Tìm theo
Estrone
Các tên gọi khác (7 ) :
  • 3-Hydroxy-1,3,5(10)-estratrien-17-one
  • Estrona
  • Estrone
  • Estronum
  • follicular hormone
  • Folliculin
  • Oestrone
estrogens, anti menopausal agents
Thuốc Gốc
Small Molecule
CAS: 53-16-7
ATC: G03CA07, G03CC04
ĐG : Carlisle Laboratories Inc.
CTHH: C18H22O2
PTK: 270.3661
Estrone, one of the major mammalian estrogens, is an aromatized C18 steroid with a 3-hydroxyl group and a 17-ketone. It is produced in vivo from androstenedione or from testosterone via estradiol. It is produced primarily in the ovaries, placenta, and in peripheral tissues (especially adipose tissue) through conversion of adrostenedione. Estrone may be further metabolized to 16-alpha-hydroxyestrone, which may be reduced to estriol by estradiol dehydrogenase.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C18H22O2
Phân tử khối
270.3661
Monoisotopic mass
270.161979948
InChI
InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1
InChI Key
InChIKey=DNXHEGUUPJUMQT-CBZIJGRNSA-N
IUPAC Name
(1S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one
Traditional IUPAC Name
estrone
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3
Độ tan chảy
260.2 °C
Độ sôi
154 °C
Độ hòa tan
30 mg/L (at 25 °C)
logP
3.13
logS
-3.96
pKa (strongest acidic)
10.33
pKa (Strongest Basic)
-5.4
PSA
37.3 Å2
Refractivity
79.08 m3·mol-1
Polarizability
31.27 Å3
Rotatable Bond Count
0
H Bond Acceptor Count
2
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Estrone, a synthetically prepared or naturally occurring steroidal estrogen obtained from pregnant equine urine, is the primary circulating estrogen after menopause. Estrone is naturally derived from the peripheral conversion of androstenedione by an aromatase enzyme found in adipose tissues and is converted to estradiol in peripheral tissues. The estrogenic potency of estrone is one third that of estradiol. Estropipate is piperazine-stabilized estrone sulfate. Estrone, and estropipate are used to treat abnormalities related to gonadotropin hormone dysfunction, vasomotor symptoms, atrophic vaginitis, and vulvar atrophy associated with menopause, and for the prevention of osteoporosis due to estrogen deficiency.
Cơ Chế Tác Dụng : Estrone, one of the major mammalian estrogens, is an aromatized C18 steroid with a 3-hydroxyl group and a 17-ketone. It is produced in vivo from androstenedione or from testosterone via estradiol. It is produced primarily in the ovaries, placenta, and in peripheral tissues (especially adipose tissue) through conversion of adrostenedione. Estrone may be further metabolized to 16-alpha-hydroxyestrone, which may be reduced to estriol by estradiol dehydrogenase. Estrogens enter the cells of responsive tissues (e.g. female organs, breasts, hypothalamus, pituitary) where they interact with estrogen receptors. Hormone-bound estrogen receptors dimerize, translocate to the nucleus of cells and bind to estrogen response elements (ERE) of genes. Binding to ERE alters the transcription rate of affected genes. 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) release from the anterior pituitary.
Dược Động Học :
▧ Absorption :
43%
▧ Protein binding :
> 95%
▧ Metabolism :
Hepatic.
▧ Half Life :
19 hours
Độc Tính : Symptoms of overdose include nausea and vomiting. Estrogen related side effects include nausea, breast tenderness, fluid retention and edema, headaches and/or migraines, chloasma and poor contact lens fit. Estrogen hormone deficiency is associated with breakthrough bleeding, hypomenorrhea, irritability, depression and menopausal symptoms. Withdrawal bleeds may occur in females.
Chỉ Định : For management of perimenopausal and postmenopausal symptoms.
Tương Tác Thuốc :
  • Fosphenytoin The enzyme inducer, fosphenytoin, decreases the effect of the hormone agent, estrone.
  • Griseofulvin The enzyme inducer, griseofulvin, decreases the effect of the hormone agent, estrone.
  • Phenobarbital The enzyme inducer, phenobarbital, decreases the effect of the hormone agent, estrone.
  • Phenytoin The enzyme inducer, phenytoin, decreases the effect of the hormone agent, estrone.
  • Prednisolone The estrogenic agent, estrone, may increase the effect of the corticosteroid, prednisolone.
  • Prednisone The estrogenic agent, estrone, may increase the effect of corticosteroid, prednisone.
  • Primidone The enzyme inducer, primidone, decreases the effect of the hormone agent, estrone.
  • Tipranavir Estropipate may increase the adverse dermatological effects (i.e. skin rash) of Tipranavir. Tipranavir may decrease the serum concentration Estropipate. Monitor for estrogen deficiency during concomitant therapy.
Liều Lượng & Cách Dùng : Cream - Intravaginal - 1 mg/g
Liquid - Oral
Solution / drops - Oral
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Estrone crystal
    Giá bán buôn : USD >11.76
    Đơn vị tính : g
  • Biệt dược thương mại : Estrone powder
    Giá bán buôn : USD >21.42
    Đơn vị tính : g
Nhà Sản Xuất
  • Công ty : Watson
    Sản phẩm biệt dược : Estrone
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00655
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5870
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505916
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C00468
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00067
ChemSpider
http://www.chemspider.com/Chemical-Structure.5660.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=17289
PharmGKB
http://www.pharmgkb.org/drug/PA449512
Wikipedia
http://en.wikipedia.org/wiki/Estrone
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