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Pentagestrone acetate

Chemical compound From Wikipedia, the free encyclopedia

Pentagestrone acetate (PGA), sold under the brand names Gestovis and Gestovister, is a progestin which was described in the literature in 1960 and was introduced by Vister in Italy in 1961.[1][2][3] It is the 3-cyclopentyl enol ether of 17α-hydroxyprogesterone acetate.[4] PGA, along with quingestrone (the 3-cyclopentyl enol ether of progesterone), is said to have very similar properties to those of dydrogesterone, a pure progestogen and close analogue of progesterone.[5]

Trade namesGestovis, Gestovister
Other namesPGA; Gestovis; 17α-Acetoxyprogesterone 3-cyclopentyl enol ether
Quick facts Clinical data, Trade names ...
Pentagestrone acetate
Clinical data
Trade namesGestovis, Gestovister
Other namesPGA; Gestovis; 17α-Acetoxyprogesterone 3-cyclopentyl enol ether
Routes of
administration
By mouth
Drug classProgestogen; Progestin; Progestogen ether; Progestogen ester
Identifiers
  • [(8R,9S,10R,13S,14S,17R)-17-acetyl-3-cyclopentyloxy-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC28H40O4
Molar mass440.624 g·mol−1
3D model (JSmol)
  • CC(=O)C1(CCC2C1(CCC3C2CC=C4C3(CCC(=C4)OC5CCCC5)C)C)OC(=O)C
  • InChI=1S/C28H40O4/c1-18(29)28(32-19(2)30)16-13-25-23-10-9-20-17-22(31-21-7-5-6-8-21)11-14-26(20,3)24(23)12-15-27(25,28)4/h9,17,21,23-25H,5-8,10-16H2,1-4H3/t23-,24+,25+,26+,27+,28+/m1/s1
  • Key:NSRLWNNZHGRGJS-JVACCQEYSA-N
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PGA is orally active, was provided in 10 and 20 mg capsules, and has been used to treat habitual abortion and menstrual disorders at a dosage of 10 to 20 mg/day.[6] It has been said to have equivalent potency to intramuscular progesterone.[6] The combination of 20 mg/day PGA and 100 μg/day mestranol is an effective ovulation inhibitor in women.[7][8] The effective dosage of PGA in the menstrual delay test has been studied.[9]

Chemistry

PGA, also known as 17α-acetoxyprogesterone 3-cyclopentyl enol ether, is a synthetic pregnane steroid and a derivative of progesterone and 17α-hydroxyprogesterone.[1]

See also

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