Testolactone

Các tên gọi khác (11 ) :

(4AS,4br,10ar,10bs,12as)-10a,12a-dimethyl-3,4,4a,5,6,10a,10b,11,12,12a-decahydro-2H-naphtho[2,1-F]chromene-2,8(4bh)-dione
1-Dehydrotestololactone
1,2-Didehydrotestololactone
13-Hydroxy-3-oxo-13,17-secoandrosta-1,4-dien-17-oic acid delta-lactone
D-Homo-17a-oxaandrosta-1,4-diene-3,17-dione
delta(1)-Testololactone
Teslac
Testolactona
Testolactone
Testolactonum
Testolattone

Thuốc điều trị ung thư

Thuốc Gốc

Small Molecule

CAS: 968-93-4

ĐG : B&B Pharmaceuticals , http://www.bandbpharmaceuticals.com

CTHH: C₁₉H₂₄O₃

PTK: 300.3921

An antineoplastic agent that is a derivative of progesterone and used to treat advanced breast cancer. [PubChem]

Nhận Dạng Quốc Tế & Đặc Tính Hóa Học

Công thức hóa học

C₁₉H₂₄O₃

Phân tử khối

300.3921

Monoisotopic mass

300.172544634

InChI

InChI=1S/C19H24O3/c1-18-9-7-13(20)11-12(18)3-4-14-15(18)8-10-19(2)16(14)5-6-17(21)22-19/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15+,16+,18+,19+/m1/s1

InChI Key

InChIKey=BPEWUONYVDABNZ-DZBHQSCQSA-N

IUPAC Name

(1R,2S,7S,10S,11R)-7,11-dimethyl-6-oxatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-12,15-diene-5,14-dione

Traditional IUPAC Name

testolactone

SMILES

[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]1(C)OC(=O)CC[C@@]21[H]

Độ tan chảy

218.5 °C

Độ hòa tan

Slightly soluble (27.4 mg/L)

logP

3.7

logS

-4.1

pKa (strongest acidic)

18.84

pKa (Strongest Basic)

-5

PSA

43.37 Å²

Refractivity

85.79 m³·mol^-1

Polarizability

33.42 Å³

Rotatable Bond Count

H Bond Acceptor Count

H Bond Donor Count

Physiological Charge

Number of Rings

Bioavailability

Rule of Five

true

Ghose Filter

true

Dược Lực Học : Testolactone is a synthetic anti-neoplastic agent that is structurally distinct from the androgen steroid nucleus in possessing a six-membered lactone ring in place of the usual five-membered carbocyclic D-ring. Despite some similarity to testosterone, testolactone has no in vivo androgenic effect. No other hormonal effects have been reported in clinical studies in patients receiving testolactone.

Cơ Chế Tác Dụng : An antineoplastic agent that is a derivative of progesterone and used to treat advanced breast cancer. [PubChem] Although the precise mechanism by which testolactone produces its clinical antineoplastic effects has not been established, its principal action is reported to be inhibition of steroid aromatase activity and consequent reduction in estrone synthesis from adrenal androstenedione, the major source of estrogen in postmenopausal women. Based on in vitro studies, the aromatase inhibition may be noncompetitive and irreversible. This phenomenon may account for the persistence of testolactone's effect on estrogen synthesis after drug withdrawal.

Dược Động Học :

▧ Absorption :
Testolactone is well absorbed from the gastrointestinal tract.
▧ Protein binding :
~85%
▧ Metabolism :
Hepatic. Metabolized to several derivatives in the liver, all of which preserve the lactone D-ring.
▧ Route of Elimination :
No clinical effects in humans of testolactone on adrenal function have been reported; however, one study noted an increase in urinary excretion of 17-ketosteroids in most of the patients treated with 150 mg/day orally. It is metabolized to several derivatives in the liver, all of which preserve the lactone D-ring. These metabolites, as well as some unmetabolized drug, are excreted in the urine.

Độc Tính : Oral LD₅₀s in mouse and dog are 1630 mg/kg and 593-926 mg/kg, respectively.

Chỉ Định : For palliative treatment of advanced breast cancer in postmenopausal women.

Tương Tác Thuốc :

Acenocoumarol The androgen, Testolactone, may incrase the anticoagulant effect of the Vitamin K antagonist, Acenocoumarol. Monitor for changes in the therapeutic effect of Acenocoumarol if Testolactone is initiated, discontinued or dose changed.
Cyclosporine The androgen, Testolactone, may increase the hepatotoxicity of Cyclosporine. Testolatone may also elevate serum concentrations of Cyclosporine. Consider alternate therapy or monitor for signs of renal and hepatic toxicity.
Warfarin Testolactone may increase the serum concentration and anticoagulant effect of warfarin. Monitor for changes in prothrombin time and therapeutic effects of warfarin if testolactone is initiated, discontinued or dose changed.

Liều Lượng & Cách Dùng : Tablet - Oral

Dữ Kiện Thương Mại

Nhà Sản Xuất

Công ty : Bristol-Myers Squibb

Sản phẩm biệt dược : Fludestrin
Công ty : Bristol-Myers Squibb

Sản phẩm biệt dược : Teslac

Đóng gói

Công ty : B&B Pharmaceuticals

Website : http://www.bandbpharmaceuticals.com
Công ty : Bristol-Myers Squibb Co.

Website : http://www.bms.com
Công ty : E.R. Squibb and Sons LLC

Tài Liệu Tham Khảo Thêm

drugbank

http://www.drugbank.ca/drugs/DB00894

PubChem Compound

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=13769

PubChem Substance

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508076

KEGG Compound

http://www.genome.jp/dbget-bin/www_bget?cpd:C02197

KEGG Drug

http://www.genome.jp/dbget-bin/www_bget?drug:D00153

ChemSpider

http://www.chemspider.com/Chemical-Structure.13172.html

National Drug Code Directory

http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0003-0690-50

PharmGKB

http://www.pharmgkb.org/drug/PA164743056

RxList

http://www.rxlist.com/cgi/generic2/testolactone.htm

Drugs.com

http://www.drugs.com/cdi/testolactone.html

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