vancomycin
- Norine ID: NOR00681
- DOI: 10.26097/nor00681
- Family: vancomycin
- Synonym(s): vancomycin;
- Activity: antimicrobial
- Category: glycopeptide
- Formula: C66H75Cl2N9O24
- Monoisotopic mass: 1447.4301997930002 g/mol
- Comment: Vancomycin is a glycopeptide antibiotic used in the prophylaxis and treatment of infections caused by Gram-positive bacteria. It has traditionally been reserved as a drug of "last resort", used only after treatment with other antibiotics had failed, although the emergence of vancomycin-resistant organisms means that it is increasingly being displaced from this role by linezolid and the carbapenems. Two bonds of the central Hpg are due to oxidative ring closure reactions.
- Source: norine
- Contributor (creation): Norine Team [CRIStAL (UMR CNRS 9189), ex-LIFL, France, Charles Viollette Institute, ProBioGEM team, Lille, France, University of Lille, France]
- Entry information:
- status: curated - change status to non-NRP (Norine validators only)
- last modification date: 2018-12-01 by Emma Ricart Altimiras [Swiss Institute of Bioinformatics, SIB]
- view all entry history
- Type: other
- Number of monomers: 9
- Smiles: C[C@H]1[C@H]([C@@](C[C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H](C(=O)N[C@H](C(=O)N[C@H]5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9[C@H](NC(=O)[C@H]([C@@H](C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
- Graph inference:
- Monomeric composition :
1 Asn 2 bOH-Cl-Tyr 3 NMe-Leu 4 Hpg 5 D-Glc 6 Van 7 bOH-Cl-Tyr 8 Dhpg 9 Hpg - Graph representation: Asn,bOH-Cl-Tyr,NMe-Leu,Hpg,D-Glc,Van,bOH-Cl-Tyr,Dhpg,Hpg @1,3 @0,2,3 @1 @1,0,4,6,8 @3,5 @4 @3,7,8 @6,8 @3,7,6
- Atomic structure:
- Nocardia orientalis
- gram: positive
- synonyms: Amycolatopsis orientalis,Streptomyces orientalis,Amycolatopsis orientalis orientalis
- taxid: 31958 (view NCBI taxonomy browser)
- Links between organisms producing the vancomycin: Nocardia orientalis
- Vancomycin assembly: nature s way
Walsh CT, Hubbard BK, Angewandte Chemie , 2003, Feb 17,42(7):730-65.
DOI: 10.1002/anie.200390202
pubMed: 12596194
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