Tìm theo
Fenretinide
Các tên gọi khác (3) :
  • 4-HPR
  • 4-hydroxy(phenyl)retinamide
  • N-(4-Hydroxyphenyl)All-Trans Retinamide
Thuốc điều trị ung thư
Thuốc Gốc
Small Molecule
CAS: 65646-68-6
CTHH: C26H33NO2
PTK: 391.5457
A synthetic retinoid that is used orally as a chemopreventive against prostate cancer and in women at risk of developing contralateral breast cancer. It is also effective as an antineoplastic agent.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C26H33NO2
Phân tử khối
391.5457
Monoisotopic mass
391.251129305
InChI
InChI=1S/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18,28H,7,10,17H2,1-5H3,(H,27,29)/b9-6+,16-11+,19-8+,20-18+
InChI Key
InChIKey=AKJHMTWEGVYYSE-FXILSDISSA-N
IUPAC Name
(2E,4E,6E,8E)-N-(4-hydroxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide
Traditional IUPAC Name
fenretinide
SMILES
C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C(=O)NC1=CC=C(O)C=C1
Độ hòa tan
1.19e-03 g/l
logP
6.15
logS
-5.5
pKa (strongest acidic)
9.45
pKa (Strongest Basic)
-1.2
PSA
49.33 Å2
Refractivity
128.05 m3·mol-1
Polarizability
47.58 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
2
H Bond Donor Count
2
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Cơ Chế Tác Dụng : A synthetic retinoid that is used orally as a chemopreventive against prostate cancer and in women at risk of developing contralateral breast cancer. It is also effective as an antineoplastic agent. Fenretinide inhibits the growth of several human cancer cell lines, acting through both retinoid-receptor-dependent and retinoid-receptor-independent mechanisms.1In vivo, fenretinide selectively accumulates in breast tissue and is particularly active in inhibiting rat mammary carcinogenesis.1 An important feature of fenretinide is its ability to inhibit cell growth through the induction of apoptosis rather than through differentiation, an effect that is strikingly different from that of vitamin A.1 In contrast to tamoxifen, which inhibits only estrogen receptor (ER)-positive tumors, fenretinide induces apoptosis in both ER-positive and ER-negative breast cancer cell lines.2 All of these properties render fenretinide an attractive candidate for breast cancer chemoprevention.
Độc Tính : "Mechanism of fenretinide (4-HPR)-induced cell death"
Chỉ Định : Investigated for use/treatment in macular degeneration.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB05076
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5288209
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=10388780
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D04162
ChemSpider
http://www.chemspider.com/Chemical-Structure.4450416.html
Wikipedia
http://en.wikipedia.org/wiki/Fenretinide
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