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Ãâó: ±¹¸³µ¶¼º°úÇпø µ¶¼º¹°ÁúÁ¤º¸DB : http://www.nitr.go.kr/nitr/contents/m134200/view.do
Mechanism of Action
Cyproterone¿¡ ´ëÇÑ Mechanism_Of_Action Á¤º¸ The direct antiandrogenic effect of cyproterone is blockage of the binding of dihydrotestosterone to the specific receptors in the prostatic carcinoma cell. In addition, cyproterone exerts a negative feed-back on the hypothalamo-pituitary axis, by inhibiting the secretion of luteinizing hormone resulting in diminished production of testicular testosterone.Estradiol¿¡ ´ëÇÑ Mechanism_Of_Action Á¤º¸ Estradiol enters target cells freely (e.g., female organs, breasts, hypothalamus, pituitary) and interacts with a target cell receptor. When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA. The mRNA interacts with ribosomes to produce specific proteins that express the effect of estradiol upon the target cell. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary.
Pharmacology
Cyproterone¿¡ ´ëÇÑ Pharmacology Á¤º¸ Cyproterone is an antiandrogen. It suppresses the actions of testosterone (and its metabolite dihydrotestosterone) on tissues. It acts by blocking androgen receptors which prevents androgens from binding to them and suppresses luteinizing hormone (which in turn reduces testosterone levels).Estradiol¿¡ ´ëÇÑ Pharmacology Á¤º¸ Estradiol, the principal intracellular human estrogen, is substantially more active than its metabolites, estrone and estriol, at the cellular level.
Metabolism
Cyproterone¿¡ ´ëÇÑ Metabolism Á¤º¸ # Phase_1_Metabolizing_Enzyme:Cytochrome P450 3A4 (CYP3A4)Estradiol¿¡ ´ëÇÑ Metabolism Á¤º¸ # Phase_1_Metabolizing_Enzyme:Cytochrome P450 1A2 (CYP1A2)Cytochrome P450 2A6 (CYP2A6)Glucuronosyltransferase
Protein Binding
Estradiol¿¡ ´ëÇÑ ´Ü¹é°áÇÕ Á¤º¸ >95%
Half-life
Cyproterone¿¡ ´ëÇÑ ¹Ý°¨±â Á¤º¸ Elimination Following oral or intramuscular administration, the plasma half-life is 38 and 96 hours, respectively.Estradiol¿¡ ´ëÇÑ ¹Ý°¨±â Á¤º¸ 36 hours
Absorption
Cyproterone¿¡ ´ëÇÑ Absorption Á¤º¸ Completely absorbed following oral administration.Estradiol¿¡ ´ëÇÑ Absorption Á¤º¸ 43%
Pharmacokinetics
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Cyproterone AcetateÀÇ ¾à¹°µ¿·ÂÇÐÀÚ·á
Èí¼ö : Á¤Á¦ : °ÅÀÇ ¿ÏÀüÈ÷ Èí¼öµÈ´Ù. (95% ÀÌ»ó)
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Biotransformation
Cyproterone¿¡ ´ëÇÑ Biotransformation Á¤º¸ 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.Estradiol¿¡ ´ëÇÑ Biotransformation Á¤º¸ Exogenous estrogens are metabolized using the same mechanism as endogenous estrogens. Estrogens are partially metabolized by cytochrome P450.
Toxicity
Cyproterone¿¡ ´ëÇÑ Toxicity Á¤º¸ Not AvailableEstradiol¿¡ ´ëÇÑ Toxicity Á¤º¸ Can cause nausea and vomiting, and withdrawal bleeding may occur in females.
Drug Interactions
Cyproterone¿¡ ´ëÇÑ Drug_Interactions Á¤º¸ Not AvailableEstradiol¿¡ ´ëÇÑ Drug_Interactions Á¤º¸ Amobarbital The enzyme inducer decreases the effect of hormonesAprobarbital The enzyme inducer decreases the effect of hormonesButabarbital The enzyme inducer decreases the effect of hormonesButalbital The enzyme inducer decreases the effect of hormonesButethal The enzyme inducer decreases the effect of hormonesEthotoin The enzyme inducer decreases the effect of hormonesFosphenytoin The enzyme inducer decreases the effect of hormonesGriseofulvin The enzyme inducer decreases the effect of hormonesHeptabarbital The enzyme inducer decreases the effect of hormonesHexobarbital The enzyme inducer decreases the effect of hormonesMephenytoin The enzyme inducer decreases the effect of hormonesMethohexital The enzyme inducer decreases the effect of hormonesMethylphenobarbital The enzyme inducer decreases the effect of hormonesPentobarbital The enzyme inducer decreases the effect of hormonesPhenobarbital The enzyme inducer decreases the effect of hormonesPhenytoin The enzyme inducer decreases the effect of hormonesPrednisolone The estrogenic agent increases the effect of corticosteroidPrednisone The estrogenic agent increases the effect of corticosteroidPrimidone The enzyme inducer decreases the effect of hormonesSecobarbital The enzyme inducer decreases the effect of hormonesTalbutal The enzyme inducer decreases the effect of hormonesRaloxifene Association not recommendedUrsodeoxycholic acid Estrogens decreases the effect of ursodiol
CYP450 Drug Interaction
[CYP450 TableÁ÷Á¢Á¶È¸]
Food Interaction
Cyproterone¿¡ ´ëÇÑ Food Interaction Á¤º¸ Take after a meal.Avoid alcohol.Estradiol¿¡ ´ëÇÑ Food Interaction Á¤º¸ Take with food to decrease nausea.
