Bacitracin

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Bacitracin (Wikipedia)
Bacitracin
Bacitracin A.svg
Bacitracin ball-and-stick.png
Systematic (IUPAC) name
(4R)-4-[(2S)-2-({2-[(1S)-1-amino-2-methylbutyl]- 4,5-dihydro-1,3-thiazol-5-yl}formamido)-4-methylpentanamido]-4-{[(1S)- 1-{[(3S,6R,9S,12R,15S,18R,21S)- 18-(3-aminopropyl)-12-benzyl-15-(butan-2-yl)-3-(carbamoylmethyl)- 6-(carboxymethyl)-9-(1H-imidazol-5-ylmethyl)-2,5,8,11,14,17,20- heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}- 2-methylbutyl]carbamoyl}butanoic acid
Clinical data
Trade namesBaciim
AHFS/Drugs.commonograph
Pregnancy
category
  • AU: D
  • US: C (Risk not ruled out)
Routes of
administration
Topical, intramuscular
Legal status
Legal status
  • AU: S4 (Prescription only)
  • US: OTC for topical administration; Rx-only for injection
Identifiers
CAS Number1405-87-4 YesY
ATC codeD06AX05 (WHO) J01XX10 R02AB04 QA07AA93
PubChemCID 439542
DrugBankDB00626 YesY
ChemSpider10481985 YesY
UNII58H6RWO52I YesY
KEGGD00128 N
ChEMBLCHEMBL1200558 N
Chemical data
FormulaC66H103N17O16S
Molar mass1422.69 g/mol
 NYesY (what is this?)  (verify)

Bacitracin is a mixture of related cyclic peptides produced by organisms of the licheniformis group of Bacillus subtilis var Tracy, first isolated in 1945. These peptides disrupt both gram positive and gram negative bacteria by interfering with cell wall and peptidoglycan synthesis.

Bacitracin is primarily used as a topical preparation (as it is can cause kidney damage when used internally).

While the use of any antibiotic can contribute to antibiotic resistance, localized topical applications are less frequently implicated than their systemic counterparts. However, antibiotics such as bacitracin have been shown to act as dermatological irritants and may slow healing.

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