Glukozamin

Glukozamin
Identifikacija
CAS broj	3416-24-8 ;
3D model (Jmol)	interaktivna slika;
ChEBI	CHEBI:5417 ;
ChemSpider	388352 ;
DrugBank	DB01296;
ECHA InfoCard	100.020.284
PubChem C ID	439213;
	SMILES N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O; ; ; ; ; ;
Svojstva
Hemijska formula	C6H13NO5
Molarna masa	179,171
Tačka topljenja	88
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	verifikuj (šta je ?)
	Reference infokutije

Glukozamin je organsko jedinjenje, koje sadrži 6 atoma ugljenika i ima molekulsku masu od 179,171 Da.^[3]^[4]^[5]^[6]^[7]^[8]^[9]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	6
Broj donora vodonika	5
Broj rotacionih veza	1
Particioni koeficijent^[10] (ALogP)	-2,8
Rastvorljivost^[11] (logS, log(mol/L))	0,7
Polarna površina^[12] (PSA, Å²)	116,2

Reference

^ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.
^ Towheed TE, Maxwell L, Anastassiades TP, Shea B, Houpt J, Robinson V, Hochberg MC, Wells G: Glucosamine therapy for treating osteoarthritis. Cochrane Database Syst Rev. 2005 Apr 18;(2):CD002946. Towheed, T. E.; Maxwell, L.; Anastassiades, T. P.; Shea, B.; Houpt, J.; Robinson, V.; Hochberg, M. C.; Wells, G. (2005). „Glucosamine therapy for treating osteoarthritis”. The Cochrane Database of Systematic Reviews. 2009 (2): CD002946. PMC 8459392 . PMID 15846645. doi:10.1002/14651858.CD002946.pub2.
^ Roseman S: Reflections on glycobiology. J Biol Chem. Roseman, S. (2001 Nov 9). „Reflections on glycobiology”. The Journal of Biological Chemistry. 276 (45): 41527—42. PMID 11553646. doi:10.1074/jbc.R100053200 . Проверите вредност парамет(а)ра за датум: |date= (помоћ). Epub 2001 Sep 11.
^ GHOSH S, BLUMENTHAL HJ, DAVIDSON E, ROSEMAN S: Glucosamine metabolism. V. „Enzymatic synthesis of glucosamine 6-phosphate”. J Biol Chem. 1960 May;235:1265-73. GHOSH S; BLUMENTHAL HJ; DAVIDSON E; ROSEMAN S (1960). „Glucosamine metabolism. V. Enzymatic synthesis of glucosamine 6-phosphate”. The Journal of Biological Chemistry. 235 (5): 1265—1273. PMID 13827775. doi:10.1016/S0021-9258(18)69397-4 .
^ Buse MG: Hexosamines, insulin resistance, and the complications of diabetes: current status. Am J Physiol Endocrinol Metab. 2006 Jan;290(1):E1-E8. Buse, M. G. (2006). „Hexosamines, insulin resistance, and the complications of diabetes: Current status”. American Journal of Physiology. Endocrinology and Metabolism. 290 (1): E1—E8. PMC 1343508 . PMID 16339923. doi:10.1152/ajpendo.00329.2005.
^ Laverty S, Sandy JD, Celeste C, Vachon P, Marier JF, Plaas AH: Synovial fluid levels and serum pharmacokinetics in a large animal model following treatment with oral glucosamine at clinically relevant doses. Laverty, Sheila; Sandy, John D.; Celeste, Christophe; Vachon, Pascal; Marier, Jean-Francois; Plaas, Anna H. K. (2005 Jan). „Synovial fluid levels and serum pharmacokinetics in a large animal model following treatment with oral glucosamine at clinically relevant doses”. Arthritis Rheum. 52 (1): 181—91. PMID 15641100. doi:10.1002/art.20762. 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—D1041. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.
^ Wishart, David S.; Knox, Craig; Guo, An Chi; Cheng, Dean; Shrivastava, Savita; Tzur, Dan; Gautam, Bijaya; Hassanali, Murtaza (2008). „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—D906. 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

Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (I изд.). Oxford University Press. ISBN 978-0-19-850346-0.
Smith, Michael B.; March, Jerry (2007). Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th изд.). New York: Wiley-Interscience. ISBN 0-471-72091-7.
Katritzky A.R.; Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry (Second изд.). Academic Press. ISBN 0080429882.

Spoljašnje veze

Glucosamine

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

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди

[2] Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.

[3] Towheed TE, Maxwell L, Anastassiades TP, Shea B, Houpt J, Robinson V, Hochberg MC, Wells G: Glucosamine therapy for treating osteoarthritis. Cochrane Database Syst Rev. 2005 Apr 18;(2):CD002946. Towheed, T. E.; Maxwell, L.; Anastassiades, T. P.; Shea, B.; Houpt, J.; Robinson, V.; Hochberg, M. C.; Wells, G. (2005). „Glucosamine therapy for treating osteoarthritis”. The Cochrane Database of Systematic Reviews. 2009 (2): CD002946. PMC 8459392 . PMID 15846645. doi:10.1002/14651858.CD002946.pub2.

[4] Roseman S: Reflections on glycobiology. J Biol Chem. Roseman, S. (2001 Nov 9). „Reflections on glycobiology”. The Journal of Biological Chemistry. 276 (45): 41527—42. PMID 11553646. doi:10.1074/jbc.R100053200 . Проверите вредност парамет(а)ра за датум: |date= (помоћ). Epub 2001 Sep 11.

[5] GHOSH S, BLUMENTHAL HJ, DAVIDSON E, ROSEMAN S: Glucosamine metabolism. V. „Enzymatic synthesis of glucosamine 6-phosphate”. J Biol Chem. 1960 May;235:1265-73. GHOSH S; BLUMENTHAL HJ; DAVIDSON E; ROSEMAN S (1960). „Glucosamine metabolism. V. Enzymatic synthesis of glucosamine 6-phosphate”. The Journal of Biological Chemistry. 235 (5): 1265—1273. PMID 13827775. doi:10.1016/S0021-9258(18)69397-4 .

[6] Buse MG: Hexosamines, insulin resistance, and the complications of diabetes: current status. Am J Physiol Endocrinol Metab. 2006 Jan;290(1):E1-E8. Buse, M. G. (2006). „Hexosamines, insulin resistance, and the complications of diabetes: Current status”. American Journal of Physiology. Endocrinology and Metabolism. 290 (1): E1—E8. PMC 1343508 . PMID 16339923. doi:10.1152/ajpendo.00329.2005.

[7] Laverty S, Sandy JD, Celeste C, Vachon P, Marier JF, Plaas AH: Synovial fluid levels and serum pharmacokinetics in a large animal model following treatment with oral glucosamine at clinically relevant doses. Laverty, Sheila; Sandy, John D.; Celeste, Christophe; Vachon, Pascal; Marier, Jean-Francois; Plaas, Anna H. K. (2005 Jan). „Synovial fluid levels and serum pharmacokinetics in a large animal model following treatment with oral glucosamine at clinically relevant doses”. Arthritis Rheum. 52 (1): 181—91. PMID 15641100. doi:10.1002/art.20762. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[8] 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—D1041. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.

[9] Wishart, David S.; Knox, Craig; Guo, An Chi; Cheng, Dean; Shrivastava, Savita; Tzur, Dan; Gautam, Bijaya; Hassanali, Murtaza (2008). „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—D906. PMC 2238889 . PMID 18048412. doi:10.1093/nar/gkm958.

[10] 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.

[11] 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.

[12] 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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