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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 12 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
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.
Inhibits DNA synthesis via topoisomerase II inhibition
product description:
Etoposide is synthesised from podophyllotoxins of plants.
| ALogP | 0.6 |
|---|
| Pubchem Sid | 504753550 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504753550 |
| Canonical Smiles | CC1OCC2C(O1)C(C(C(O2)OC3C4COC(=O)C4C(C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O |
| 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 |
| InChIKey | VJJPUSNTGOMMGY-MRVIYFEKSA-N |
| 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 |
| Isomeric 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 |
| WGK Germany | 3 |
| RTECS | KC0190000 |
| Alternate CAS | 33419-42-0 |
| Molecular Weight | 588.56 |
| Reaxy-Rn | 365969 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lignans, neolignans and related compounds |
| Class | Lignan lactones |
| Subclass | Podophyllotoxins |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Podophyllotoxins |
| Alternative Parents | Aryltetralin lignans Furanonaphthodioxoles Tetralins Pyranodioxins Dimethoxybenzenes Methoxyphenols Benzodioxoles Anisoles Phenoxy compounds Alkyl aryl ethers 1,3-dioxanes Oxanes Monosaccharides Gamma butyrolactones Tetrahydrofurans Carboxylic acid esters 1,2-diols Secondary alcohols Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Organic oxides Carbonyl compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Podophyllotoxin - 1-aryltetralin lignan - Linear furanonaphthodioxole - Naphthofuran - Methoxyphenol - Pyranodioxin - Tetralin - M-dimethoxybenzene - Dimethoxybenzene - Benzodioxole - Phenoxy compound - Methoxybenzene - Anisole - Phenol ether - Phenol - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Monosaccharide - Gamma butyrolactone - Oxane - Meta-dioxane - Tetrahydrofuran - Carboxylic acid ester - Lactone - Secondary alcohol - 1,2-diol - Acetal - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Ether - Organic oxygen compound - Organooxygen compound - Carbonyl group - Alcohol - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as podophyllotoxins. These are tetralin lignans in which the benzene moiety of the tetralin skeleton is fused to a 1,3-dioxolane and the cyclohexane is fused to a butyrolactone (pyrrolidin-2-one). |
| External Descriptors | organic heterotetracyclic compound - beta-D-glucoside - furonaphthodioxole |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Aug 03, 2026 | E121713 | |
| Certificate of Analysis | Aug 03, 2026 | E121713 | |
| Certificate of Analysis | Aug 03, 2026 | E121713 | |
| Certificate of Analysis | Aug 03, 2026 | E121713 | |
| Certificate of Analysis | Aug 03, 2026 | E121713 | |
| Certificate of Analysis | May 29, 2026 | E121713 | |
| Certificate of Analysis | May 29, 2026 | E121713 | |
| Certificate of Analysis | May 29, 2026 | E121713 | |
| Certificate of Analysis | May 29, 2026 | E121713 | |
| Certificate of Analysis | May 29, 2026 | E121713 | |
| Certificate of Analysis | Oct 24, 2025 | E121713 | |
| Certificate of Analysis | Oct 24, 2025 | E121713 | |
| Certificate of Analysis | Oct 24, 2025 | E121713 | |
| Certificate of Analysis | Oct 24, 2025 | E121713 | |
| Certificate of Analysis | Oct 24, 2025 | E121713 | |
| Certificate of Analysis | Oct 24, 2025 | E121713 | |
| Certificate of Analysis | Aug 12, 2025 | E121713 | |
| Certificate of Analysis | Aug 12, 2025 | E121713 | |
| Certificate of Analysis | Dec 04, 2024 | E121713 | |
| Certificate of Analysis | Dec 04, 2024 | E121713 | |
| Certificate of Analysis | Nov 20, 2024 | E121713 | |
| Certificate of Analysis | Nov 20, 2024 | E121713 | |
| Certificate of Analysis | Nov 20, 2024 | E121713 | |
| Certificate of Analysis | Nov 20, 2024 | E121713 | |
| Certificate of Analysis | Nov 20, 2024 | E121713 | |
| Certificate of Analysis | Jul 23, 2024 | E121713 | |
| Certificate of Analysis | Mar 09, 2023 | E121713 | |
| Certificate of Analysis | Aug 17, 2022 | E121713 |
| Solubility | Soluble in DMSO (30 mg/ml), dimethyl formamide, ethyl ether, chloroform:methanol (1:1), methanol (slightly), acetone (slightly), water (<1 mg/ml) at 25 °C, and ethanol (<1 mg/ml) at 25 °C. |
|---|---|
| Sensitivity | light sensitive |
| Specific Rotation[α] | -110.5° (C=0.6,CHCl3) |
| Melt Point(°C) | 251°C |
| Molecular Weight | 588.600 g/mol |
| XLogP3 | 0.600 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 13 |
| Rotatable Bond Count | 5 |
| Exact Mass | 588.184 Da |
| Monoisotopic Mass | 588.184 Da |
| Topological Polar Surface Area | 161.000 Ų |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Complexity | 969.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 10 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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