Drug Target
[Drug Target]
Description
Cyproterone¿¡ ´ëÇÑ Description Á¤º¸ 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. [Pubchem]Estradiol¿¡ ´ëÇÑ Description Á¤º¸ Generally refers to the 17-beta-isomer of estradiol, an aromatized C18 steroid with hydroxyl group at 3-beta- and 17-beta-position. Estradiol-17-beta is the most potent form of mammalian estrogenic steroids. In humans, it is produced primarily by the cyclic ovaries and the placenta. It is also produced by the adipose tissue of men and postmenopausal women. The 17-alpha-isomer of estradiol binds weakly to estrogen receptors (receptors, estrogen) and exhibits little estrogenic activity in estrogen-responsive tissues. Various isomers can be synthesized. [PubChem]
Dosage Form
Cyproterone¿¡ ´ëÇÑ Dosage_Form Á¤º¸ Liquid IntramuscularTablet OralEstradiol¿¡ ´ëÇÑ Dosage_Form Á¤º¸ Disc TransdermalGel TransdermalLiquid IntramuscularPatch TransdermalRing IntravaginalTablet IntravaginalTablet Oral
Drug Category
Cyproterone¿¡ ´ëÇÑ Drug_Category Á¤º¸ Androgen AntagonistsEstradiol¿¡ ´ëÇÑ Drug_Category Á¤º¸ Anti-menopausal AgentsAnticholesteremic AgentsEstrogens
Smiles String Canonical
Cyproterone¿¡ ´ëÇÑ Smiles_String_canonical Á¤º¸ CC(=O)C1(O)CCC2C3C=C(Cl)C4=CC(=O)C5CC5C4(C)C3CCC12CEstradiol¿¡ ´ëÇÑ Smiles_String_canonical Á¤º¸ CC12CCC3C(CCC4=C3C=CC(O)=C4)C1CCC2OEstradiol¿¡ ´ëÇÑ Smiles_String_canonical Á¤º¸ CC12CCC3C(CCC4=C3C=CC(O)=C4)C1CCC2O
Smiles String Isomeric
Cyproterone¿¡ ´ëÇÑ Smiles_String_isomeric Á¤º¸ CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)[C@@H]5C[C@@H]5[C@]4(C)[C@H]3CC[C@]12CEstradiol¿¡ ´ëÇÑ Smiles_String_isomeric Á¤º¸ C[C@]12CC[C@H]3[C@@H](CCC4=C3C=CC(O)=C4)[C@@H]1CC[C@@H]2O
InChI Identifier
Cyproterone¿¡ ´ëÇÑ InChI_Identifier Á¤º¸ InChI=1/C22H27ClO3/c1-11(24)22(26)7-5-14-12-9-18(23)17-10-19(25)13-8-16(13)21(17,3)15(12)4-6-20(14,22)2/h9-10,12-16,26H,4-8H2,1-3H3/t12-,13+,14-,15-,16-,20-,21-,22-/m0/s1Estradiol¿¡ ´ëÇÑ InChI_Identifier Á¤º¸ InChI=1/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1
Chemical IUPAC Name
Cyproterone¿¡ ´ëÇÑ Chemical_IUPAC_Name Á¤º¸ Not AvailableEstradiol¿¡ ´ëÇÑ Chemical_IUPAC_Name Á¤º¸ (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
Drug-Induced Toxicity Related Proteins
CYPROTERONE ACETATE ÀÇ Drug-Induced Toxicity Related ProteinÁ¤º¸Replated Protein :CYP2B proteinDrug :Cyproterone acetate Toxicity :idiosyncratic hepatotoxicity. [¹Ù·Î°¡±â] Replated Protein :Heparin secretory transforming protein(HST)Drug :Cyproterone acetate Toxicity :idiosyncratic hepatotoxicity. [¹Ù·Î°¡±â] Replated Protein :CYP3ADrug :Cyproterone acetate Toxicity :idiosyncratic hepatotoxicity. [¹Ù·Î°¡±â] ESTRADIOL ÀÇ Drug-Induced Toxicity Related ProteinÁ¤º¸Replated Protein :Myc proto-oncogene protein Drug :estradiol Toxicity :cytotoxic responses . [¹Ù·Î°¡±â] Replated Protein :3-hydroxy-3-methylglutaryl-coenzyme A reductaseDrug :estradiol Toxicity :stimulate steroidogenesis. [¹Ù·Î°¡±â] Replated Protein :Stromelysin-2 Drug :estradiol Toxicity :nonbacterial prostatitis. [¹Ù·Î°¡±â] Replated Protein :Transcription factor E2F1Drug :estradiol Toxicity :cytotoxic responses. [¹Ù·Î°¡±â] Replated Protein :Glucocorticoid receptorDrug :estradiol Toxicity :glucocorticoid resistance. [¹Ù·Î°¡±â]
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