Izotretinoin

Izotretinoin
Klinički podaci
Drugs.com	Monografija
Način primene	Oralno
Farmakokinetički podaci
Poluvreme eliminacije	17-50 h
Izlučivanje	Renalno (65 - 83%).
Identifikatori
CAS broj	4759-48-2
ATC kod	D10AD04 (WHO), D10BA01
PubChem	CID 5282379
DrugBank	DB00982
ChemSpider	4445539
ChEBI	CHEBI:6067
ChEMBL	CHEMBL547
Hemijski podaci
Formula	C20H28O2
Molarna masa	300,435
	SMILES C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C\C(O)=O; ;
	InChI InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14- ; Key:SHGAZHPCJJPHSC-XFYACQKRSA-N ;

Izotretinoin je organsko jedinjenje, koje sadrži 20 atoma ugljenika i ima molekulsku masu od 300,435 Da.^[1]^[2]^[3]^[4]^[5]^[6]^[7]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	2
Broj donora vodonika	1
Broj rotacionih veza	5
Particioni koeficijent^[8] (ALogP)	5,6
Rastvorljivost^[9] (logS, log(mol/L))	-6,6
Polarna površina^[10] (PSA, Å²)	37,3

Reference

^ Berard A, Azoulay L, Koren G, Blais L, Perreault S, Oraichi D (2007 Feb). „Isotretinoin, pregnancies, abortions and birth defects: a population-based perspective”. Br J Clin Pharmacol. 63 (2): 196—205. PMC 1859978 . PMID 17214828. doi:10.1111/j.1365-2125.2006.02837.x. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Holmes SC, Bankowska U, Mackie RM: The prescription of isotretinoin to women: is every precaution taken? Holmes, S. C.; Bankowska, U.; MacKie, R. M. (1998 Mar). „The prescription of isotretinoin to women: Is every precaution taken?”. Br J Dermatol. 138 (3): 450—5. PMID 9580798. doi:10.1046/j.1365-2133.1998.02123.x. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Amichai B, Shemer A, Grunwald MH (2006 Apr). „Low-dose isotretinoin in the treatment of acne vulgaris”. J Am Acad Dermatol. 54 (4): 644—6. PMID 16546586. doi:10.1016/j.jaad.2005.11.1061. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Seukeran DC, Cunliffe WJ (1998 Jul). „Acne vulgaris in the elderly: the response to low-dose isotretinoin”. Br J Dermatol. 139 (1): 99—101. PMID 9764156. doi:10.1046/j.1365-2133.1998.02321.x. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Tirado Sanchez A, Leon Dorantes G: [Erectile dysfunction during isotretinoin therapy] Actas Urol Esp. 2005 Nov-Dec;Tirado Sánchez, A.; León Dorantes, G. (2005). „Erectile dysfunction during isotretinoin therapy”. Actas Urologicas Espanolas. 29 (10): 974—6. PMID 16447596. doi:10.1016/s0210-4806(05)73379-9.
^ 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

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

Isotretinoin

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

[1] Berard A, Azoulay L, Koren G, Blais L, Perreault S, Oraichi D (2007 Feb). „Isotretinoin, pregnancies, abortions and birth defects: a population-based perspective”. Br J Clin Pharmacol. 63 (2): 196—205. PMC 1859978 . PMID 17214828. doi:10.1111/j.1365-2125.2006.02837.x. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[2] Holmes SC, Bankowska U, Mackie RM: The prescription of isotretinoin to women: is every precaution taken? Holmes, S. C.; Bankowska, U.; MacKie, R. M. (1998 Mar). „The prescription of isotretinoin to women: Is every precaution taken?”. Br J Dermatol. 138 (3): 450—5. PMID 9580798. doi:10.1046/j.1365-2133.1998.02123.x. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[3] Amichai B, Shemer A, Grunwald MH (2006 Apr). „Low-dose isotretinoin in the treatment of acne vulgaris”. J Am Acad Dermatol. 54 (4): 644—6. PMID 16546586. doi:10.1016/j.jaad.2005.11.1061. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[4] Seukeran DC, Cunliffe WJ (1998 Jul). „Acne vulgaris in the elderly: the response to low-dose isotretinoin”. Br J Dermatol. 139 (1): 99—101. PMID 9764156. doi:10.1046/j.1365-2133.1998.02321.x. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[5] Tirado Sanchez A, Leon Dorantes G: [Erectile dysfunction during isotretinoin therapy] Actas Urol Esp. 2005 Nov-Dec;Tirado Sánchez, A.; León Dorantes, G. (2005). „Erectile dysfunction during isotretinoin therapy”. Actas Urologicas Espanolas. 29 (10): 974—6. PMID 16447596. doi:10.1016/s0210-4806(05)73379-9.

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

[7] 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.

[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.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

[9]

[10]