Structure via PubChem · Public domain (PubChem)
تنیپوساید
Sign in to saveAlso known as VM-26, Vumon®, 4'-demethylepipodophyllotoxin 9-(4,6-O-(R)-2-thenylidene-beta-D-glucopyranoside), Teniposidum, Teniposide, Epidophyllotoxin, Téniposide, Teniposido
Teniposide (trade name Vumon) is a chemotherapeutic medication used in the treatment of childhood acute lymphocytic leukemia (ALL), Hodgkin's lymphoma, certain brain tumours, and other types of cancer. It is in a class of drugs known as podophyllotoxin derivatives and slows the growth of cancer cells in the body.
Chemical data
- Formula
- C32H32O13S
- Molecular weight
- 656.7 g/mol
- 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
- 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
- InChIKey
- NRUKOCRGYNPUPR-QBPJDGROSA-N
- XLogP
- 1.2
- Polar surface area
- 189 Ų
- H-bond donors
- 3
- H-bond acceptors
- 14
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1992
- Admin. routes
- parenteral
- Indications
- neoplasm, acute lymphoblastic leukemia, leukemia, lymphoma
via ChEMBL · EBI
Research
1,514 papers- Hyperbaric oxygen facilitates teniposide-induced cGAS-STING activation to enhance the antitumor efficacy of PD-1 antibody in HCC.Journal for immunotherapy of cancer · 2022
- Teniposide in lymphomas and leukemias.Seminars in oncology · 1992
- Teniposide (VM-26) in brain tumors.Seminars in oncology · 1992
- Teniposide: overview of its therapeutic potential in adult cancers.Cancer chemotherapy and pharmacology · 1994
- Teniposide alone and in combination chemotherapy in small cell lung cancer.Seminars in oncology · 1992
via PubMed
Wikidata facts
- Mass
- 656.156
- Has use
- medication
Show 6 more facts
- chemical formula
- C₃₂H₃₂O₁₃S
- route of administration
- intravenous infusion and defusion
- medical condition treated
- acute lymphocytic leukemia
- canonical SMILES
- COC1=CC(=CC(=C1O)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)OC6C(C(C7C(O6)COC(O7)C8=CC=CS8)O)O
- 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
- Commons category
- Teniposide
Sources (6)
via Wikidata · CC0