Cyproterone acetate

DB04839

small molecule approved investigational

Deskripsi

An anti-androgen that, in the form of its acetate (cyproterone acetate), also has progestational properties. It is used in the treatment of hypersexuality in males, as a palliative in prostatic carcinoma, and, in combination with estrogen, for the therapy of severe acne and hirsutism in females.

Struktur Molekul 2D

Berat 416.938
Wujud solid

Peta Jejaring Molekuler
Legenda: Obat • Target • Gen • Enzim • (Panah → menunjukkan arah efek / relasi) • Transporter • Carrier

Profil Farmakokinetik

Waktu Paruh (Half-Life) Elimination Following oral or intramuscular administration, the plasma half-life is 38 and 96 hours, respectively.
Volume Distribusi -
Klirens (Clearance) -

Absorpsi

Completely absorbed following oral administration.

Metabolisme

Primarily hepatic. Cyproterone acetate is metabolized by the CYP3A4 enzyme, forming the active metabolite 15beta-hydroxycyproterone acetate, which retains its antiandrogen activity, but has reduced progestational activity.

Rute Eliminasi

It is excreted approximately 60% in the bile and 33% through the kidneys.

Interaksi Makanan

2 Data
  • 1. Avoid alcohol.
  • 2. Take after a meal.

Interaksi Obat

898 Data
Lomitapide The metabolism of Lomitapide can be decreased when combined with Cyproterone acetate.
Eliglustat The metabolism of Eliglustat can be decreased when combined with Cyproterone acetate.
Ibrutinib The metabolism of Ibrutinib can be decreased when combined with Cyproterone acetate.
Cilostazol The metabolism of Cilostazol can be decreased when combined with Cyproterone acetate.
Colchicine The metabolism of Colchicine can be decreased when combined with Cyproterone acetate.
Iloperidone The metabolism of Iloperidone can be decreased when combined with Cyproterone acetate.
Retapamulin The metabolism of Retapamulin can be decreased when combined with Cyproterone acetate.
Tofacitinib The metabolism of Tofacitinib can be decreased when combined with Cyproterone acetate.
Vardenafil The metabolism of Vardenafil can be decreased when combined with Cyproterone acetate.
Eszopiclone The metabolism of Eszopiclone can be decreased when combined with Cyproterone acetate.
Zopiclone The metabolism of Zopiclone can be decreased when combined with Cyproterone acetate.
Acitretin The therapeutic efficacy of Cyproterone acetate can be decreased when used in combination with Acitretin.
Aprepitant The serum concentration of Cyproterone acetate can be decreased when it is combined with Aprepitant.
Atazanavir The serum concentration of Cyproterone acetate can be increased when it is combined with Atazanavir.
Boceprevir The serum concentration of Cyproterone acetate can be increased when it is combined with Boceprevir.
Prucalopride The serum concentration of Cyproterone acetate can be decreased when it is combined with Prucalopride.
Sugammadex The serum concentration of Cyproterone acetate can be decreased when it is combined with Sugammadex.
Thalidomide Cyproterone acetate may increase the thrombogenic activities of Thalidomide.
Ulipristal The therapeutic efficacy of Cyproterone acetate can be decreased when used in combination with Ulipristal.
Alfuzosin The metabolism of Alfuzosin can be decreased when combined with Cyproterone acetate.
Alprazolam The metabolism of Alprazolam can be decreased when combined with Cyproterone acetate.
R,S-Warfarin alcohol The serum concentration of R,S-Warfarin alcohol can be increased when it is combined with Cyproterone acetate.
S,R-Warfarin alcohol The serum concentration of S,R-Warfarin alcohol can be increased when it is combined with Cyproterone acetate.
(S)-Warfarin The serum concentration of (S)-Warfarin can be increased when it is combined with Cyproterone acetate.
Midazolam The serum concentration of Midazolam can be increased when it is combined with Cyproterone acetate.
Tacrolimus The serum concentration of Tacrolimus can be increased when it is combined with Cyproterone acetate.
Atorvastatin The metabolism of Atorvastatin can be decreased when combined with Cyproterone acetate.
Ursodeoxycholic acid The therapeutic efficacy of Ursodeoxycholic acid can be decreased when used in combination with Cyproterone acetate.
Glycochenodeoxycholic Acid The therapeutic efficacy of Glycochenodeoxycholic Acid can be decreased when used in combination with Cyproterone acetate.
Cholic Acid The therapeutic efficacy of Cholic Acid can be decreased when used in combination with Cyproterone acetate.
Glycocholic acid The therapeutic efficacy of Glycocholic acid can be decreased when used in combination with Cyproterone acetate.
Deoxycholic acid The therapeutic efficacy of Deoxycholic acid can be decreased when used in combination with Cyproterone acetate.
Taurocholic acid The therapeutic efficacy of Taurocholic acid can be decreased when used in combination with Cyproterone acetate.
Obeticholic acid The therapeutic efficacy of Obeticholic acid can be decreased when used in combination with Cyproterone acetate.
Tauroursodeoxycholic acid The therapeutic efficacy of Tauroursodeoxycholic acid can be decreased when used in combination with Cyproterone acetate.
Bamet-UD2 The therapeutic efficacy of Bamet-UD2 can be decreased when used in combination with Cyproterone acetate.
cis-Diamminechlorocholylglycinateplatinum(II) The therapeutic efficacy of cis-Diamminechlorocholylglycinateplatinum(II) can be decreased when used in combination with Cyproterone acetate.
Dehydrocholic acid The therapeutic efficacy of Dehydrocholic acid can be decreased when used in combination with Cyproterone acetate.
Hyodeoxycholic Acid The therapeutic efficacy of Hyodeoxycholic Acid can be decreased when used in combination with Cyproterone acetate.
Aramchol The therapeutic efficacy of Aramchol can be decreased when used in combination with Cyproterone acetate.
