Teniposide
(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
Molecular Identity
Teniposide
(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
PubChem CID: 452548
Teniposide can cause developmental toxicity according to state or federal government labeling requirements.
2D Structure
Properties
C32H32O13S
Molecular Formula
656.70
Molecular Weight
g/mol
656.1564
Exact Mass
Da
1.2
XLogP
Drug-like (Lipinski: < 5)
189
TPSA
May have limited oral absorption
3
H-Bond Donors
14
H-Bond Acceptors
1090
Complexity
SMILES
Canonical SMILES
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)OIsomeric SMILES
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)OSynonyms(20)
teniposide29767-20-2VumonVehemVM-26TeniposidoNSC-122819VM26VM 26EpidophyllotoxinHSDB 65464'-Demethylepipodophyllotoxin 9-(4,6-O-2-thenylidene-beta-D-glucopyranoside)NSC 1228194'-Demethylepipodophyllotoxin 9-(4,6-O-(R)-2-thenylidene-beta-D-glucopyranoside)4'-Demethylepipodophyllotoxin-beta-D-thenylidine glucoside
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Teniposide
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