Tìm theo
Plicamycin
Các tên gọi khác (8 ) :
  • Aureolic acid
  • Mithracin
  • Mithramycin
  • Mithramycine
  • Mithramycinum
  • Plicamycin
  • Plicamycine
  • Plicamycinum
protein synthesis inhibitors, nucleic acid synthesis inhibitors, antibiotics antineoplastic, fluorescen
Thuốc Gốc
Small Molecule
CAS: 18378-89-7
ATC: L01DC02
CTHH: C52H76O24
PTK: 1085.1454
Plicamycin is an antineoplastic antibiotic produced by Streptomyces plicatus. It has been used in the treatment of testicular cancer, Paget's disease of bone, and, rarely, the management of hypercalcemia. The manufacturer discontinued plicamycin in 2000.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C52H76O24
Phân tử khối
1085.1454
Monoisotopic mass
1084.47265336
InChI
InChI=1S/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3/t19-,20-,21-,22-,23-,24-,27+,28-,30-,31-,32-,33+,34+,35+,36+,37+,41+,42-,43-,44-,45+,49+,50+,51-,52+/m1/s1
InChI Key
InChIKey=CFCUWKMKBJTWLW-BKHRDMLASA-N
IUPAC Name
(2S,3S)-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-2-{[(2S,4R,5R,6R)-4-{[(2S,4R,5S,6R)-4-{[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy}-5-hydroxy-6-methyloxan-2-yl]oxy}-5-hydroxy-6-methyloxan-2-yl]oxy}-6-{[(2S,4R,5R,6R)-4-{[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-5-hydroxy-6-methyloxan-2-yl]oxy}-8,9-dihydroxy-7-methyl-1,2,3,4-tetrahydroanthracen-1-one
Traditional IUPAC Name
mithramycin
SMILES
CO[C@@H]([C@@H]1CC2=CC3=CC(O[C@H]4C[C@@H](O[C@H]5C[C@@H](O)[C@H](O)[C@@H](C)O5)[C@H](O)[C@@H](C)O4)=C(C)C(O)=C3C(O)=C2C(=O)[C@H]1O[C@H]1C[C@@H](O[C@H]2C[C@@H](O[C@H]3C[C@](C)(O)[C@H](O)[C@@H](C)O3)[C@@H](O)[C@@H](C)O2)[C@H](O)[C@@H](C)O1)C(=O)[C@@H](O)[C@@H](C)O
Độ tan chảy
181.5 °C
Độ hòa tan
1.30e+00 g/l
logP
2.07
logS
-2.9
pKa (strongest acidic)
8.49
pKa (Strongest Basic)
-3.6
PSA
358.2 Å2
Refractivity
257.01 m3·mol-1
Polarizability
114.41 Å3
Rotatable Bond Count
15
H Bond Acceptor Count
24
H Bond Donor Count
11
Physiological Charge
0
Number of Rings
8
Bioavailability
0
MDDR-Like Rule
true
Dược Lực Học : Plicamycin is lethal to Hela cells in 48 hours at concentrations as low as 0.5 micrograms per milliliter of tissue culture medium. Plicamycin has shown significant anti-tumor activity against experimental leukemia in mice when administered intraperitoneally.
Cơ Chế Tác Dụng : Plicamycin is an antineoplastic antibiotic produced by Streptomyces plicatus. It has been used in the treatment of testicular cancer, Paget's disease of bone, and, rarely, the management of hypercalcemia. The manufacturer discontinued plicamycin in 2000. Plicamycin is presumed to inhibit cellular and enzymic RNA synthesis by forming a complex with DNA. Plicamycin may also lower calcium serum levels by inhibiting the effect of parathyroid hormone upon osteoclasts or by blocking the hypercalcemic action of pharmacologic doses of vitamin D.
Dược Động Học :

▧ Protein binding :
There is no evidence of protein binding, nor is there any evidence of metabolism of the carbohydrate moiety of the drug to carbon dioxide and water with loss through respiration.
▧ Route of Elimination :
Radioautography studies with 3H-labeled plicamycin in mice show that the greatest concentrations of the isotope are in the Kupffer cells of the liver and cells of the renal tubules. Plicamycin is rapidly cleared from the blood within the first 2 hours and excretion is also rapid. 67% percent of measured excretion occurs within 4 hours, 75% within 8 hours, and 90% is recovered in the first 24 hours after injection.
Độc Tính : The most important form of toxicity associated with the use of plicamycin consists of a dose-related bleeding syndrome which usually begins with an episode of epistaxis. Plicamycin crosses the blood-brain barrier; the concentration found in brain tissue is low but it persists longer than in other tissues.
Chỉ Định : For the treatment of testicular cancer, as well as hypercalcemia and hypercalciuria associated with a variety of advanced forms of cancer.
Liều Lượng & Cách Dùng : Injection, powder, lyophilized, for solution - Intravenous - 2.5 mg/vial
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : Pfizer
    Sản phẩm biệt dược : Mithracin
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB06810
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C12389
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00468
PharmGKB
http://www.pharmgkb.org/drug/PA165958411
Wikipedia
http://en.wikipedia.org/wiki/Plicamycin
RxList
http://www.rxlist.com/mithracin-drug.htm
Drugs.com
http://www.drugs.com/mtm/plicamycin.html
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