inter Info   
[8], [14], [27]
D0826
 
Interferon beta-1a
 
NA
 
NA
Moderate    Inter Info   
[17], [18], [19]
D0827
 
Interferon beta-1b
 
NA
 
NA
Moderate    Inter Info   
[17], [18], [19]
D1025
 
Methotrexate
 
C20H22N8O5
 
126941 
Moderate    Inter Info   
[14], [28], [29]
D1106
 
Naltrexone
 
C20H23NO4
 
5360515 
Moderate    Inter Info   
[30]
D1234
 
Pegaspargase
 
C14H19NO
 
436058 
Moderate    Inter Info   
[7], [8], [9]
D1589
 
Tioguanine
 
C5H5N5S
 
2723601 
Moderate    Inter Info   
[31], [32]
      Pharmacodynamic antagonistic effects
   Attenuated pharmacological effects (Unspecific) Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0145
 
Balsalazide
 
C17H15N3O6
 
54585 
Moderate    Inter Info   
[10]
References
1 Canadian Pharmacists Association.
2 EMEA "EMEA public statement on leflunomide (ARAVA) - severe and serious hepatic reactions.".
3 Product Information. Arava (leflunomide). Hoechst Marion-Roussel Inc, Kansas City, MO.
4 Product Information. Juxtapid (lomitapide). Aegerion Pharmaceuticals Inc, Cambridge, MA.
5 Product Information. Kynamro (mipomersen). Genzyme Corporation, Cambridge, MA.
6 Product Information. Turalio (pexidartinib). Daiichi Sankyo, Inc., Parsippany, NJ.
7 Bodmer M, Sulz M, Stadlmann S, Droll A, Terracciano L, Krahenbuhl S "Fatal liver failure in an adult patient with acute lymphoblastic leukemia following treatment with L-asparaginase." Digestion 74 (2006): epub. [PMID: 16988508]
8 Cerner Multum, Inc. "Australian Product Information.".
9 Product Information. Oncaspar (pegaspargase). Rhone-Poulenc Rorer, Collegeville, PA.
10 Product Information. Colazal (balsalazide) Salix Pharmaceuticals, Palo Alto, CA.
11 Product Information. Hivid (zalcitabine). Roche Laboratories, Nutley, NJ.
12 Product Information. Sirturo (bedaquiline). Janssen Pharmaceuticals, Titusville, NJ.
13 Product Information. Adcetris (brentuximab vedotin). Seattle Genetics Inc, Bothell, WA.
14 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
15 Product Information. Epidiolex (cannabidiol). Greenwich Biosciences Inc, Carlsbad, CA.
16 Product Information. Zydelig (idelalisib). Gilead Sciences, Foster City, CA.
17 Product Information. Betaseron (interferon beta-1b). Berlex, Richmond, CA.
18 Product Information. Plegridy (peginterferon beta-1a). Biogen Idec Inc, Cambridge, MA.
19 Product Information. Rebif (interferon beta-1a). Serono Laboratories Inc, Norwell, MA.
20 European Medicines Agency "Summary on compassionate use. Remdesivir Gilead.".
21 Gilead Sciences, Inc "About Remdesivir.".
22 US Food and Drug Administration "Fact sheet for health care providers emergency use authorization (EUA) of remdesivir (GS-5734TM)".
23 Product Information. Yondelis (trabectedin). Janssen Pharmaceuticals, Titusville, NJ.
24 Product Information. Clolar (clofarabine). sanofi-aventis, Bridgewater, NJ.
25 Elsharkawy AM, Schwab U, McCarron B, et al. "Efavirenz induced acute liver failure requiring liver transplantation in a slow drug metaboliser." J Clin Virol 58 (2013): 331-3. [PMID: 23763943]
26 Product Information. Sustiva (efavirenz). DuPont Pharmaceuticals, Wilmington, DE.
27 Product Information. Ellence (epirubicin) Pharmacia and Upjohn, Kalamazoo, MI.
28 Nesher G, Mates M, Zevin S "Effect of caffeine consumption on efficacy of methotrexate in rheumatoid arthritis." Arthritis Rheum 48 (2003): 571-572. [PMID: 12571869]
29 Product Information. Methotrexate (methotrexate). Lederle Laboratories, Wayne, NJ.
30 Product Information. ReVia (naltrexone). DuPont Pharmaceuticals, Wilmington, DE.
31 Product Information. Aubagio (teriflunomide). Genzyme Corporation, Cambridge, MA.
32 Product Information. Tabloid (thioguanine). Prasco Laboratories, Cincinnati, OH.