v
vancomycin
Pharmaceutical drug
Also known as (2.2Sp,3.5sa,2.6sp)-O(4.2),C(3.4) · Vancocin · c(5.4),O(4.6) · Vancomycinum · Vancomicina · Vancomycine
- Formula
- C₆₆H₇₅Cl₂N₉O₂₄
1
- C₆₆H₇₅Cl₂N₉O₂₄
- Mass
- 1,447.43 Da
1
- 1,447.43 Da
Overview
Chemistry
All data
124 statements · 65% with external sources · numbers in brackets are citations
- Medical condition treated
- pseudomembranous colitis
2
Sources- 1.Stated in NDF-RTRetrieved 2016-12-13
- 2.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- postoperative complications
1
- neutropenia
1
- infective endocarditis
2
Sources- 1.Stated in NDF-RTRetrieved 2016-12-13
- 2.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- staphylococcal infection
2
Sources- 1.Stated in NDF-RTRetrieved 2016-12-13
- 2.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- bacterial infectious disease
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- cellulitis
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- pneumonia
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
Show 1 moreShow less
- septic arthritis
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- pseudomembranous colitis
- Canonical SMILES
- CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9C(NC(=O)C(C(C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
1
- CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9C(NC(=O)C(C(C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
- Defined daily dose
- 2 g route of administration: oral administration
- 2 g route of administration: parenteral route of administration
- Isomeric SMILES
- CN[C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)C2=CC=C(OC3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@H]5C[C@](C)(N)[C@H](O)[C@H](C)O5)C6=CC(=C3)[C@@H](NC(=O)[C@H](CC(N)=O)NC1=O)C(=O)N[C@@H]7C8=CC=C(O)C(=C8)C9=C(O)C=C(O)C=C9[C@H](NC(=O)[C@@H](NC7=O)[C@H](O)C%10=CC=C(O6)C(Cl)=C%10)C(O)=O)C(Cl)=C2
1
Sources- 1.Stated in Global Substance Registration SystemRetrieved 2018-02-14
- CN[C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)C2=CC=C(OC3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@H]5C[C@](C)(N)[C@H](O)[C@H](C)O5)C6=CC(=C3)[C@@H](NC(=O)[C@H](CC(N)=O)NC1=O)C(=O)N[C@@H]7C8=CC=C(O)C(=C8)C9=C(O)C=C(O)C=C9[C@H](NC(=O)[C@@H](NC7=O)[C@H](O)C%10=CC=C(O6)C(Cl)=C%10)C(O)=O)C(Cl)=C2
- MCN code
- 3003.20.71
- 3004.20.71
- Part of
- vancomycin metabolic process subject has role: participant
1
- vancomycin biosynthetic process subject has role: product
1
- vancomycin metabolic process subject has role: participant
- Found in taxon
- Actinoallomurus
- Streptomyces coelicolor
- Streptomyces hygroscopicus
- Amycolatopsis orientalis
- Aspergillus porosus
- Micromonospora harpali
- Serratia plymuthica
- Vibrio spartinae
Show 19 moreShow less
- Penicillium purpurogenum
- Laxitextum incrustatum
- Micromonospora yangpuensis
- Trichoderma virens
- Cordyceps farinosa
- Dolomiaea costus
- Streptomyces hawaiiensis
- Streptomyces koyangensis
- Stachybotrys chartarum
- Streptomyces scopuliridis
- Streptomyces albidoflavus
2
Sources- 1.Stated in An operon encoding enzymes for synthesis of a putative extracellular carbohydrate attenuates acquired vancomycin resistance in Streptomyces coelicolor
- 2.Stated in Abyssomicin Monomers and Dimers from the Marine-Derived Streptomyces koyangensis SCSIO 5802
- Ascochyta medicaginicola
- Actinospica
1
- Streptomyces
5
Sources- 1.Stated in Medermycin-Type Naphthoquinones from the Marine-Derived Streptomyces sp. XMA39
- 2.Stated in Bioactive Streptoglutarimides A-J from the Marine-Derived Streptomyces sp. ZZ741
- 3.Stated in Antibacterial Pentacyclic Polyketides from a Soil-Derived Streptomyces
- 4.Stated in Elucidating the inhibition of peptidoglycan biosynthesis in Staphylococcus aureus by albocycline, a macrolactone isolated from Streptomyces maizeus
- 5.Stated in Methylsulfomycin I, a new cyclic peptide antibiotic from a Streptomyces sp. HIL Y-9420704.
