Tìm theo
Camptothecin
Các tên gọi khác (8 ) :
  • (+)-camptothecin
  • (+)-camptothecine
  • (s)-(+)-camptothecin
  • (s)-camptothecin
  • 20(S)-Camptothecin
  • 21,22-Secocamptothecin-21-oic acid lactone
  • Camptothecine
  • D-camptothecin
Thuốc điều trị ung thư
Thuốc Gốc
Small Molecule
CAS: 7689-03-4
CTHH: C20H16N2O4
PTK: 348.352
An alkaloid isolated from the stem wood of the Chinese tree, Camptotheca acuminata. This compound selectively inhibits the nuclear enzyme DNA topoisomerase, type I. Several semisynthetic analogs of camptothecin have demonstrated antitumor activity. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H16N2O4
Phân tử khối
348.352
Monoisotopic mass
348.11100701
InChI
InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
InChI Key
InChIKey=VSJKWCGYPAHWDS-FQEVSTJZSA-N
IUPAC Name
(19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione
Traditional IUPAC Name
camptothecin
SMILES
CC[C@@]1(O)C(=O)OCC2=C1C=C1N(CC3=CC4=CC=CC=C4N=C13)C2=O
Độ tan chảy
275-277 °C
Độ hòa tan
5.11e-01 g/l
logP
1.74
logS
-2.8
pKa (strongest acidic)
11.71
pKa (Strongest Basic)
3.07
PSA
79.73 Å2
Refractivity
94.49 m3·mol-1
Polarizability
36.4 Å3
Rotatable Bond Count
1
H Bond Acceptor Count
4
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
5
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Camptothecin demonstrated strong anticancer activity in preliminary clinical trials but also low solubility and adverse drug reaction. Camptothecin is believed to be a potent topoisomerase inhibitor that interferes with the essential function of topoisomerase in DNA replication.
Cơ Chế Tác Dụng : An alkaloid isolated from the stem wood of the Chinese tree, Camptotheca acuminata. This compound selectively inhibits the nuclear enzyme DNA topoisomerase, type I. Several semisynthetic analogs of camptothecin have demonstrated antitumor activity. [PubChem] Camptothecin binds to the topoisomerase I and DNA complex (the covalent complex) resulting in a ternary complex, and thereby stabilizing it. This prevents DNA relegation and therefore causes DNA damage which results in apoptosis.
Độc Tính : Acute oral toxicity (LD50) in mouse: 50.1 mg/kg
Chỉ Định : Investigated for the treatment of cancer.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB04690
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=24360
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507644
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C01897
ChemSpider
http://www.chemspider.com/Chemical-Structure.22775.html
PharmGKB
http://www.pharmgkb.org/drug/PA153590860
Wikipedia
http://en.wikipedia.org/wiki/Camptothecin
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