Novobiocin

Novobiocin
Klinički podaci
Prodajno ime	Albamix, Albamycin, Cardelmycin, Cathocin
Drugs.com	Monografija
Način primene	Intravenozno
Farmakokinetički podaci
Poluvreme eliminacije	6 h
Identifikatori
CAS broj	303-81-1
ATC kod	None
PubChem	CID 9346
DrugBank	DB01051
ChemSpider	8981
KEGG	C05080
ChEMBL	CHEMBL36506
Hemijski podaci
Formula	C31H36N2O11
Molarna masa	612,624
	SMILES CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=C(C)C3=C(C=C2)C(O)=C(NC(=O)C2=CC=C(O)C(CC=C(C)C)=C2)C(=O)O3)OC1(C)C; ;
	InChI InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/t23-,25+,26-,29-/m1/s1 ; Key:YJQPYGGHQPGBLI-KGSXXDOSSA-N ;

Novobiocin je organsko jedinjenje, koje sadrži 31 atom ugljenika i ima molekulsku masu od 612,624 Da.^[1]^[2]^[3]^[4]^[5]^[6]^[7]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	11
Broj donora vodonika	5
Broj rotacionih veza	9
Particioni koeficijent^[8] (ALogP)	3,5
Rastvorljivost^[9] (logS, log(mol/L))	-6,4
Polarna površina^[10] (PSA, Å²)	196,1

Reference

^ Vickers AA, Chopra I, O'neill AJ: Intrinsic novobiocin resistance in Staphylococcus saprophyticus. Antimicrob Agents Chemother. 17;. Vickers, A. A.; Chopra, I.; O'Neill, A. J. (2007 Sep). „Intrinsic novobiocin resistance in Staphylococcus saprophyticus”. Antimicrobial Agents and Chemotherapy. 51 (12): 4484—4485. PMC 2167987 . PMID 17876001. doi:10.1128/AAC.00708-07. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Burlison JA, Neckers L, Smith AB, Maxwell A, Blagg BS: Novobiocin: redesigning a DNA gyrase inhibitor for selective inhibition of hsp90. J Am Chem Soc. Burlison, J. A.; Neckers, L.; Smith, A. B.; Maxwell, A.; Blagg, B. S. (2006 Dec 6). „Novobiocin: Redesigning a DNA gyrase inhibitor for selective inhibition of hsp90”. Journal of the American Chemical Society. 128 (48): 15529—36. Bibcode:2006JAChS.12815529B. PMID 17132020. doi:10.1021/ja065793p. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Singh G, Jayanarayan KG, Dey CS: Novobiocin induces apoptosis-like cell death in topoisomerase II over-expressing arsenite resistant Leishmania donovani. Mol Biochem Parasitol. Singh, G.; Jayanarayan, K. G.; Dey, C. S. (2005 May). „Novobiocin induces apoptosis-like cell death in topoisomerase II over-expressing arsenite resistant Leishmania donovani”. Molecular and Biochemical Parasitology. 141 (1): 57—69. PMID 15811527. doi:10.1016/j.molbiopara.2005.01.014. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ CORBIN EE, PRIGOT A: Novobiocin; absorption, diffusion, and excretion studies. Antibiot Annu. 1956-1957;:392-5. CORBIN EE; PRIGOT A (1956). „Novobiocin; absorption, diffusion, and excretion studies”. Antibiotics Annual: 392—395. PMID 13425410.
^ DAVID NA, BURGNER PR: Clinical effectiveness and safety of novobiocin. Antibiotic Med Clin Ther. DAVID NA; BURGNER PR (1956 Apr). „Clinical effectiveness and safety of novobiocin”. Antibiotic Medicine & Clinical Therapy (New York, NY). 2 (4): 219—29. PMID 13303117. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ 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, A. C.; Wishart, D. S. (2011). „DrugBank 3.0: A comprehensive resource for 'omics' research on drugs”. Nucleic Acids Research. 39 (Database issue): D1035—41. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.
^ Wishart, D. S.; Knox, C.; Guo, A. C.; Cheng, D.; Shrivastava, S.; Tzur, D.; Gautam, B.; Hassanali, M. (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, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o.
^ Tetko, Igor V.; Tanchuk, Vsevolod Yu.; Kasheva, Tamara N.; Villa, Alessandro E. P. (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t.
^ Ertl, Peter; Rohde, Bernhard; Selzer, Paul (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”. Journal of Medicinal Chemistry. 43 (20): 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

Novobiocin

[1] Vickers AA, Chopra I, O'neill AJ: Intrinsic novobiocin resistance in Staphylococcus saprophyticus. Antimicrob Agents Chemother. 17;. Vickers, A. A.; Chopra, I.; O'Neill, A. J. (2007 Sep). „Intrinsic novobiocin resistance in Staphylococcus saprophyticus”. Antimicrobial Agents and Chemotherapy. 51 (12): 4484—4485. PMC 2167987 . PMID 17876001. doi:10.1128/AAC.00708-07. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[2] Burlison JA, Neckers L, Smith AB, Maxwell A, Blagg BS: Novobiocin: redesigning a DNA gyrase inhibitor for selective inhibition of hsp90. J Am Chem Soc. Burlison, J. A.; Neckers, L.; Smith, A. B.; Maxwell, A.; Blagg, B. S. (2006 Dec 6). „Novobiocin: Redesigning a DNA gyrase inhibitor for selective inhibition of hsp90”. Journal of the American Chemical Society. 128 (48): 15529—36. Bibcode:2006JAChS.12815529B. PMID 17132020. doi:10.1021/ja065793p. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[3] Singh G, Jayanarayan KG, Dey CS: Novobiocin induces apoptosis-like cell death in topoisomerase II over-expressing arsenite resistant Leishmania donovani. Mol Biochem Parasitol. Singh, G.; Jayanarayan, K. G.; Dey, C. S. (2005 May). „Novobiocin induces apoptosis-like cell death in topoisomerase II over-expressing arsenite resistant Leishmania donovani”. Molecular and Biochemical Parasitology. 141 (1): 57—69. PMID 15811527. doi:10.1016/j.molbiopara.2005.01.014. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[4] CORBIN EE, PRIGOT A: Novobiocin; absorption, diffusion, and excretion studies. Antibiot Annu. 1956-1957;:392-5. CORBIN EE; PRIGOT A (1956). „Novobiocin; absorption, diffusion, and excretion studies”. Antibiotics Annual: 392—395. PMID 13425410.

[5] DAVID NA, BURGNER PR: Clinical effectiveness and safety of novobiocin. Antibiotic Med Clin Ther. DAVID NA; BURGNER PR (1956 Apr). „Clinical effectiveness and safety of novobiocin”. Antibiotic Medicine & Clinical Therapy (New York, NY). 2 (4): 219—29. PMID 13303117. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[6] 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, A. C.; Wishart, D. S. (2011). „DrugBank 3.0: A comprehensive resource for 'omics' research on drugs”. Nucleic Acids Research. 39 (Database issue): D1035—41. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.

[7] Wishart, D. S.; Knox, C.; Guo, A. C.; Cheng, D.; Shrivastava, S.; Tzur, D.; Gautam, B.; Hassanali, M. (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.

[8] Ghose, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o.

[9] Tetko, Igor V.; Tanchuk, Vsevolod Yu.; Kasheva, Tamara N.; Villa, Alessandro E. P. (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t.

[10] Ertl, Peter; Rohde, Bernhard; Selzer, Paul (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”. Journal of Medicinal Chemistry. 43 (20): 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

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