- Microbulbifer
- Micromonospora
2
Sources- 1.Stated in Phallusialides A-E, Pyrrole-Derived Alkaloids Discovered from a Marine-Derived Micromonospora sp. Bacterium Using MS-Based Metabolomics Approaches
- 2.Stated in Micromonohalimanes A and B: Antibacterial Halimane-Type Diterpenoids from a Marine Micromonospora Species
- Verrucosispora
2
Sources- 1.Stated in Proximicins F and G and Diproximicin A: Aminofurans from the Marine-Derived Verrucosispora sp. SCSIO 40062 by Overexpression of PPtase Genes
- 2.Stated in Cytotoxic Kendomycins Containing the Carbacylic Ansa Scaffold from the Marine-Derived Verrucosispora sp. SCSIO 07399
- Nocardia
- Nostoc
- Significant drug interaction
- amikacin side effect: nephrotoxicity
- tobramycin side effect: nephrotoxicity
- amikacin side effect: ototoxicity
- tobramycin side effect: ototoxicity
- Legal status (medicine)
- boxed warning
1
Sources- 1.“FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.”nctr-crs.fda.gov/fdalabel/ui/spl-summaries/criteria/343802
- boxed warning
On other databases
50 identifiers linking vancomycin across the web's reference databases
- ATC codeA07AA09
- CAS Registry Number1404-90-6
- ChEBI ID28001
- ChEMBL IDCHEMBL262777
- ChemSpider ID14253
- DrugBank IDDB00512
- DrugCentral ID2807
- DSSTOX compound identifierDTXCID401031367
- DSSTox substance IDDTXSID0042664
- EC number215-772-6
- ECHA Substance Infocard ID100.014.338
- Electronic Essential Medicines List medicine ID333
- Elhuyar ZTH ID095988
- Encyclopædia Britannica Online IDscience/vancomycin
- Freebase ID/m/012qx0
- Guide to Pharmacology Ligand ID10932
- HSDB ID3262
- Human Metabolome Database IDHMDB0014653
- InChIInChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-/m0/s1
- InChIKeyMYPYJXKWCTUITO-LYRMYLQWSA-N
- J9U entity ID987007531846805171
- KEGG IDD00212
- KNApSAcK IDC00016052
- LEM IDLEM201009137
- Library of Congress Authorities IDsh85142027
- MedlinePlus drug identifiera604038
- MeSH concept IDM0022517
- MeSH descriptor IDD014640
- MeSH tree codeD09.400.420.925
- Microsoft Academic ID (discontinued)2778980435
- Namuwiki ID반코마이신
- NCI Thesaurus IDC925
- NDF-RT IDN0000148052
- OpenAlex IDC2778980435
- PatientsLikeMe treatment IDvancomycin
- Probes And Drugs IDPD009986
- PubChem CID14969
- Quora topic IDVancomycin
- Reaxys registry number3132
- RxNorm CUI11124
- ScienceDirect topic IDpharmacology-toxicology-and-pharmaceutical-science/vancomycin
- Store medisinske leksikon IDvankomycin
- SureChEMBL ID3177
- UK Parliament thesaurus ID460564
- UniChem compound ID611709
- UNII6Q205EH1VU
- UNSPSC code51101591
- WikiProjectMed IDVancomycin
- WikiSkripta article ID27183
- WordNet 3.1 Synset ID04527913-n