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Prasterone sulfate

From Wikipedia, the free encyclopedia
(Redirected fromPrasterone sodium sulfate)
Medication
This article is about DHEA sulfate as a medication. For as a natural hormone, seeDHEA sulfate.
Pharmaceutical compound
Prasterone sulfate
Clinical data
Trade namesAstenile, Dastonil, Di Luo An, Dinistenile, Levospa, Mylis, Sinsurrene, Teloin
Other namesDHEA sulfate; DHEA-S; Sodium prasterone sulfate; Sodium prasterone sulfate hydrate; KYH-3102; NSC-72822; PB-005[1][2]
Routes of
administration
Injection[3]
Drug classAndrogen;Anabolic steroid;Androgen ester;Estrogen;Neurosteroid
Identifiers
  • [(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
CAS Number
PubChemCID
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
FormulaC19H28O5S
Molar mass368.49 g·mol−1
3D model (JSmol)
  • 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=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

Prasterone sulfate (brand namesAstenile,Mylis,Teloin, others), also known asdehydroepiandrosterone sulfate (DHEA-S), is anaturally occurringandrostanesteroid which is marketed and used inJapan and other countries as alabor inducer in the treatment of insufficientcervical ripening anddilation duringchildbirth.[3][1][4][5][6][7][8][9] It is the C3βsulfateester ofprasterone (dehydroepiandrosterone; DHEA), and is known to act as aprohormone of DHEA and by extension ofandrogens andestrogens,[10] although it also has its own activity as aneurosteroid.[11] Prasterone sulfate is used medically as thesodium salt viainjection and is referred to by the namesodium prasterone sulfate (JANTooltip Japanese Accepted Name).[9][12]

Prasterone sulfate is available inJapan,Italy,Portugal,Argentina, andChina.[9][13] Brand names include Astenile, Dastonil, Di Luo An, Dinistenile, Levospa, Mylis, Sinsurrene, and Teloin.[9][13]

See also

[edit]

References

[edit]
  1. ^abNegwer M, Scharnow HG (2001).Organic-chemical drugs and their synonyms: (an international survey). Wiley-VCH. p. 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
  2. ^Challener CA (1 December 2001).Chiral Drugs. Wiley.ISBN 978-0-566-08411-9.[...] Mylis; NSC 72822; Prasterone sodium sulfate; Prasterone sodium sulfate; Sodium dehydroepiandrosterone sulfate; [...]
  3. ^abSakaguchi 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.doi:10.1248/bpb1978.15.67.PMID 1403604.
  4. ^Elks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 641–.ISBN 978-1-4757-2085-3.
  5. ^Blunt JW, Munro MH (19 September 2007)."3-hydroxyandrost-5-en-17-one".Dictionary of Marine Natural Products with CD-ROM. CRC Press. pp. 1075–.ISBN 978-0-8493-8217-8.
  6. ^Kleemann A, Engel J, Kutscher B, Reichert D (14 May 2014).Pharmaceutical Substances, 5th Edition, 2009: Syntheses, Patents and Applications of the most relevant APIs. Thieme. pp. 2441–2442.ISBN 978-3-13-179525-0.
  7. ^Jianqiu Y (1992). "Clinical Application of Prasterone Sodium Sulfate".Chinese Journal of New Drugs.5: 015.
  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 (Pharmacokinetics).7 (1):87–101. Archived from the original on 2018-10-30. Retrieved2023-12-24.{{cite journal}}: CS1 maint: bot: original URL status unknown (link)
  9. ^abcd"Prasterone (Dehydroepiandrosterone, DHEA) vaginal Uses, Side Effects & Warnings".drugs.com.
  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.doi:10.1210/er.2015-1036.PMC 4591525.PMID 26213785.
  11. ^Gibbs TT, Russek SJ, Farb DH (2006). "Sulfated steroids as endogenous neuromodulators".Pharmacol. Biochem. Behav.84 (4):555–67.doi:10.1016/j.pbb.2006.07.031.PMID 17023038.S2CID 33659983.
  12. ^"1099-87-2 - GFJWACFSUSFUOG-ZJTJBYBXSA-M - Sodium prasterone sulfate [JAN] - Similar structures search, synonyms, formulas, resource links, and other chemical information".ChemIDplus. U.S. National Library of Medicine.
  13. ^ab"Micromedex". Merative US L.P.
Cervical ripening
Ergot alkaloids
Prostaglandins and
analogues
Contraction induction
Androgens
(incl.AASTooltip anabolic–androgenic steroid)
ARTooltip Androgen receptoragonists
Progonadotropins
Antiandrogens
ARTooltip Androgen receptorantagonists
Steroidogenesis
inhibitors
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Others
Antigonadotropins
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Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
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ERTooltip Estrogen receptor
Agonists
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(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAATooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
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Group I
mGluR1Tooltip Metabotropic glutamate receptor 1
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mGluR4Tooltip Metabotropic glutamate receptor 4
mGluR6Tooltip Metabotropic glutamate receptor 6
mGluR7Tooltip Metabotropic glutamate receptor 7
mGluR8Tooltip Metabotropic glutamate receptor 8
Angiopoietin
CNTF
EGF (ErbB)
EGF
(ErbB1/HER1)
ErbB2/HER2
ErbB3/HER3
ErbB4/HER4
FGF
FGFR1
FGFR2
FGFR3
FGFR4
Unsorted
HGF (c-Met)
IGF
IGF-1
IGF-2
Others
LNGF (p75NTR)
PDGF
RET (GFL)
GFRα1
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CARTooltip Constitutive androstane receptor
PXRTooltip Pregnane X receptor


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