Levonorgestrel

Synonyms: D-Norgestrel

Levonorgestrel (D-Norgestrel) is a female hormone that prevents ovulation.

Levonorgestrel  Chemical Structure

Levonorgestrel Chemical Structure

CAS No. 797-63-7

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Biological Activity

Description Levonorgestrel (D-Norgestrel) is a female hormone that prevents ovulation.
Targets
Progesterone receptor [1]
In vitro
In vitro Levonorgestrel suppresses the stimulation of progesterone secretion induced by oLH, dibutyryl-cAMP and Pregnenolone in rats luteal cells. [1] Levonorgestrel also inhibits constrictions evoked by either a high potassium (K(+)) solution or phorbol myristate acetate (PMA) in the absence and presence of extracellular calcium (Ca(2+)). Levonorgestrel depresses contractions evoked by Ca(2+) and reduces (45)Ca(2+) influx in depolarized veins. Levonorgestrel increases levels of cyclic AMP and inhibits PMA-induced activation of protein kinase C in veins. Levonorgestrel causes endothelium-independent relaxations of jugular veins via inhibition of Ca(2+) entry and of protein kinase Cactivation. [2] Levonorgestrel inhibition of both estrogen-induced pituitary weight increment and hyperprolactinemia is reduced by mifepristone, whereas Flutamide is unable to block Levonorgestrel effects [3]
In Vivo
In vivo Levonorgestrel down-regulates the mRNA expression of follicle-stimulating hormone receptor (FSHR), luteinizing hormone receptor (LHR), estrogen receptor (ER) β and progesterone receptor (PR) in the ovary, and ERα and PR in the uterus of Mongolian gerbils. [4] Levonorgestrel causes a significant upregulation of the mRNA expression of the gene encoding luteinising hormone β-subunit (lhβ) and the suppression of the mRNA expression of the gene encoding follicle-stimulating hormone β-subunit (fshβ) in the pituitary of both male and female roach. Levonorgestrel disrupts the reproductive system of pubertalroach by affecting the pituitary gonadotropin expression and the sex steroid levels in pubertal roach (Rutilus rutilus). [5]
NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT06380205 Recruiting
Healthy Participants
Incyte Corporation
May 7 2024 Phase 1
NCT06188026 Recruiting
Healthy Volunteers (Non-alcoholic Steatohepatitis)
Novo Nordisk A/S
December 18 2023 Phase 1
NCT05896384 Recruiting
Healthy
Boehringer Ingelheim
December 7 2023 Phase 1
NCT05700812 Recruiting
IUD|IUD Insertion Complication|IUD; Complications
University of California Davis
February 1 2023 Not Applicable
NCT05671653 Terminated
Obesity
Pfizer
January 19 2023 Phase 1

Chemical Information & Solubility

Molecular Weight 312.45 Formula

C21H28O2

CAS No. 797-63-7 SDF Download Levonorgestrel SDF
Smiles CCC12CCC3C(C1CCC2(C#C)O)CCC4=CC(=O)CCC34
Storage (From the date of receipt)

In vitro
Batch:

DMSO : 62 mg/mL ( (198.43 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Ethanol : 5 mg/mL

Water : Insoluble


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In vivo
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