Tìm theo
Epothilone B
Các tên gọi khác (3) :
  • EPO 906
  • EPO906
  • patupilone
Thuốc điều trị ung thư
Thuốc Gốc
Small Molecule
CAS: 152044-54-7
CTHH: C27H41NO6S
PTK: 507.683
Epothilone B is a 16-membered macrolide that mimics the biological effects of taxol.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C27H41NO6S
Phân tử khối
507.683
Monoisotopic mass
507.265458739
InChI
InChI=1S/C27H41NO6S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)33-23(30)13-21(29)26(5,6)25(32)17(3)24(15)31/h11,14-15,17,20-22,24,29,31H,8-10,12-13H2,1-7H3/b16-11+/t15-,17-,20-,21+,22-,24+,27-/m0/s1
InChI Key
InChIKey=QXRSDHAAWVKZLJ-TYFQHMATSA-N
IUPAC Name
(1S,3S,7R,10S,11R,12S,16S)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
Traditional IUPAC Name
epothilone B
SMILES
C[C@H]1CCC[C@]2(C)O[C@H]2C[C@H](OC(=O)C[C@@H](O)C(C)(C)C(=O)[C@@H](C)[C@@H]1O)C(\C)=C\C1=CSC(C)=N1
Độ hòa tan
3.42e-03 g/l
logP
4.12
logS
-5.2
pKa (strongest acidic)
14.09
pKa (Strongest Basic)
2.73
PSA
109.25 Å2
Refractivity
134.76 m3·mol-1
Polarizability
56.64 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
6
H Bond Donor Count
2
Physiological Charge
0
Number of Rings
3
Bioavailability
1
Cơ Chế Tác Dụng : Epothilone B is a 16-membered macrolide that mimics the biological effects of taxol. The principal mechanism of the epothilone class is inhibition of microtubule function. Microtubules are essential to cell division, and epothilones therefore stop cells from properly dividing. Epothilone B possess the same biological effects as taxol both in vitro and in cultured cells. This is because they share the same binding site, as well as binding affinity to the microtubule. Like taxol, epothilone B binds to the αβ-tubulin heterodimer subunit. Once bound, the rate of αβ-tubulin dissociation decreases, thus stabilizing the microtubules. Furthermore, epothilone B has also been shown to induce tubulin polymerization into microtubules without the presence of GTP. This is caused by formation of microtubule bundles throughout the cytoplasm. Finally, epothilone B also causes cell cycle arrest at the G2-M transition phase, thus leading to cytotoxicity and eventually cell apoptosis.
Chỉ Định : Investigated for use/treatment in ovarian cancer, lung cancer, brain cancer, breast cancer, and gastric cancer.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB03010
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46936553
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505629
... loading
... loading