| 词条 | Gestonorone acetate |
| 释义 |
| Verifiedfields = | Watchedfields = | verifiedrevid = | IUPAC_name = [(8R,9S,10R,13S,14S,17R)-17-Acetyl-13-methyl-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate | image = Gestonorone acetate.svg | width = 225px | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = | class = Progestin; Progestogen | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 31981-44-9 | CAS_supplemental = | ATC_prefix = | ATC_suffix = | ATC_supplemental = | PubChem = 134963 | IUPHAR_ligand = | DrugBank_Ref = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 118930 | UNII = | KEGG = | ChEBI = | ChEMBL = | synonyms = Gestronol acetate; Norhydroxyprogesterone acetate; 17α-Hydroxy-19-norprogesterone 17α-acetate; 17α-Acetoxy-19-norprogesterone; 17α-Hydroxy-19-norpregn-4-ene-3,20-dione 17α-acetate | C=22 | H=30 | O=4 | molecular_weight = 358.478 g/mol | SMILES = CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@H]34)C)OC(=O)C | StdInChI_Ref = | StdInChI = 1S/C22H30O4/c1-13(23)22(26-14(2)24)11-9-20-19-6-4-15-12-16(25)5-7-17(15)18(19)8-10-21(20,22)3/h12,17-20H,4-11H2,1-3H3/t17-,18+,19+,20-,21-,22-/m0/s1 | StdInChIKey_Ref = | StdInChIKey = MTSLFKWJINJVBO-ZCPXKWAGSA-N }} Gestonorone acetate, or gestronol acetate, also known as norhydroxyprogesterone acetate, is a progestin of the 19-norprogesterone and 17α-hydroxyprogesterone groups which was developed in the early 1960s but was never marketed.[1][2][3][4][5][6][7][8][9][10][11][12][13][14] It is the C17α acetate ester of gestronol (17α-hydroxy-19-norprogesterone). Gestonorone acetate has been found to consistently inhibit ovulation at a dosage of 10 mg/day in combination with 50 μg/day ethinylestradiol.[15] See also
References1. ^{{cite journal|last1=Noguchi|first1=Shunsaku|title=Steroids. XX. Hydrolysis of steroidal esters by malt enzyme. 1. Selective hydrolysis of steroidal acetates|journal=Yakugaku Zasshi|volume=81|issue=3|year=1961|pages=369–373|issn=0031-6903|doi=10.1248/yakushi1947.81.3_369}} {{Progesterone receptor modulators}}{{Steroid-stub}}{{Genito-urinary-drug-stub}}2. ^{{cite journal|last1=Noguchi|first1=Shunsaku|title=Steroids. XXIII Hydrolysis of steroidal esters by malt enzyme. 4. Synthesis of 17α,19-dihydroxyprogesterone and 17α-hydroxy-19-norprogesterone|journal=Yakugaku Zasshi|volume=81|issue=3|year=1961|pages=381–384|issn=0031-6903|doi=10.1248/yakushi1947.81.3_381}} 3. ^{{cite journal|last1=Dorfman|first1=R|last2=Kincl|first2=F|title=Steroid anti-estrogens|journal=Steroids|volume=1|issue=2|year=1963|pages=185–209|issn=0039-128X|doi=10.1016/S0039-128X(63)80136-1}} 4. ^{{cite journal | vauthors = Suchowsky GK | title = Pregnancy-maintaining effect of synthetic progestogens in the rat | journal = Acta Endocrinol. | volume = 42 | issue = | pages = 533–6 | date = April 1963 | issn = 0001-5598 | pmid = 13979052 | doi = 10.1530/acta.0.0420533 | url = }} 5. ^{{cite journal | last1 = Kalvoda | first1 = J | last2 = Heusler | first2 = K | last3 = Anner | first3 = G | last4 = Wettstein | first4 = A | title = Steroids. CXCVI. 