Prasteron sulfat

Prasteron sulfat
IUPAC ime
	[(3S,8R,9S,10R,13S,14S)-10,13-dimetil-17-okso-1,2,3,4,7,8,9,11,12,14,15,16-dodekahidrociklopenta[a]fenantren-3-il] hidrogen sulfat
Klinički podaci
Prodajno ime	Astenil, Dastonil, Di Luo An, Dinistenil, Levospa, Milis, Sinsuren, Teloin
Način primene	Injekcija
Identifikatori
CAS broj	651-48-9 ; 1099-87-2
PubChem	CID 12594
ChemSpider	12074
UNII	57B09Q7FJR
ChEBI	CHEBI:16814
ChEMBL	CHEMBL259898
Sinonimi	DHEA sulfat; DHEA-S; natrijum prasteron sulfat; natrijum prasteron sulfat hidrat; KYH-3102; NSC-72822; PB-005
Hemijski podaci
Formula	C19H28O5S
Molarna masa	368,49 g·mol−1
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C; ;
	InChI InChI=1S/C19H28O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h3,13-16H,4-11H2,1-2H3,(H,21,22,23)/t13-,14-,15-,16-,18-,19-/m0/s1; Key:CZWCKYRVOZZJNM-USOAJAOKSA-N;

Prasteron sulfat (prodajna imena Astenil, Milis, Teloin, itd), takođe poznat kao dehidroepiandrosteron sulfat (DHEA-S), je prirodni androstan steroid koji se prodaje i koristi u Japanu i drugim zemljama kao induktor porođaja u lečenju nedovoljnog sazrevanja i širenja grlića materice tokom porođaja.^[1]^[2]^[4]^[5]^[6]^[7]^[8]^[9] To je C3β sulfatni estar prasterona (dehidroepiandrosteron; DHEA), a poznato je da deluje kao prohormon DHEA i kao dopuna androgena i estrogena,^[10] iako takođe ima sopstvenu aktivnost kao neurosteroid.^[11] Prasteron sulfat se u medicini koristi kao natrijumova so putem injekcije i naziva se natrijum prasteron sulfatom (JAN).^[9]^[12]

Prasteron sulfat je dostupan u Japanu, Italiji, Portugaliji, Argentini i Kini.^[9]^[13] Brendovi uključuju Astenil, Dastonil, Di Luo An, Dinistenil, Levospa, Milis, Sinsuren i Teloin.^[9]^[13]

Reference

^ ^а ^б Sakaguchi M, Sakai T, Adachi Y, Kawashima T, Awata N (1992). „The biological fate of sodium prasterone sulfate after vaginal administration. I. Absorption and excretion in rats”. J. Pharmacobio-Dyn. 15 (2): 67—73. PMID 1403604. doi:10.1248/bpb1978.15.67 .
^ ^а ^б Martin Negwer; Hans-Georg Scharnow (2001). Organic-chemical drugs and their synonyms: (an international survey). Wiley-VCH. стр. 1831. ISBN 978-3-527-30247-5. „3β-Hydroxyandrost-5-en-17-one hydrogen sulfate = (3β)-3-(Sulfooxy)androst-5-en-17-one. R: Sodium salt (1099-87-2). S: Astenile, Dehydroepiandrosterone sulfate sodium, DHA-S, DHEAS, KYH 3102, Mylis, PB 005, Prasterone sodium sulfate, Teloin”
^ Cynthia A. Challener (1. 12. 2001). Chiral Drugs. Wiley. ISBN 978-0-566-08411-9. „[...] Mylis; NSC 72822; Prasterone sodium sulfate; Prasterone sodium sulfate; Sodium dehydroepiandrosterone sulfate; [...]”
^ J. Elks (14. 11. 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. стр. 641—. ISBN 978-1-4757-2085-3.
^ John W. Blunt; Murray H. G. Munro (19. 9. 2007). Dictionary of Marine Natural Products with CD-ROM. CRC Press. стр. 1075—. ISBN 978-0-8493-8217-8.
^ Kleemann A, Engel J, Kutscher B, Reichert D (14. 5. 2014). Pharmaceutical Substances, 5th Edition, 2009: Syntheses, Patents and Applications of the most relevant APIs. Thieme. стр. 2441—2442. ISBN 978-3-13-179525-0.
^ Jianqiu, Y (1992). „Clinical Application of Prasterone Sodium Sulfate”. Chinese Journal of New Drugs. 5: 015.
^ Sakai, T., Sakaguchi, M., Adachi, Y., Kawashima, T., & Awata, N. (1992). The Biological Fate of Sodium Prasterone Sulfate after Vaginal Administration II: Distribution after Single and Multiple Administration to Pregnant Rats. 薬物動態, 7(1), 87-101.
^ ^а ^б ^в ^г „Prasterone (Dehydroepiandrosterone, DHEA) vaginal Uses, Side Effects & Warnings”.
^ Mueller JW, Gilligan LC, Idkowiak J, Arlt W, Foster PA (2015). „The Regulation of Steroid Action by Sulfation and Desulfation”. Endocr. Rev. 36 (5): 526—63. PMC 4591525 . PMID 26213785. doi:10.1210/er.2015-1036.
^ Gibbs TT, Russek SJ, Farb DH (2006). „Sulfated steroids as endogenous neuromodulators”. Pharmacol. Biochem. Behav. 84 (4): 555—67. PMID 17023038. S2CID 33659983. doi:10.1016/j.pbb.2006.07.031.
^ „ChemIDplus - 1099-87-2 - GFJWACFSUSFUOG-ZJTJBYBXSA-M - Sodium prasterone sulfate [JAN] - Similar structures search, synonyms, formulas, resource links, and other chemical information”.
^ ^а ^б Micromedex

