Vancomycin is an antibiotic used to treat a number of bacterial infections. It is recommended intravenously as a first-line treatment for complicated skin infections, bloodstream infections, endocarditis, bone and joint infections, and meningitis caused by methicillin-resistant S. aureus. Blood levels may be measured to determine the correct dose. Vancomycin is also recommended by mouth as a treatment for severe Clostridium difficile colitis. When taken by mouth it is very poorly absorbed.
Common side effects include pain in the area of injection and allergic reactions. Occasionally problems with hearing, low blood pressure, or bone marrow suppression occur. Safety in pregnancy is not clear but there is no evidence of harm, and it is likely safe for use when breastfeeding. It is a type of the glycopeptide antibiotic and works by blocking the making of a cell wall.
Starting at
(1S,2R,18R,19R,22S,25R,28R,40S)- 48- {[(2S,3R,4S,5S,6R)- 3- {[(2S,4S,5S,6S)- 4- amino- 5- hydroxy- 4,6- dimethyloxan- 2- yl]oxy}- 4,5- dihydroxy- 6- (hydroxymethyl)oxan- 2- yl]oxy}- 22- (carbamoylmethyl)- 5,15- dichloro- 2,18,32,35,37- pentahydroxy- 19- [(2R)- 4- methyl- 2- (methylamino)pentanamido]- 20,23,26,42,44- pentaoxo- 7,13- dioxa- 21,24,27,41,43- pentaazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta- 3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49- pentadecaene- 40- carboxylic acid |
Pronunciation | /væŋkɵˈmaɪsɨn/ |
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Trade names | Vancocin |
AHFS/Drugs.com | monograph |
MedlinePlus | a604038 |
Licence data | US FDA:link |
Pregnancy category |
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Legal status |
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Routes of administration | IV, oral |
Pharmacokinetic data | |
Bioavailability | Negligible (oral) |
Metabolism | Excreted unchanged |
Biological half-life | 4–11 hours (adults) 6-10 days (adults, impaired renal function) |
Excretion | Renal |
Bioavailability | Negligible (oral) |
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Metabolism | Excreted unchanged |
Biological half-life | 4–11 hours (adults) 6-10 days (adults, impaired renal function) |
Excretion | Renal |
CAS Number | 1404-90-6 |
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ATC code | A07AA09 J01XA01 |
PubChem | CID: 14969 |
DrugBank | DB00512 |
ChemSpider | 14253 |
UNII | 6Q205EH1VU |
KEGG | D00212 |
ChEBI | CHEBI:28001 |
ChEMBL | CHEMBL262777 |
Formula | C66H75Cl2N9O24 |
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Molecular mass | 1449.3 g.mol−1 |
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