Bacitracin
JFDA label: BANEOCIN Powder
- nephrotoxicity — ChEMBL drug_warning (Black Box Warning) | United States
Mechanism of Action
Inhibitor of C55-isoprenyl pyrophosphate — C55-isoprenyl pyrophosphate inhibitor
| Target | Action | Gene / class |
|---|---|---|
| C55-isoprenyl pyrophosphate efficacy | INHIBITOR |
Indications
Approved
- Bacterial Infections — bacterial disease
- Burns — burn
- Eye Infections — eye infection
- Infections — infection
- Pneumonia — pneumonia
Off-label
- Arrhythmias, Cardiac
- Paranasal Sinus Diseases
Dosing
Source: openFDA
Warnings & Precautions
Source: openFDA
Warnings & Precautions
Warnings For external use only Do not use if you are allergic to any of the ingredients Ask a doctor before use if you have deep or puncture wounds animal bites serious burns When using this product do not use in the eyes do not apply over large areas of the body Stop use and ask a doctor if you need to use for more than 1 week condition persists or gets worse symptoms persist for more than 1 week or clear up and occur again within a few days rash or other allergic reaction develops Keep out of reach of children. If swallowed get medical help or contact a Poison Control Center right away
Pregnancy & Lactation
Pregnancy
Lactation
Because it is poorly absorbed after topical application and oral ingestion, bacitracin is considered a low risk to the nursing infant. Only water-miscible cream or gel products should be applied to the breast because ointments may expose the infan...
Chemistry & Properties
| Formula | C66H103N17O16S |
|---|---|
| Molecular weight | 1422.72 g/mol |
| IUPAC name | (4R)-4-[[(2S)-2-[[(4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]-4-methylpentanoyl]amino]-5-[[(2S,3S)-1-[[(3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-6-(carboxymethyl)-9-(1H-imidazol-5-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclopentacos-21-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid |
| CAS | 1405-87-4 |
| PubChem CID | 10909430 |
| InChIKey | CLKOFPXJLQSYAH-ABRJDSQDSA-N |
SMILES
CC[C@H](C)[C@H](N)C1=N[C@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(=O)O)C(=O)N[C@H](C(=O)N[C@H]2CCCCNC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CC(=O)O)NC(=O)[C@H](Cc3cnc[nH]3)NC(=O)[C@@H](Cc3ccccc3)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](CCCN)NC2=O)[C@@H](C)CC)CS1Biology & Pharmacokinetics
Pharmacokinetics predicted
| Bioavailability | 70.0% |
|---|---|
| Half-life | 2.342 h |
| Volume of distribution | 0.284 L/kg |
| Protein binding | 35.5% |
| BBB penetrant | No |
Transporters
BCRP (Inhibitor)BSEP (Inhibitor)MRP1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)OATP1B3 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)
Drug–drug interactions (68, DDInter)
| Interacting drug | Severity | Management |
|---|---|---|
| Amikacin | major | |
| Amikacin (liposome) | major | |
| Cidofovir | major | |
| Deferasirox | major | |
| Diatrizoate | major | |
| Everolimus | major | |
| Gentamicin | major | |
| Human Rho(D) immune globulin | major | |
| Human botulinum neurotoxin A/B immune globulin | major | |
| Human cytomegalovirus immune globulin | major | |
| Human immunoglobulin G (intravenous and subcutaneous) | major | |
| Human immunoglobulin G (intravenous) | major | |
| Inotersen | major | |
| Iodipamide | major | |
| Iodixanol | major | |
| Iohexol | major | |
| Iopamidol | major | |
| Iopromide | major | |
| Iothalamic acid | major | |
| Ioversol | major | |
| Ioxilan | major | |
| Kanamycin | major | |
| Neomycin | major | |
| Netilmicin | major | |
| Plazomicin | major | |
| Sirolimus | major | |
| Streptomycin | major | |
| Tacrolimus | major | |
| Temsirolimus | major | |
| Tobramycin | major | |
| Typhoid vaccine (live) | major | |
| Vibrio cholerae CVD 103-HgR strain live antigen (live) | major | |
| Atracurium | moderate | |
| Balsalazide | moderate | |
| Capreomycin | moderate | |
| Cisatracurium | moderate | |
| Clofarabine | moderate | |
| Doxacurium | moderate | |
| Entecavir | moderate | |
| Estradiol | moderate |
Showing 40 of 68.
Registered Products (9)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|---|---|---|---|
| Cicatrin Cream | Cream 3300 IU, 250 IU | 15 g tube | Suleiman Tannous & Sons Co. Ltd | 0.740 |
| NEOBACIN SKIN OINT. | Ointment (as Neomycin Sulfate)5 mg, (as Bacitrain Zinc)250 IU | 15 g tube | Dar Al Dawa Development and Investment Co Ltd/Jordan | 0.810 |
| Cicatrin Powder | Powder 3300 IU, 250 IU | 15 g | Suleiman Tannous & Sons Co. Ltd | 0.830 |
| multicin Z center oint. | Ointment 3.5 mg, 5000 IU, 400 IU | 15 g tube pack varies | MIDDLE EAST PHARMA&CHEMICAL IND/JORDAN | 0.970 |
| BANEOCIN Powder | Powder 250 IU, 5000 IU | 10 g | Nabulsi Drug Store | 1.040 |
| multicin z center powder | Powder (as Sulphate)3.5 mg/g, (as Sulphate)5000 IU/g, (as zinc)400 IU/g | 15 g | MIDDLE EAST PHARMA&CHEMICAL IND/JORDAN | 1.560 |
| BANEOCIN OINT | Ointment 250 IU/g, 5000 IU/g | 20 g tube | Nabulsi Drug Store | 1.600 |
| multicin Z center oint. | Ointment 3.5 mg, 5000 IU, 400 IU | 30 g tube pack varies | MIDDLE EAST PHARMA&CHEMICAL IND/JORDAN | 1.840 |
| Multisol Aerosol 150 gm | Cream 500.000 IU, 150.000 IU, 40.000 IU | 150 gm | MIDDLE EAST PHARMA&CHEMICAL IND/JORDAN | 7.320 |