19-Norsteroids. III. Synthesis of 19-norprogesterones | journal = Helvetica Chimica Acta | volume = 46 | issue = | year = 1963 | pages = 1017–1029 | issn = 0018-019X | pmid = | doi = | url = }} 6. ^{{cite journal | last1 = Junkmann | first1 = K | title = Evaluation of synthetic gestagenic substances | journal = Deutsche Medizinische Wochenschrift | volume = 88 | issue = 13 | year = 1963 | pages = 629–638 | issn = 0012-0472 | pmid = | doi = | url = }} 7. ^{{cite journal|last1=Kincl|first1=Fred A.|last2=Dorfman|first2=Ralph I.|title=Orally active steroidal ovulation inhibitors in the adult estrus rabbit|journal=Steroids|volume=2|issue=5|year=1963|pages=521–525|issn=0039-128X|doi=10.1016/0039-128X(63)90029-1}} 8. ^{{cite journal | last1 = Suchowsky | first1 = GK | title = Inhibition of ovulation by steroids | journal = Journal of the Egyptian Medical Association | volume = 1962-1963 | issue = | year = 1963 | pages = 67–73 | issn = 0013-2411 | pmid = | doi = | url = }} 9. ^{{cite journal | last1 = Junkmann | first1 = K | title = The pharmacology of new gestational and anabolic steroids | journal = Deutsch-Englische Medizinische Rundschau | volume = 1 | issue = 4 | year = 1962 | pages = 385–399 | issn = 0003-3332 | pmid = | doi = | url = }} 10. ^{{cite journal | vauthors = Suchowsky GK, Baldratti G | title = Relationship Between Progestational Activity and Chemical Structure of Synthetic Steroids | journal = J. Endocrinol. | volume = 30 | issue = | pages = 159–70 | date = September 1964 | pmid = 14207040 | doi = 10.1677/joe.0.0300159 | url = }} 11. ^{{cite journal | vauthors = Nevinny-Stickel J | title = Inhibition of ovulation determined by estimation of pregnanediol excretion | journal = Int. J. Fertil. | volume = 9 | issue = | pages = 57–67 | date = 1964 | issn = | pmid = 14106269 | doi = | url = https://www.popline.org/node/473877}} 12. ^{{cite journal | last1 = Jung | first1 = H | last2 = Peters | first2 = A | title = Effect of various gestagens on the fetal development and death rate in animals | journal = Archiv für Gynäkologie | volume = 204 | issue = 1 | year = 1967 | pages = 68–77 | issn = 0003-9128 | pmid = | doi = | url = }} 13. ^{{cite journal|last1=Gilbert|first1=H.G.|last2=Phillipps|first2=G.H.|last3=English|first3=A.F.|last4=Stephenson|first4=L.|last5=Voollett|first5=E.A.|last6=Newall|first6=C.E.|last7=Child|first7=K.J.|title=The progestational and anti-estrogenic activities of some novel 11β-substituted steroids|journal=Steroids|volume=23|issue=4|year=1974|pages=585–602|issn=0039-128X|doi=10.1016/0039-128X(74)90010-5}} 14. ^{{cite journal|last1=Tang|first1=Rui-ren|last2=Guo|first2=Can-cheng|last3=Fan|first3=Bo-lin|title=Stereoselective asymmetric synthesis and characterization of 17α-acetyoxy-19-nor-progesterone|journal=Journal of Central South University of Technology|volume=11|issue=3|year=2004|pages=300–303|issn=1005-9784|doi=10.1007/s11771-004-0061-y}} 15. ^{{cite book|author=Gregory Pincus|title=The Control of Fertility|url=https://books.google.com/books?id=ehQlBQAAQBAJ&pg=PA222|date=3 September 2013|publisher=Elsevier|isbn=978-1-4832-7088-3|pages=222–}} 6 : Abandoned drugs|Acetate esters|Diketones|Norpregnanes|Progestogen esters|Progestogens |
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