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Etoposide

Catalog No. E1383 Name Sigma Aldrich
CAS Number 33419-42-0 Website http://www.sigmaaldrich.com
M. F. C29H32O13 Telephone 1-800-521-8956
M. W. 588.55658 Fax
Purity ≥98% Email
Storage Chembase ID: 653

SYNONYMS

IUPAC name
(10R,11R,15R,16S)-16-{[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-10-(4-hydroxy-3,5-dimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.03,7.011,15]hexadeca-1,3(7),8-trien-12-one
IUPAC Traditional name
etoposide
Synonyms
VP-16-213
4′-Demethylepipodophyllotoxin 9-(4,6-O-ethylidene-β-D-glucopyranoside)

DATABASE IDS

MDL Number MFCD00869325
EC Number 251-509-1
PubChem SID 24278178
CAS Number 33419-42-0

PROPERTIES

Biological Source synthetic
Purity ≥98%
Gene Information human ... ABCB1(5243), CYP3A4(1576), TOP2A(7153)mouse ... Abcb1a(18671), Abcb1b(18669)rat ... Top2a(360243)
pKa 9.8
Apperance white powder
Melting Point 236-251 °C(lit.)
Solubility DMSO: soluble30 mg/mL
GHS Pictograms GHS07
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H302-H350
European Hazard Symbols Toxic Toxic (T)
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
GHS Precautionary statements P201-P308 + P313
Risk Statements 45-22
RTECS KC0190000
Safety Statements 53-45
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
Etoposide is an antitumor agent that complexes with topoisomerase II and DNA to enhance double-strand and single-strand cleavage of DNA and reversibly inhibit religation. Blocks the cell cycle in in S-phase and G2-phase of the cell cycle; induces apoptosis in normal and tumor cell lines; inhibits synthesis of the oncoprotein Mdm2 and induces apoptosis in tumor lines that overexpress Mdm2.

REFERENCES