Vankomicin

Vankomicin
Klinički podaci
Prodajno ime	Vancocin, Vancocin HCL, Vancoled, Vancor
Drugs.com	Monografija
Način primene	Oralno, intravenozno
Farmakokinetički podaci
Poluvreme eliminacije	6 h
Izlučivanje	Renalno
Identifikatori
CAS broj	1404-90-6
ATC kod	A07AA09 (WHO), J01XA01
PubChem	CID 14969
DrugBank	DB00512
ChemSpider	389935
KEGG	C06689
ChEBI	CHEBI:28001
ChEMBL	CHEMBL262777
Hemijski podaci
Formula	C66H75Cl2N9O24
Molarna masa	1449,254
	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]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 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 ; Key:MYPYJXKWCTUITO-LYRMYLQWSA-N ;

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

^ 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.
^ 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.
^ 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  . PMID 2393284. doi:10.1128/AAC.34.6.1227.
^ 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.
^ Sivagnanam, S.; Deleu, D. (2003). „Red man syndrome”. Critical Care (London, England). 7 (2): 119—120. PMC 270616  . PMID 12720556. doi:10.1186/cc1871  .
^ 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.
^ 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  . PMID 21059682. doi:10.1093/nar/gkq1126.
^ 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  . PMID 18048412. doi:10.1093/nar/gkm958.
^ 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.
^ 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.
^ 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

Hardman JG, Limbird LE, Gilman AG (2001). Goodman & Gilman's The Pharmacological Basis of Therapeutics (10. изд.). New York: McGraw-Hill. ISBN 0071354697. doi:10.1036/0071422803.
Thomas L. Lemke; David A. Williams, ур. (2007). Foye's Principles of Medicinal Chemistry (6. изд.). Baltimore: Lippincott Willams & Wilkins. ISBN 0781768799.

Spoljašnje veze

Vancomycin

Molimo Vas, obratite pažnju na važno upozorenje
u vezi sa temama iz oblasti medicine (zdravlja).

[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  . 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  . PMID 12720556. doi:10.1186/cc1871  .

[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  . 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  . 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.

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