Kalcitriol

Kalcitriol
(IUPAC) ime
	(1R,3S)-5-[2-[(1R,3aR,7aS)-1-[(2R)-6-hidroksi-6-metil-heptan-2-il]-7a-metil-2,3,3a,5,6,7-heksahidro-1H- inden-4-iliden]etiliden]-4-metiliden-cikloheksan-1,3-diol
Klinički podaci
Robne marke	Rocaltrol, Calcijex, Decostriol
MedlinePlus	a682335
Identifikatori
CAS broj	32222-06-3
ATC kod	A11CC04 D05AX03
PubChem	134070
DrugBank	DB00136
ChemSpider	4941667
UNII	FXC9231JVH
ChEBI	CHEBI:17823
ChEMBL	CHEMBL846
Hemijski podaci
Formula	C27H44O3
Mol. masa	416,64 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25?,27-/m1/s1 ; Key: GMRQFYUYWCNGIN-MSAPPVOVSA-N
Farmakokinetički podaci
Metabolizam	Renalno
Poluvreme eliminacije	5–8 sata
Izlučivanje	Renal
Farmakoinformacioni podaci
Trudnoća	?
Pravni status	S4 (Au), POM (UK)
Način primene	Oralno, IV, topikalno

Kalcitriol (1,25-dihidroksiholekalciferol, 1,25-dihidroksivitamin D₃) je hormonski aktivna forma vitamina D sa tri hidroksilne grupe (1,25-(OH)₂D₃ ili 1,25(OH)₂D).^[5]^[6] On povišava nivo kalcijuma (Ca²⁺) u krvi putem (1) povećanja unosa kalcijuma iz creva u krv, i (2) mogućeg povišenja otpuštanja kalcijuma u krv iz kostiju.^[7]

Nomenklatura

Kalcitriol se obično naziva 1,25-dihidroksiholekalciferol, ali se koristi i 24,25-dihidroksiholekalciferol. Samo dve hidroksilne grupe se navode jer holekalciferol već ima jednu.

Farmaceutska prodajna imena

Kalcitriol je u prodaji pod brojnim imenima: Rocaltrol, Calcijex, Decostriol, Vectical.

Sinteza kalcitriola

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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ 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.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ "Nomenclature of Vitamin D. Recommendations 1981. IUPAC-IUB Joint Commission on Biochemical Nomenclature (JCBN)" reproduced at the Queen Mary, University of London website., Pristupljeno 21. 3. 2010.
↑ Holick, MF; Schnoes, HK; Deluca, HF; Suda, T; Cousins, RJ (1971). „Isolation and identification of 1,25-dihydroxycholecalciferol. A metabolite of vitamin D active in intestine”. Biochemistry 10 (14): 2799–804. DOI:10.1021/bi00790a023. PMID 4326883.
↑ Donald Voet, Judith G. Voet (2005). „Biomolecules, mechanisms of enzyme action, and metabolism”. Biochemistry (3 izd.). Wiley. str. 663-664. ISBN 978-0-471-19350-0.

Povezano

[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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[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] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[5] "Nomenclature of Vitamin D. Recommendations 1981. IUPAC-IUB Joint Commission on Biochemical Nomenclature (JCBN)" reproduced at the Queen Mary, University of London website., Pristupljeno 21. 3. 2010.

[6] Holick, MF; Schnoes, HK; Deluca, HF; Suda, T; Cousins, RJ (1971). „Isolation and identification of 1,25-dihydroxycholecalciferol. A metabolite of vitamin D active in intestine”. Biochemistry 10 (14): 2799–804. DOI:10.1021/bi00790a023. PMID 4326883.

[VoetBiochemistry3rd-7] Donald Voet, Judith G. Voet (2005). „Biomolecules, mechanisms of enzyme action, and metabolism”. Biochemistry (3 izd.). Wiley. str. 663-664. ISBN 978-0-471-19350-0.

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