Ox bile extract The therapeutic efficacy of Ox bile extract can be decreased when used in combination with Cyproterone acetate.
Chenodeoxycholic acid The therapeutic efficacy of Chenodeoxycholic acid can be decreased when used in combination with Cyproterone acetate.
Taurochenodeoxycholic acid The therapeutic efficacy of Taurochenodeoxycholic acid can be decreased when used in combination with Cyproterone acetate.
Tamoxifen The metabolism of Tamoxifen can be increased when combined with Cyproterone acetate.
Warfarin The metabolism of Warfarin can be increased when combined with Cyproterone acetate.
Acenocoumarol The metabolism of Acenocoumarol can be increased when combined with Cyproterone acetate.
(R)-warfarin The metabolism of (R)-warfarin can be increased when combined with Cyproterone acetate.
Fluvoxamine The metabolism of Fluvoxamine can be increased when combined with Cyproterone acetate.
Bortezomib The metabolism of Bortezomib can be increased when combined with Cyproterone acetate.
Betaxolol The metabolism of Betaxolol can be increased when combined with Cyproterone acetate.
Caffeine The metabolism of Caffeine can be increased when combined with Cyproterone acetate.
Anagrelide The metabolism of Anagrelide can be increased when combined with Cyproterone acetate.
Carmustine The metabolism of Carmustine can be increased when combined with Cyproterone acetate.
Ropinirole The metabolism of Ropinirole can be increased when combined with Cyproterone acetate.
Disopyramide The metabolism of Disopyramide can be increased when combined with Cyproterone acetate.
Lidocaine The metabolism of Lidocaine can be increased when combined with Cyproterone acetate.
Conjugated estrogens The metabolism of Conjugated estrogens can be increased when combined with Cyproterone acetate.
Ropivacaine The metabolism of Ropivacaine can be increased when combined with Cyproterone acetate.
Zolmitriptan The metabolism of Zolmitriptan can be increased when combined with Cyproterone acetate.
Acetaminophen The metabolism of Acetaminophen can be increased when combined with Cyproterone acetate.
Amitriptyline The metabolism of Amitriptyline can be increased when combined with Cyproterone acetate.
Olanzapine The metabolism of Olanzapine can be increased when combined with Cyproterone acetate.
Chlorzoxazone The metabolism of Chlorzoxazone can be increased when combined with Cyproterone acetate.
Clozapine The serum concentration of Clozapine can be increased when it is combined with Cyproterone acetate.
Grepafloxacin The metabolism of Grepafloxacin can be increased when combined with Cyproterone acetate.
Mirtazapine The metabolism of Mirtazapine can be increased when combined with Cyproterone acetate.
Mexiletine The metabolism of Mexiletine can be increased when combined with Cyproterone acetate.
Tacrine The metabolism of Tacrine can be increased when combined with Cyproterone acetate.
Triamterene The metabolism of Triamterene can be increased when combined with Cyproterone acetate.
Sorafenib The metabolism of Sorafenib can be increased when combined with Cyproterone acetate.
Promazine The metabolism of Promazine can be increased when combined with Cyproterone acetate.
Zolpidem The metabolism of Zolpidem can be increased when combined with Cyproterone acetate.
Entecavir The metabolism of Entecavir can be increased when combined with Cyproterone acetate.
Imipramine The metabolism of Imipramine can be increased when combined with Cyproterone acetate.
Nabumetone The metabolism of Nabumetone can be increased when combined with Cyproterone acetate.
Quinine The metabolism of Quinine can be increased when combined with Cyproterone acetate.
Fluoxetine The metabolism of Fluoxetine can be increased when combined with Cyproterone acetate.
Chlorpromazine The metabolism of Chlorpromazine can be increased when combined with Cyproterone acetate.
Flutamide The metabolism of Flutamide can be increased when combined with Cyproterone acetate.
Albendazole The metabolism of Albendazole can be increased when combined with Cyproterone acetate.
Erlotinib The metabolism of Erlotinib can be increased when combined with Cyproterone acetate.
Mephenytoin The metabolism of Mephenytoin can be increased when combined with Cyproterone acetate.
Rofecoxib The metabolism of Rofecoxib can be increased when combined with Cyproterone acetate.
Fluorouracil The metabolism of Fluorouracil can be increased when combined with Cyproterone acetate.
Cinnarizine The metabolism of Cinnarizine can be increased when combined with Cyproterone acetate.
Propranolol The metabolism of Propranolol can be increased when combined with Cyproterone acetate.
Diclofenac The metabolism of Diclofenac can be increased when combined with Cyproterone acetate.
Imatinib The metabolism of Imatinib can be increased when combined with Cyproterone acetate.
Guanabenz The metabolism of Guanabenz can be increased when combined with Cyproterone acetate.
Pemetrexed The metabolism of Pemetrexed can be increased when combined with Cyproterone acetate.
Verapamil The metabolism of Verapamil can be increased when combined with Cyproterone acetate.
Tizanidine The metabolism of Tizanidine can be increased when combined with Cyproterone acetate.
Paroxetine The metabolism of Paroxetine can be increased when combined with Cyproterone acetate.
Thiabendazole The metabolism of Thiabendazole can be increased when combined with Cyproterone acetate.
Riluzole The metabolism of Riluzole can be increased when combined with Cyproterone acetate.
Zileuton The metabolism of Zileuton can be increased when combined with Cyproterone acetate.
Clopidogrel The metabolism of Clopidogrel can be increased when combined with Cyproterone acetate.
Etoposide The metabolism of Etoposide can be increased when combined with Cyproterone acetate.
Estradiol The metabolism of Estradiol can be increased when combined with Cyproterone acetate.
Acyclovir The metabolism of Acyclovir can be increased when combined with Cyproterone acetate.

