Teniposide
Also known as Vumon, Vehem, Teniposido
Key facts
What buyers check first
- Appearance
- Crystals from absolute ethanol
- Melting point
- 242 to 246
- Solubility
- Practically insoluble in water.
- HS code
- 293890
- Category
- Impurities and reference standards

What is Teniposide?
Plain description, key identifiers and synonyms
Teniposide is a semisynthetic derivative of podophyllotoxin with antineoplastic activity. Teniposide forms a ternary complex with the enzyme topoisomerase II and DNA, resulting in dose-dependent single- and double-stranded breaks in DNA, DNA: protein cross-links, inhibition of DNA strand religation, and cytotoxicity. This agent acts in the late S or early G phase of the cell cycle. (NCI04)
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-thiophen-2-yl-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
- CAS number
- 29767-20-2 CAS number cross-checked
- EC number
- 249-831-2
- Molecular formula
- C32H32O13S
- UNII
- 957E6438QA
- MDL number
- MFCD00866516
- InChIKey
- NRUKOCRGYNPUPR-QBPJDGROSA-N
- InChI
- InChI=1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3/t16-,21+,23+,24-,26+,27+,28+,29+,31+,32-/m0/s1
- Canonical SMILES
- COc1cc(C2c3cc4c(cc3C(OC3OC5COC(c6cccs6)OC5C(O)C3O)C3COC(=O)C23)OCO4)cc(OC)c1O
- Isomeric SMILES
- COC1=CC(=CC(=C1O)OC)[C@H]2[C@@H]3[C@H](COC3=O)[C@@H](C4=CC5=C(C=C24)OCO5)O[C@H]6[C@@H]([C@H]([C@H]7[C@H](O6)CO[C@H](O7)C8=CC=CS8)O)O
Synonyms
- Vumon
- Vehem
- Teniposido
- VM 26
- Epidophyllotoxin
- 4'-Demethylepipodophyllotoxin 9-(4,6-O-2-thenylidene-beta-D-glucopyranoside)
- 4'-Demethylepipodophyllotoxin 9-(4,6-O-(R)-2-thenylidene-beta-D-glucopyranoside)
- 4'-Demethylepipodophyllotoxin-beta-D-thenylidine glucoside
- Demethyl Epipodophyllotoxin Thenylidine Glucoside
- Thenylidene Lignan
- 4'-Demethylepipodophyllotoxin-beta-D-thenylidene glucoside
- Teniposidum
- Vee M-26
- Teniposide (Vumon)
- Epipodophyllotoxin, 4'-demethyl-, 9-(4,6-O-2-thenylidene-beta-D-glucopyranoside)
- 4'-Dimethyl-9-(4,6-O-2-thenyid)-epipodophyllotoxin
- 4'-Demethyl-epipodophyllotoxin-beta-D-thenylidene-glucoside
- Teniposide (Standard)
- Teniposide Impurity 2
- Epipodophyllotoxin-beta-D-thenylidene-glucoside, 4'-demethyl-
- 4'-Demethyl 1-O-(4,6-O,O-(2-thenylidene)-beta-D-glucopyranosyl)epipodophyllotoxin
- Teniposide - Bio-X trade mark
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals from absolute ethanolexp.Measured value |
|---|---|
| Melting point | 242 to 246exp.Measured value |
| Solubility | Practically insoluble in water.exp.Measured value |
| Vapour pressure | 6.8 ร 10โปยฒโถ mm Hg at 25 ยฐC /Estimated/exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 656.66 g/molcalc.Computed value |
|---|---|
| Exact mass | 656.1564 Dacalc.Computed value |
| LogP (octanol/water) | 2.75calc.Computed value |
| Topological polar surface area | 160.8 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 3calc.Computed value |
| Hydrogen bond acceptors | 14calc.Computed value |
| Rotatable bonds | 6calc.Computed value |
| Heavy atoms | 46calc.Computed value |
| Rings | 8calc.Computed value |
| Aromatic rings | 3calc.Computed value |
| Fraction sp3 carbons | 0.47calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 10calc.Computed value |
| Lipinski rule of five | Fails (2 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1OCC2C(OC3CCC4OC(c5cccs5)OCC4O3)c3cc4c(cc3C(c3ccccc3)C12)OCO4
8 rings, 39 atoms.
4 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H350May cause cancer.
Precautionary statements (5)
- P203Obtain, read and follow all safety instructions before use.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P318If exposed or concerned, get medical advice.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidTeniposide suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, BeijingUnclaimed profileTeniposideGrade, purity and minimum order on requestPrice on request
- Italy, Rodano ManufacturerUnclaimed profileTeniposideGrade, purity and minimum order on requestPrice on request
- Price on request
- Price on request
- China, NanjingUnclaimed profileTeniposideGrade, purity and minimum order on requestPrice on request
- United States, Monmouth JunctionUnclaimed profileTeniposideGrade, purity and minimum order on requestPrice on request
- Price on request
- United States, HoustonUnclaimed profileTeniposideGrade, purity and minimum order on requestPrice on request
- Spain, BarcelonaUnclaimed profileTeniposideGrade, purity and minimum order on requestPrice on request
- United States, HaywardUnclaimed profileTeniposideGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
38 suppliers in 12 countries
- United States15
- China10
- Germany3
- United Kingdom2
- Canada1
- Spain1
- and 6 more countries
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Teniposide price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Antineoplastic.
Pharmacological actions
- Antineoplastic Agents
- Topoisomerase II Inhibitors
Roles
- antineoplastic agent
- enzyme inhibitor
- pharmaceutical
- topoisomerase inhibitor
Pharmacology
Teniposide is a Topoisomerase Inhibitor. The mechanism of action of teniposide is as a Topoisomerase Inhibitor.
How it is made
Teniposide is prepared from etoposide by reaction with 2-thiophene carboxaldehyde, with zinc chloride as the catalyst.
Semisenthythic glycoside derivative of podophyllotoxin.
Preparation: A. Von Wartburg, ZA 6607585, C. Keeler-Juslen et al, US 3524844 (1968, 1970 both to Sandoz
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Teniposide is traded under.
Natural or reproduced by synthesis, other than rutoside (rutin) and its derivatives
- United States22.3%
- India * partner reported7.8%
- Brazil5.5%
* Partner reported figures, a lower bound.
The HS code shown for Teniposide is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Teniposide, based on the data on this page
What is Teniposide?
What is the CAS number of Teniposide?
What is the molecular formula and weight of Teniposide?
What is Teniposide used for?
Is Teniposide hazardous?
What is the HS code of Teniposide?
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What is the price of Teniposide?
Guides for buyers
Practical guides that help when you source, ship or handle Teniposide
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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