Tìm theo
Quinestrol
Các tên gọi khác (13 ) :
  • 17-alpha-Ethinylestradiol 3-cyclopentyl ether
  • 17alpha-Ethynylestradiol 3-cyclopentyl ether
  • Eston
  • Estradiol-17-beta 3-cyclopentyl ether
  • Estrovis
  • Estrovis 4000
  • Estrovister
  • ethinyl estradiol 3-cyclopentyl ether
  • Plestrovis
  • Quilea
  • Quinestrol
  • Quinestrolo
  • Quinestrolum
estrogens, hormone replacement agents
Thuốc Gốc
Small Molecule
CAS: 152-43-2
CTHH: C25H32O2
PTK: 364.5204
The 3-cyclopentyl ether of ethinyl estradiol.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C25H32O2
Phân tử khối
364.5204
Monoisotopic mass
364.240230268
InChI
InChI=1S/C25H32O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,9,11,16,18,21-23,26H,4-8,10,12-15H2,2H3/t21-,22-,23+,24+,25+/m1/s1
InChI Key
InChIKey=PWZUUYSISTUNDW-VAFBSOEGSA-N
IUPAC Name
(1S,10R,11S,14R,15S)-5-(cyclopentyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol
Traditional IUPAC Name
quinestrol
SMILES
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OC1CCCC1)C=C3
Độ tan chảy
107.5 °C
Độ hòa tan
1.57e-03 g/l
logP
5.4
logS
-5.4
pKa (strongest acidic)
17.59
pKa (Strongest Basic)
-1.7
PSA
29.46 Å2
Refractivity
108.27 m3·mol-1
Polarizability
44.02 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
2
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
5
Bioavailability
1
Ghose Filter
true
Dược Lực Học : Quinestrol is the 3-cyclopentyl ether of ethinyl estradiol (the active metabolite). After gastrointestinal absorption, it is stored in adipose tissue where it is slowly released and metabolized principally to the parent compound, ethinyl estradiol. Ethinyl estradiol is a synthetic derivative of the natural estrogen estradiol.
Cơ Chế Tác Dụng : The 3-cyclopentyl ether of ethinyl estradiol. Estrogens diffuse into their target cells and interact with a protein receptor (the estrogen receptor). Estrogen 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. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. 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. The combination of an estrogen with a progestin suppresses the hypothalamic-pituitary system, decreasing the secretion of gonadotropin-releasing hormone (GnRH).
Dược Động Học :
▧ Absorption :
Absorbed following oral administration.
▧ Metabolism :
Metabolized principally to the parent compound, ethinyl estradiol. Ethinyl estradiol is metabolized in the liver. Quantitatively, the major metabolic pathway for ethinyl estradiol, both in rats and in humans, is aromatic hydroxylation, as it is for the natural estrogens.
Độc Tính : Symptoms of overdose include nausea and vomiting, and withdrawal bleeding may occur in females.
Chỉ Định : Used in hormone replacement therapy, treating symptoms of menopause such as hot flashes. Also used to treat breast and prostate cancer.
Tương Tác Thuốc :
  • Fosphenytoin The enzyme inducer, fosphenytoin, decreases the effect of the hormone agent, quinestrol.
  • Griseofulvin The enzyme inducer, griseofulvin, decreases the effect of the hormone agent, quinestrol.
  • Phenobarbital The enzyme inducer, phenobarbital, decreases the effect of the hormone agent, quinestrol.
  • Phenytoin The enzyme inducer, phenytoin, decreases the effect of the hormone agent, quinestrol.
  • Prednisolone The estrogenic agent, quinestrol, may increase the effect of the corticosteroid, prednisolone.
  • Prednisone The estrogenic agent, quinestrol, may increase the effect of corticosteroid, prednisone.
  • Primidone The enzyme inducer, primidone, decreases the effect of the hormone agent, quinestrol.
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Estrovis
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB04575
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=9046
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508939
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07619
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00576
ChemSpider
http://www.chemspider.com/Chemical-Structure.8694.html
PharmGKB
http://www.pharmgkb.org/drug/PA164749042
Wikipedia
http://en.wikipedia.org/wiki/Quinestrol
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