Target Protein

Androgen receptor AR
Prostate-specific antigen KLK3

Referensi & Sumber

Synthesis reference: Aranya Manosroi, "Synthesis of cyproterone acetate." U.S. Patent US20040024230, issued February 05, 2004.
Artikel (PubMed)
  • PMID: 4125095
    Giorgi EP, Shirley IM, Grant JK, Stewart JC: Androgen dynamics in vitro in the human prostate gland. Effect of cyproterone and cyproterone acetate. Biochem J. 1973 Mar;132(3):465-74.
  • PMID: 6237971
    Pham-Huu-Trung MT, de Smitter N, Bogyo A, Girard F: Effects of cyproterone acetate on adrenal steroidogenesis in vitro. Horm Res. 1984;20(2):108-15.
  • PMID: 4001026
    Stadtler FA, Langner V: The effect of cyproterone and gonadotrophins on the adrenal gland of juvenile and adult rats. A morphological and morphometrical study. Pathol Res Pract. 1985 Mar;179(4-5):493-8.
  • PMID: 12695529
    Honer C, Nam K, Fink C, Marshall P, Ksander G, Chatelain RE, Cornell W, Steele R, Schweitzer R, Schumacher C: Glucocorticoid receptor antagonism by cyproterone acetate and RU486. Mol Pharmacol. 2003 May;63(5):1012-20.
  • PMID: 6227191
    Holdaway IM, Croxson MS, Evans MC, France J, Sheehan A, Wilson T, Ibbertson HK: Effect of cyproterone acetate on glucocorticoid secretion in patients treated for hirsutism. Acta Endocrinol (Copenh). 1983 Oct;104(2):222-6.

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