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Etoposide

CAT: 0931-T0132-03Size: 1 mL - 10 mM (in DMSO)Dry Ice: NoHazardous: No
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CAT#:0931-T0132-03Size:1 mL - 10 mM (in DMSO)
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
33419-42-0
Target
Autophagy, Mitophagy, Apoptosis, Antibacterial, Topoisomerase, Antibiotic
Related Pathways
Apoptosis, Autophagy, Microbiology/Virology, DNA Damage/DNA Repair
Purity
0.9995
Bioactivity
Etoposide (VP-16-213) is a topoisomerase II inhibitor that inhibits DNA synthesis by forming a complex with topoisomerase II and DNA (IC50=60.3 μM) . Etoposide has antitumor activity and induces apoptosis and autophagy.
Smiles
O=C1[C@@]2([C@@H](C=3C([C@@H](O[C@@H]4O[C@]5([C@]([C@H](O)[C@H]4O)(O[C@H](C)OC5)[H])[H])[C@]2(CO1)[H])=CC6=C(C3)OCO6)C7=CC(OC)=C(O)C(OC)=C7)[H]
Molecular Formula
C29H32O13
Molecular Weight
588.56
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Etoposide

Etoposide can cause cancer according to California Labor Code. It can cause developmental toxicity according to state or federal government labeling requirements.

CAS Number33419-42-0
PubChem CID36462
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
Molecular FormulaC29H32O13
Molecular Weight588.6
XLogP0.6
Topological Polar Surface Area161
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count5
Heavy Atom Count42
Formal Charge0
Complexity969
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
InChIKey
VJJPUSNTGOMMGY-MRVIYFEKSA-N
Chemical Structure
2D Structure
2D structure of Etoposide
CAS: 33419-42-0
CID: 36462
Formula: C29H32O13
MW: 588.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight588.6
XLogP30.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count5
Exact Mass588.18429107
Monoisotopic Mass588.18429107
Topological Polar Surface Area161 Ų
Heavy Atom Count42
Formal Charge0
Complexity969
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
RM-E151638-01Mixture Of Etoposide, α-Etoposide and Picro-Etoposide
E066-100MGEtoposide

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