Algestone

{{Short description|Chemical compound}}

{{Drugbox

| IUPAC_name = (8R,9S,10R,13S,14S,16R,17S)-17-acetyl-16,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

| image = Algestone.svg

| width = 225px

| tradename =

| pregnancy_category =

| legal_status = Rx-only

| routes_of_administration =

| class = Progestin; Progestogen

| bioavailability =

| protein_bound =

| metabolism =

| elimination_half-life =

| excretion =

| CAS_number = 595-77-7

| CAS_supplemental =

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 3JEB53B3WT

| ATC_prefix = None

| ATC_suffix =

| PubChem = 11687

| ChemSpiderID = 11196

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 763

| synonyms = Dihydroxyprogesterone; DHP; Alfasone; Alphasone; Neo-Alfasol; 16α,17α-Dihydroxyprogesterone; 16α,17α-Dihydroxypregn-4-ene-3,20-dione; Alphasone; Alfasone

| C=21 | H=30 | O=4

| SMILES = O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@](O)(C(=O)C)[C@H](O)C[C@H]3[C@@H]1CC2)C)(C)CC4

| StdInChI = 1S/C21H30O4/c1-12(22)21(25)18(24)11-17-15-5-4-13-10-14(23)6-8-19(13,2)16(15)7-9-20(17,21)3/h10,15-18,24-25H,4-9,11H2,1-3H3/t15-,16+,17+,18-,19+,20+,21-/m1/s1

| StdInChIKey = CXDWHYOBSJTRJU-SRWWVFQWSA-N

}}

Algestone ({{abbrlink|INN|International Nonproprietary Name}}), also known as alphasone or alfasone, as well as dihydroxyprogesterone, is a progestin which was never marketed.{{cite book | vauthors = Roberts AD | title = Dictionary of Steroids: Chemical Data, Structures, and Bibliographies | url = https://books.google.com/books?id=qw5X0NK1A90C&pg=PA336 | access-date = 25 May 2012 | year = 1991 | publisher = CRC Press | isbn = 978-0-412-27060-4 | page = 336}} Another progestin, algestone acetophenide, in contrast, has been marketed as a hormonal contraceptive.

Chemistry

{{See also|List of progestogens}}

Algestone, also known as 16α,17α-dihydroxyprogesterone or as 16α,17α-dihydroxypregn-4-ene-3,20-dione, is a synthetic pregnane steroid and a derivative of progesterone and 17α-hydroxyprogesterone. Closely related analogues of algestone include 16α-hydroxyprogesterone, algestone acetonide, and algestone acetophenide.{{cite web | title = 16α-hydroxyprogesterone | quote = 438-07-3 (16ALPHA-Hydroxyprogesterone) Related Search | url = https://www.chemicalbook.com/ChemicalProductProperty_EN_CB01485808.htm | work = ChemicalBook }}

References

{{Reflist}}

{{Progesterone receptor modulators}}

Category:Abandoned drugs

Category:Diketones

Category:Diols

Category:Pregnanes

Category:Progestogens

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