Acetomepregenol: Difference between revisions

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{{Short description|A synthetic progestin}}
{{Short description|A synthetic progestin used in hormonal therapies}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| verifiedrevid = 477241123
| IUPAC_name = (8S,9S,10R,13S,14S,17S)-17-acetoxy-13-methyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
| image = Acetomepregenol.svg
| image = Acetomepregenol.svg
| width = 200
| image_size = 200px
| CAS_number = 1247-42-3
| image_alt = Structural formula of Acetomepregenol
| ATC_prefix = none
| PubChem = 200550
| ChemSpiderID = 173611
| UNII = 0F5N573A2Y
| KEGG = D02899
| ChEMBL = 2104120
| C=22
| H=30
| O=3
| smiles = CC1CC2C3CCC4=CC(=O)CCC4(C3CCC2(C1)C)OC(=O)C
| StdInChI = 1S/C22H30O3/c1-13-11-19-18-7-5-15-14(16(18)8-9-20(19,2)12-17(15)21(13)3)25-22(23)24/h13,16-19H,5-12H2,1-4H3/t13-,16-,17-,18-,19-,20+/m0/s1
| StdInChIKey = YXQZQZDUFQZKQF-CEGNMAFCSA-N
}}
}}


'''Acetomepregenol''' is a [[synthetic progestin]], a type of [[hormone]] used in [[hormonal contraception]] and [[hormone replacement therapy]]. It is a derivative of [[progesterone]], a natural hormone involved in the [[menstrual cycle]] and [[pregnancy]].
'''Acetomepregenol''' is a synthetic [[progestin]] that is used in various [[hormonal therapy|hormonal therapies]]. It is a derivative of [[progesterone]], a natural hormone involved in the [[menstrual cycle]], [[pregnancy]], and [[embryogenesis]] of humans and other species.


==Chemical structure and properties==
==Chemical structure==
Acetomepregenol is a [[steroid]] with the chemical formula C<sub>22</sub>H<sub>30</sub>O<sub>3</sub>. It is characterized by its [[cyclopenta[a]phenanthrene]] structure, which is common to all [[steroids]]. The compound includes an acetoxy group at the 17th carbon position, which is a modification that enhances its [[bioavailability]] and [[pharmacokinetics]].
Acetomepregenol is characterized by its unique chemical structure, which is depicted in the adjacent image. The structure is based on the [[steroid]] nucleus, which is common to all progestins. The modifications to the steroid nucleus give acetomepregenol its specific pharmacological properties.


==Mechanism of action==
==Pharmacology==
As a progestin, acetomepregenol mimics the action of [[progesterone]] by binding to [[progesterone receptors]] in the body. This binding leads to changes in the [[endometrium]] that prevent [[ovulation]] and alter the [[cervical mucus]], making it more difficult for [[sperm]] to enter the [[uterus]].
Acetomepregenol acts primarily as an agonist of the [[progesterone receptor]]. By binding to this receptor, it mimics the effects of natural progesterone, leading to changes in the [[endometrium]] and other tissues. This action is useful in various therapeutic contexts, such as [[contraception]] and the treatment of [[menstrual disorders]].


==Uses==
==Medical uses==
Acetomepregenol is primarily used in [[contraceptive]] formulations and in [[hormone replacement therapy]] for [[menopausal]] symptoms. It helps regulate the [[menstrual cycle]] and can be used to treat [[endometriosis]] and other [[gynecological disorders]].
Acetomepregenol is used in several medical applications, including:
 
* [[Hormonal contraception]]: It is a component of some [[oral contraceptive]] pills, where it helps prevent [[ovulation]] and alters the [[cervical mucus]] to prevent [[sperm]] penetration.
* [[Menstrual disorders]]: It is used to treat conditions such as [[dysmenorrhea]] and [[menorrhagia]].
* [[Hormone replacement therapy]]: It is used in combination with [[estrogens]] to manage symptoms of [[menopause]].


==Side effects==
==Side effects==
Common side effects of acetomepregenol include [[nausea]], [[headache]], [[breast tenderness]], and [[mood changes]]. Long-term use may be associated with an increased risk of [[thromboembolic events]] and [[breast cancer]].
Like other progestins, acetomepregenol can cause a range of side effects. Common side effects include:


==Pharmacokinetics==
* [[Nausea]]
Acetomepregenol is administered orally and is well absorbed in the [[gastrointestinal tract]]. It undergoes extensive [[first-pass metabolism]] in the [[liver]], and its metabolites are excreted in the [[urine]].
* [[Breast tenderness]]
* [[Headache]]
* [[Mood changes]]


==Related pages==
==Related pages==
* [[Progesterone]]
* [[Progestin]]
* [[Progestin]]
* [[Hormonal contraception]]
* [[Hormonal contraception]]
* [[Hormone replacement therapy]]
* [[Menstrual cycle]]
* [[Progesterone]]
 
==Gallery==
<gallery>
File:Acetomepregenol.svg|Chemical structure of acetomepregenol
</gallery>


[[Category:Progestogens]]
[[Category:Progestogens]]
[[Category:Steroids]]
[[Category:Hormonal agents]]
[[Category:Hormonal contraception]]

Revision as of 11:42, 15 February 2025

A synthetic progestin used in hormonal therapies


Acetomepregenol
File:Acetomepregenol.svg
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Routes of administration
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Elimination half-life
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CAS Number
PubChem
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Acetomepregenol is a synthetic progestin that is used in various hormonal therapies. It is a derivative of progesterone, a natural hormone involved in the menstrual cycle, pregnancy, and embryogenesis of humans and other species.

Chemical structure

Acetomepregenol is characterized by its unique chemical structure, which is depicted in the adjacent image. The structure is based on the steroid nucleus, which is common to all progestins. The modifications to the steroid nucleus give acetomepregenol its specific pharmacological properties.

Pharmacology

Acetomepregenol acts primarily as an agonist of the progesterone receptor. By binding to this receptor, it mimics the effects of natural progesterone, leading to changes in the endometrium and other tissues. This action is useful in various therapeutic contexts, such as contraception and the treatment of menstrual disorders.

Medical uses

Acetomepregenol is used in several medical applications, including:

Side effects

Like other progestins, acetomepregenol can cause a range of side effects. Common side effects include:

Related pages