14581-81-8 , 4-Methoxyphenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside, CAS:14581-81-8

14581-81-8 , 4-Methoxyphenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside,
CAS:14581-81-8
C21H26O11 / 454.42
MFCD06797142

4-Methoxyphenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside

4-甲氧基苯基-2,3,4,6-O-四乙酰基-beta-D-吡喃葡萄糖苷,

4-Methoxyphenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside is a membrane stabilizer that prevents the mesenchymal transition of cells. This compound inhibits the growth of human tumor cells in vitro and has been shown to be an anti-tumor agent. 4-Methoxyphenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside binds to DNA and RNA and blocks translation or transcription. It also prevents the formation of ternary complex by interfering with the binding between aminoacyl tRNA synthetases and their cognate tRNAs. The compound is activated by intestinal enzymes and is metabolized in human liver microsomes to a more reactive form that can bind to cellular macromolecules such as proteins.

CAS Number	14581-81-8
Product Name	4-Methoxyphenyl 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyanoside
IUPAC Name	[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(4-methoxyphenoxy)oxan-2-yl]methyl acetate
Molecular Formula	C21H26O11
Molecular Weight	454.42 g/mol
InChI	InChI=1S/C21H26O11/c1-11(22)27-10-17-18(28-12(2)23)19(29-13(3)24)20(30-14(4)25)21(32-17)31-16-8-6-15(26-5)7-9-16/h6-9,17-21H,10H2,1-5H3/t17-,18-,19+,20-,21-/m1/s1
InChI Key	RPHXBVOPPUTUES-YMQHIKHWSA-N
SMILES	CC(=O)OCC1C(C(C(C(O1)OC2=CC=C(C=C2)OC)OC(=O)C)OC(=O)C)OC(=O)C
Canonical SMILES	CC(=O)OCC1C(C(C(C(O1)OC2=CC=C(C=C2)OC)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILES	CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)OC)OC(=O)C)OC(=O)C)OC(=O)C