[pmid1403604-1] а ^б Sakaguchi M, Sakai T, Adachi Y, Kawashima T, Awata N (1992). „The biological fate of sodium prasterone sulfate after vaginal administration. I. Absorption and excretion in rats”. J. Pharmacobio-Dyn. 15 (2): 67—73. PMID 1403604. doi:10.1248/bpb1978.15.67 .

[NegwerScharnow2001-2] а ^б Martin Negwer; Hans-Georg Scharnow (2001). Organic-chemical drugs and their synonyms: (an international survey). Wiley-VCH. стр. 1831. ISBN 978-3-527-30247-5. „3β-Hydroxyandrost-5-en-17-one hydrogen sulfate = (3β)-3-(Sulfooxy)androst-5-en-17-one. R: Sodium salt (1099-87-2). S: Astenile, Dehydroepiandrosterone sulfate sodium, DHA-S, DHEAS, KYH 3102, Mylis, PB 005, Prasterone sodium sulfate, Teloin”

[Challener2001-3] Cynthia A. Challener (1. 12. 2001). Chiral Drugs. Wiley. ISBN 978-0-566-08411-9. „[...] Mylis; NSC 72822; Prasterone sodium sulfate; Prasterone sodium sulfate; Sodium dehydroepiandrosterone sulfate; [...]”

[Elks2014-4] J. Elks (14. 11. 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. стр. 641—. ISBN 978-1-4757-2085-3.

[BluntMunro2007-5] John W. Blunt; Murray H. G. Munro (19. 9. 2007). Dictionary of Marine Natural Products with CD-ROM. CRC Press. стр. 1075—. ISBN 978-0-8493-8217-8.

[KleemannEngel2014-6] Kleemann A, Engel J, Kutscher B, Reichert D (14. 5. 2014). Pharmaceutical Substances, 5th Edition, 2009: Syntheses, Patents and Applications of the most relevant APIs. Thieme. стр. 2441—2442. ISBN 978-3-13-179525-0.

[Jianqiu1992-7] Jianqiu, Y (1992). „Clinical Application of Prasterone Sodium Sulfate”. Chinese Journal of New Drugs. 5: 015.

[SakaiSakaguchi1992-8] Sakai, T., Sakaguchi, M., Adachi, Y., Kawashima, T., & Awata, N. (1992). The Biological Fate of Sodium Prasterone Sulfate after Vaginal Administration II: Distribution after Single and Multiple Administration to Pregnant Rats. 薬物動態, 7(1), 87-101.

[Drugs.com-9] а ^б ^в ^г „Prasterone (Dehydroepiandrosterone, DHEA) vaginal Uses, Side Effects & Warnings”.

[pmid26213785-10] Mueller JW, Gilligan LC, Idkowiak J, Arlt W, Foster PA (2015). „The Regulation of Steroid Action by Sulfation and Desulfation”. Endocr. Rev. 36 (5): 526—63. PMC 4591525 . PMID 26213785. doi:10.1210/er.2015-1036.

[pmid17023038-11] Gibbs TT, Russek SJ, Farb DH (2006). „Sulfated steroids as endogenous neuromodulators”. Pharmacol. Biochem. Behav. 84 (4): 555—67. PMID 17023038. S2CID 33659983. doi:10.1016/j.pbb.2006.07.031.

[ChemIDplus-12] „ChemIDplus - 1099-87-2 - GFJWACFSUSFUOG-ZJTJBYBXSA-M - Sodium prasterone sulfate [JAN] - Similar structures search, synonyms, formulas, resource links, and other chemical information”.

[Micromedex-13] а ^б Micromedex

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Reference

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