Etoposide

Datasheet MSDS
Catalog Number
ANC00039
Product Name
Etoposide
Structure
Etoposide
CAS Number
33419-42-0
IUPAC Name
(5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
Synonyms
4'-Demethylepipodophyllotoxin9-(4,6-O-ethylidene-b-D-glucopyranoside)
Molecular Formula
C29H32O13
Molecular Weight
588.55
Appearance
White Powder
Purity
>98%
Density
1.2966g/cm3 (rough estimate)
Solubility
DMSO: 30 mg/mL
Melting Point
236-251°C (lit.)
Boiling Point
563.9°C (rough estimate)
Storage
2-8°C
Description
An antitumor agent that binds to DNA with topoisomerase II to enhance DNA double - and single-strand shearing and reversible inhibition unwinding. Blocking cell cycle in S phase and G2 phase; Induce apoptosis of normal and tumor cell lines; Inhibit the synthesis of oncoprotein Mdm2 and induce the apoptosis of tumor cells overexpressing Mdm2.
SMILES
C[C@@H]1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@@H](O2)O[C@H]3[C@H]4COC(=O)[C@@H]4[C@@H](C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O
InChI
InChI=1S/C29H32O13/c1-11-36-9-20-27(40-11)24(31)25(32)29(41-20)42-26-14-7-17-16(38-10-39-17)6-13(14)21(22-15(26)8-37-28(22)33)12-4-18(34-2)23(30)19(5-12)35-3/h4-7,11,15,20-22,24-27,29-32H,8-10H2,1-3H3/t11-,15+,20-,21-,22+,24-,25-,26-,27-,29+/m1/s1
InChI Key
VJJPUSNTGOMMGY-MRVIYFEKSA-N
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