Drug/Small Molecule:
desogestrel

2D structure

Overview

Generic Names: Desogestrelum [INN-Latin]
Trade Names: Cerazette; Cyclessa; Desogen; Kariva; Mircette
Brand Mixtures: Marvelon 21 Tab (Desogestrel + Ethinyl Estradiol); Marvelon 28 Tab (Desogestrel + Ethinyl Estradiol); Ortho-Cept 21 Day (Desogestrel + Ethinyl Estradiol); Ortho-Cept 28 Day (Desogestrel + Ethinyl Estradiol)
PharmGKB Accession Id: PA449238

Description

A synthetic progestational hormone used often as the progestogenic component of combined oral contraceptive agents. PubChem (source: Drug Bank)

Indication

For the prevention of pregnancy in women who elect to use this product as a method of contraception. (source: Drug Bank)

ATC Therapeutic Category

  • G03AC:Progestogens

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Binds to the progesterone and estrogen receptors. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Once bound to the receptor, progestins like desogestrel will slow the frequency of release of gonadotropin releasing hormone (GnRH) from the hypothalamus and blunt the pre-ovulatory LH (luteinizing hormone) surge. (source: Drug Bank)

Pharmacology

Desogestrel is used as a female contraceptive. Desogestrel is a progestin or a synthetic form of the naturally occurring female sex hormone, progesterone. In a woman's normal menstrual cycle, an egg matures and is released from the ovaries (ovulation). The ovary then produces progesterone, preventing the release of further eggs and priming the lining of the womb for a possible pregnancy. If pregnancy occurs, progesterone levels in the body remain high, maintaining the womb lining. If pregnancy does not occur, progesterone levels in the body fall, resulting in a menstrual period. Desogestrel tricks the body processes into thinking that ovulation has already occurred, by maintaining high levels of the synthetic progesterone. This prevents the release of eggs from the ovaries. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Desogestrel is rapidly and completely metabolized by hydroxylation in the intestinal mucosa and on first pass through the liver to etonogestrel. Other metabolites (i.e., 3a-OH-desogestrel, 3b-OH-desogestrel, and 3a-OH-5a-H-desogestrel) with no pharmacologic actions also have been identified and these metabolites may undergo glucuronide and sulfate conjugation. (source: Drug Bank)

Protein Binding

98.3% (source: Drug Bank)

Absorption

Following oral administration, the relative bioavailability of desogestrel compared to a solution, as measured by serum levels of etonogestrel, is approximately 100%. (source: Drug Bank)

Toxicity

Symptoms of overdose include nausea and vaginal bleeding. (source: Drug Bank)

Isomeric SMILES Code:

CC[C@]12CC(=C)[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CCCC[C@H]34 (source: Drug Bank)

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
ESR1 Uncurated Annotation (source: Drug Bank)
PGR Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00304
KEGG Compound ID:
C07629
KEGG Drug ID:
D02367
PubChem Compound ID:
40973
PubChem Substance ID:
181763

Common Searches

Search PubMed
Search Medline Plus
Search PubChem
Search CTD

Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
Add New Alternate Name
Add New ATC Term
Add Cross Reference
Add a metabolite
Add a text annotation
Add a drug target
hint: enter a gene
    Add a drug interaction
    hint: enter a drug
    PharmGKB® is a registered trademark of HHS and is financially supported by NIH/NIGMS. It is managed at Stanford University (GM61374).
    ©2001-2010 PharmGKB.