Drug/Small Molecule:
norgestrel

2D structure

Overview

Trade Names: Alesse; Alpha-Norgestrel; Component of Lo/Ovral; Component of Ovral; DL-Norgestrel; LD Norgestrel; Ld Norgestrel [French]; Lo/Ovral; Logynon; Methylnorethindrone; Microgynon; Microlut; Monovar; NOG; Neogest; Norgeston; Norgestrel [Progestins]; Norgestrel [Usan:Ban:Inn:Jan]; Norgestrelum [INN-Latin]; Ovral; Ovran; Postinor; Stediril; Tetragynon; Trinordiol
Brand Mixtures: Lo-Femenal 21 Tablets (ethinyl estradiol + norgestrel); Ovral 21 Tablets (ethinyl estradiol + norgestrel); Ovral 28 Tablets (ethinyl estradiol + norgestrel)
PharmGKB Accession Id: PA450656

Description

A synthetic progestational hormone with actions similar to those of progesterone and about twice as potent as its racemic or (+-)-isomer (norgestrel). It is used for contraception, control of menstrual disorders, and treatment of endometriosis. PubChem (source: Drug Bank)

Indication

Used as an oral contraceptive to prevent pregnancy (source: Drug Bank)

ATC Therapeutic Categories

  • G02BA:Intrauterine contraceptives
  • G03AC:Progestogens

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Norgestrel 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 Norgestrel 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

Norgestrel is used as a female contraceptive. Norgestrel 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. Norgestrel 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)

Food Interactions

Avoid alcohol.
Avoid excessive quantities of coffee or tea (Caffeine).
Increase dietary intake of magnesium, folate, vitamin B6, B12, and/or consider taking a multivitamin.
Take at the same time everyday.
Take with food. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic (source: Drug Bank)

Protein Binding

Norgestrel-binding protein in the plasma appeared to be a protein different from human serum albumin, corticosteroid-binding globulin and sex-steroid-binding protein. High binding (>95%). (source: Drug Bank)

Absorption

65% (source: Drug Bank)

Toxicity

Nausea, vomiting, and drowsiness/fatigue; Withdrawal bleeding; LD<sub>50</sub>=mg/kg (orally in rat) (source: Drug Bank)

Isomeric SMILES Code:

CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CC(=O)CC[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
ADRA1A Uncurated Annotation (source: Drug Bank)
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:
DB00506
KEGG Compound ID:
C08153
KEGG Drug ID:
D00954
PubChem Compound ID:
13109
PubChem Substance ID:
7848017

Common Searches

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Non-Curated Publications

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

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