Vankomicin

Vankomicin
Klinički podaci
Prodajno imeVancocin, Vancocin HCL, Vancoled, Vancor
Drugs.comMonografija
Način primeneOralno, intravenozno
Farmakokinetički podaci
Poluvreme eliminacije6 h
IzlučivanjeRenalno
Identifikatori
CAS broj1404-90-6 ДаY
ATC kodA07AA09 (WHO), J01XA01
PubChemCID 14969
DrugBankDB00512 ДаY
ChemSpider389935 ДаY
KEGGC06689 ДаY
ChEBICHEBI:28001 ДаY
ChEMBLCHEMBL262777 ДаY
Hemijski podaci
FormulaC66H75Cl2N9O24
Molarna masa1449,254
  • 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]4C[C@](C)(N)[C@H](O)[C@H](C)O4)C4=CC(=C3)[C@@H](NC(=O)[C@H](CC(N)=O)NC1=O)C(=O)N[C@@H]1C3=CC(=C(O)C=C3)C3=C(O)C=C(O)C=C3[C@H](NC(=O)[C@@H](NC1=O)[C@H](O)C1=CC(Cl)=C(O4)C=C1)C(O)=O)C(Cl)=C2
  • InChI=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 ДаY
  • Key:MYPYJXKWCTUITO-LYRMYLQWSA-N ДаY

Vankomicin je organsko jedinjenje, koje sadrži 66 atoma ugljenika i ima molekulsku masu od 1449,254 Da.[1][2][3][4][5][6][7][8]

Osobine

Osobina Vrednost
Broj akceptora vodonika 26
Broj donora vodonika 19
Broj rotacionih veza 13
Particioni koeficijent[9] (ALogP) -2,9
Rastvorljivost[10] (logS, log(mol/L)) -9,9
Polarna površina[11] (PSA, Å2) 530,5

Reference

  1. ^ Schäfer, Martina; Schneider, Thomas R.; Sheldrick, George M. (1996). „Crystal structure of vancomycin”. Structure. 4 (12): 1509—1515. PMID 8994975. doi:10.1016/S0969-2126(96)00156-6. 
  2. ^ Levine, D. P. (2006). „Vancomycin: A history”. Clinical Infectious Diseases : An Official Publication of the Infectious Diseases Society of America. 42 (Suppl 1): S5—12. PMID 16323120. doi:10.1086/491709. 
  3. ^ Small, P. M.; Chambers, H. F. (1990). „Vancomycin for Staphylococcus aureus endocarditis in intravenous drug users”. Antimicrobial Agents and Chemotherapy. 34 (6): 1227—1231. PMC 171789 Слободан приступ. PMID 2393284. doi:10.1128/AAC.34.6.1227. 
  4. ^ González, C.; Rubio, M.; Romero-Vivas, J.; González, M.; Picazo, J. J. (1999). „Bacteremic pneumonia due to Staphylococcus aureus: A comparison of disease caused by methicillin-resistant and methicillin-susceptible organisms”. Clinical Infectious Diseases : An Official Publication of the Infectious Diseases Society of America. 29 (5): 1171—1177. PMID 10524959. S2CID 31275966. doi:10.1086/313440. 
  5. ^ Sivagnanam, S.; Deleu, D. (2003). „Red man syndrome”. Critical Care (London, England). 7 (2): 119—120. PMC 270616 Слободан приступ. PMID 12720556. doi:10.1186/cc1871 Слободан приступ. 
  6. ^ Cantú, T. G.; Yamanaka-Yuen, N. A.; Lietman, P. S. (1994). „Serum vancomycin concentrations: Reappraisal of their clinical value”. Clinical Infectious Diseases : An Official Publication of the Infectious Diseases Society of America. 18 (4): 533—543. PMID 8038306. doi:10.1093/clinids/18.4.533. 
  7. ^ Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS (2011). „DrugBank 3.0: a comprehensive resource for omics research on drugs”. Nucleic Acids Res. 39 (Database issue): D1035—41. PMC 3013709 Слободан приступ. PMID 21059682. doi:10.1093/nar/gkq1126. 
  8. ^ David S. Wishart; Craig Knox; An Chi Guo; Dean Cheng; Savita Shrivastava; Dan Tzur; Bijaya Gautam; Murtaza Hassanali (2008). „DrugBank: a knowledgebase for drugs, drug actions and drug targets”. Nucleic acids research. 36 (Database issue): D901—6. PMC 2238889 Слободан приступ. PMID 18048412. doi:10.1093/nar/gkm958. 
  9. ^ Ghose, A.K.; Viswanadhan V.N. & Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o. 
  10. ^ Tetko IV, Tanchuk VY, Kasheva TN, Villa AE (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488—1493. PMID 11749573. doi:10.1021/ci000392t. 
  11. ^ Ertl P.; Rohde B.; Selzer P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties”. J. Med. Chem. 43: 3714—3717. PMID 11020286. doi:10.1021/jm000942e. 

Literatura

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