Tìm theo
Diethylstilbestrol
Các tên gọi khác (16 ) :
  • (E)-3,4-bis(4-hydroxyphenyl)-3-hexene
  • (e)-4,4'-(1,2-Diethyl-1,2-ethenediyl)bisphenol
  • 4,4'-Dihydroxy-alpha,beta-diethylstilbene
  • 4,4'-dihydroxy-α,β-diethylstilbene
  • alpha,Alpha'-diethyl-(e)-4,4'-stilbenediol
  • DES
  • Diethylstilbestrol
  • Diethylstilbestrolum
  • Dietilestilbestrol
  • Distilbene
  • Stilboestrol
  • trans-4,4'-(1,2-diethyl-1,2-ethenediyl)bisphenol
  • trans-Diethylstilbesterol
  • trans-Diethylstilbestrol
  • trans-Diethylstilboesterol
  • α,α'-diethyl-(E)-4,4'-stilbenediol
carcinogens, estrogens non steroidal
Thuốc Gốc
Small Molecule
CAS: 56-53-1
ATC: G03CB02, G03CC05, L02AA01
ĐG : Medisca Inc. , http://www.medisca.com
CTHH: C18H20O2
PTK: 268.3502
A synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders. It was also used formerly as a growth promoter in animals. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), diethylstilbestrol has been listed as a known carcinogen. (Merck, 11th ed)
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C18H20O2
Phân tử khối
268.3502
Monoisotopic mass
268.146329884
InChI
InChI=1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+
InChI Key
InChIKey=RGLYKWWBQGJZGM-ISLYRVAYSA-N
IUPAC Name
4-[4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
Traditional IUPAC Name
4-[4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
SMILES
CCC(=C(CC)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1
Độ tan chảy
172
Độ hòa tan
12 mg/L (at 25 °C)
logP
5.07
logS
-4.35
pKa (strongest acidic)
9.13
pKa (Strongest Basic)
-6
PSA
40.46 Å2
Refractivity
83.24 m3·mol-1
Polarizability
30.69 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
2
H Bond Donor Count
2
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Ghose Filter
true
Dược Lực Học : Diethylstilbestrol is a synthetic estrogen that was developed to supplement a woman's natural estrogen production. In 1971, the Food and Drug Administration (FDA) issued a Drug Bulletin advising physicians to stop prescribing DES to pregnant women because it was linked to a rare vaginal cancer in female offspring.
Cơ Chế Tác Dụng : A synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders. It was also used formerly as a growth promoter in animals. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), diethylstilbestrol has been listed as a known carcinogen. (Merck, 11th ed) Estrogens diffuse into their target cells and interact with a protein receptor, the estrogen receptor. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. The effect of Estrogen binding their receptors causes downstream increases 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 :

▧ Metabolism :
Hepatic.
Độc Tính : Symptoms of overdose include nausea and vomiting, and withdrawal bleeding may occur in females.
Chỉ Định : Used in the treatment of prostate cancer. Previously used in the prevention of miscarriage or premature delivery in pregnant women prone to miscarriage or premature delivery.
Tương Tác Thuốc :
  • Amobarbital The enzyme inducer, amobarbital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Aprobarbital The enzyme inducer, aprobarbital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Butabarbital The enzyme inducer, butabarbital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Butalbital The enzyme inducer, butalbital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Butethal The enzyme inducer, butethal, decreases the effect of the hormone agent, diethylstilbestrol.
  • Ethotoin The enzyme inducer, ethotoin, decreases the effect of the hormone agent, diethylstilbestrol.
  • Fosphenytoin The enzyme inducer, fosphenytoin, may decrease the therapeutic effect of diethylstilbestrol.
  • Griseofulvin The enzyme inducer, griseofulvin, decreases the effect of the hormone agent, diethylstilbestrol.
  • Heptabarbital The enzyme inducer, heptabarbital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Hexobarbital The enzyme inducer, hexobarbital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Mephenytoin The enzyme inducer, mephenytoin, decreases the effect of the hormone agent, diethylstilbestrol.
  • Methohexital The enzyme inducer, methohexital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Methylphenobarbital The enzyme inducer, methylphenobarbital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Pentobarbital The enzyme inducer, pentobarbital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Phenobarbital The enzyme inducer, phenobarbital, may decrease the therapeutic effect of diethylstilbestrol.
  • Phenytoin The enzyme inducer, phenytoin, decreases the effect of the hormone agent, diethylstilbestrol.
  • Prednisolone The estrogenic agent, diethylstilbestrol, may increase the effect of the corticosteroid, prednisolone.
  • Prednisone The estrogenic agent, diethylstilbestrol, may increase the effect of corticosteroid, prednisone.
  • Primidone The enzyme inducer, primidone, may decrease the effect of the hormone agent, diethylstilbestrol.
  • Raloxifene Association not recommended
  • Secobarbital The enzyme inducer, secobarbital, decreases the effect of the hormone agent, diethylstilbestrol.
  • Talbutal The enzyme inducer, talbutal, decreases the effect of the hormone agent, diethylstilbestrol.
  • Tipranavir Diethylstilbestrol may increase the adverse dermatological effects (i.e. skin rash) of Tipranavir. Tipranavir may decrease the serum concentration Diethylstilbestrol. Monitor estrogen levels during concomitant therapy.
  • Ursodeoxycholic acid Estrogens decreases the effect of ursodiol
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Gerda
    Sản phẩm biệt dược : Distilbene
  • Công ty : Nysco
    Sản phẩm biệt dược : Stilbestrol
  • Sản phẩm biệt dược : Stilbetin
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00255
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=448537
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507453
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07620
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00577
ChemSpider
http://www.chemspider.com/Chemical-Structure.2946.html
PharmGKB
http://www.pharmgkb.org/drug/PA449307
Wikipedia
http://en.wikipedia.org/wiki/Diethylstilbestrol
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