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QuickView for Medroxyprogesterone (compound)


PubChem
Name: Medroxyprogesterone
PubChem Compound ID: 10631
Description: (6 alpha)-17-Hydroxy-6-methylpregn-4-ene-3,20-dione. A synthetic progestational hormone used in veterinary practice as an estrus regulator.
Molecular formula: C22H32O3
Molecular weight: 344.488 g/mol
Synonyms:
Medroxyprogesteron; MLS000069571; Medroxyprogesteronum [INN-Latin]; Pregn-4-ene-3,20-dione, 17-hydroxy-6-methyl-, (6alpha)- (9CI); Curretab; Pregn-4-ene-3,20-dione, 17-hydroxy-6.alpha.-methyl-; NSC 27408; Pregn-4-ene-3,20-dione, 17-hydroxy-6-methyl-, (6-alpha)- (9CI); Pregn-4-ene-3,20-dione, 17-hydroxy-6-alpha-methyl-; U 8840.
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DrugBank
Identification
Name: Medroxyprogesterone
Name (isomeric): DB00603
Drug Type: small molecule
Description: (6 alpha)-17-Hydroxy-6-methylpregn-4-ene-3,20-dione. A synthetic progestational hormone used in veterinary practice as an estrus regulator.
Synonyms:
Medroxyprogesteron; Medroxyprogesteronum [INN-Latin]; Medroxiprogesterona [INN-Spanish]; Medroxyprogesteron acetate; Hydroxymethylprogesterone; CBP-1011; Medroprogesterone Acetate; Medroxiprogesteronum; Medrossiprogesterone [Dcit]; MAP
Brand: Nadigest, Prodasone, Repromap, Depo-Promone, Lunelle, Progevera, Sirprogen, Gestapuran, Lutopolar, Asconale, Ralovera, Aragest 5, Oragest, Depo-Progestin, Clinofem, Lutoral, Colirest, Med-Pro, Farlutin, MPA Gyn 5, Sodelut G, Repromix, Depot-Medroxyprogesterone acetate, Depo-Clinovir, Nidaxin, Perlutex, Hysron, Provera, Indivina, Meprate, Depo-Prodasone, Hematrol, Progestalfa, DMPA, Proverone, Farlutal, Perlutex Leo, Aragest, Metigestrona, Clinovir, G-Farlutal, Novo-Medrone, Veramix
Brand name mixture: Lunelle(Medroxyprogesterone + Estradiol)
Category: Progestins, Contraceptives, Oral, Synthetic, Contraceptives
CAS number: 520-85-4
Pharmacology
Indication: Used as a contraceptive and to treat secondary amenorrhea, abnormal uterine bleeding, pain associated with endometriosis, endometrial and renal cell carcinomas, paraphilia in males, GnRH-dependent forms of precocious puberty, as well as to prevent endometrial changes associated with estrogens.
Pharmacology: Medroxyprogesterone is a synthetic progestin more potent than progesterone.
Mechanism of Action: Progestins diffuse freely into target cells in the female reproductive tract, mammary gland, hypothalamus, and the pituitary and bind to the progesterone receptor. Once bound to the receptor, progestins slow the frequency of release of gonadotropin releasing hormone (GnRH) from the hypothalamus and blunt the pre-ovulatory LH surge.
Absorption: Rapidly absorbed from GI tract
Protein binding: 90%
Biotransformation: Hepatic
Route of elimination: Following oral dosing, MPA is extensively metabolized in the liver via hydroxylation, with subsequent conjugation and elimination in the urine. Most MPA metabolites are excreted in the urine as glucuronide conjugates with only minor amounts excreted as sulfates.
Half Life: 50 days
Clearance: 64110 +/- 42662 mL/min [postmenopausal women under fasting conditions with a single Dose of 2 × 10 mg] 74123 +/- 35126 mL/min [postmenopausal women under fasting conditions with a single Dose of 8 × 2.5 mg] 41963 +/- 38402 mL/min [postmenopausal women following daily administration of one PROVERA 10 mg tablet for 7 days]
Toxicity: Side effects include loss of bone mineral density, BMD changes in adult women, bleeding irregularities, cancer risks, and thromboembolic disorders.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Take with food.
Drug interaction:
TalbutalThe enzyme inducer, talbutal, decreases the effect of the hormone agent, medroxyprogesterone.
DicumarolMedroxyprogesterone may increase the anticoagulant effect of dicumarol.
GriseofulvinThe enzyme inducer, griseofulvin, may decrease the effect of the hormone, medroxyprogesterone.
PrimidoneThe enzyme inducer, primidone, may decrease the effect of the hormone, medroxyprogesterone.
SecobarbitalThe enzyme inducer, secobarbital, decreases the effect of the hormone agent, medroxyprogesterone.
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Enzymes