U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C32H32O13S
Molecular Weight 656.654
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TENIPOSIDE

SMILES

COC1=CC(=CC(OC)=C1O)[C@H]2[C@@H]3[C@H](COC3=O)[C@H](O[C@@H]4O[C@@H]5CO[C@H](O[C@H]5[C@H](O)[C@H]4O)C6=CC=CS6)C7=C2C=C8OCOC8=C7

InChI

InChIKey=NRUKOCRGYNPUPR-QBPJDGROSA-N
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

HIDE SMILES / InChI

Description

Teniposide is an inhibitor of topoisomerase II with anti-cancer activity. The drug was approved by FDA under the name Vumon for the treatment of children with acute lymphoblastic leukemia.

CNS Activity

Originator

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VUMON
PubMed

PubMed

TitleDatePubMed
Effects of imatinib mesylate (STI571, Glivec) on the pharmacokinetics of simvastatin, a cytochrome p450 3A4 substrate, in patients with chronic myeloid leukaemia.
2003 Nov 17
Reduced expression of p27 is a novel mechanism of docetaxel resistance in breast cancer cells.
2004
Vincristine, cisplatin, teniposide, and cyclophosphamide combination in the treatment of recurrent or metastatic adrenocortical cancer.
2004
[Significance of C-reaction protein for differential diagnosis of fever after chemotherapy on children with acute lymphoblastic leukemia].
2004 Jul
Quantification of etoposide and etoposide phosphate in human plasma by micellar electrokinetic chromatography and near-field thermal lens detection.
2004 Jul 1
[Primary central nervous system lymphoma: a report of 28 patients].
2004 Jun
Biotechnological aspects of the production of the anticancer drug podophyllotoxin.
2004 Oct
Kinetics and regulation of cytochrome P450-mediated etoposide metabolism.
2004 Sep
Poly(N-vinylpyrrolidone)-block-poly(D,L-lactide) as a new polymeric solubilizer for hydrophobic anticancer drugs: in vitro and in vivo evaluation.
2004 Sep 14
Podophyllotoxin: distribution, sources, applications and new cytotoxic derivatives.
2004 Sep 15
Patents

Sample Use Guides

In Vivo Use Guide
Teniposide Injection must be diluted with either 5% Dextrose Injection, USP or 0.9% Sodium Chloride Injection, USP, to give final teniposide concentrations of 0.1 mg/mL, 0.2 mg/mL, 0.4 mg/mL, or 1.0 mg/mL. It is recommended that the teniposide solution be administered over at least a 30- to 60-minute period.
Route of Administration: Intravenous
In Vitro Use Guide
Human leukemic cell line were treated with teniposide for 48 h and the cell growth was inhibited by 50% at 48 nM.
Name Type Language
TENIPOSIDE
HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD  
USAN   INN  
Official Name English
TENIPOSIDE [INN]
Common Name English
TENIPOSIDE [WHO-DD]
Common Name English
TENIPOSIDE [VANDF]
Common Name English
4'-DEMETHYLEPIPODOPHYLLOTOXIN 9-(4,6-O-(R)-2-THENYLIDENE-.BETA.-D-GLUCOPYRANOSIDE)
Common Name English
TENIPOSIDE [ORANGE BOOK]
Common Name English
VUMON
Brand Name English
TENIPOSIDE [USP-RS]
Common Name English
TENIPOSIDE [MI]
Common Name English
NSC-122819
Code English
FURO(3',4':6,7)NAPHTHO(2,3-D)-1,3-DIOXOL-6(5AH)-ONE, 5,8,8A,9-TETRAHYDRO-5-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-9-((4,6-O-(2-THIENYLMETHYLENE)-.BETA.-D-GLUCOPYRANOSYL)-OXY)-, (5R-(5.ALPHA.,5A.BETA.,8A.ALPHA.,9.BETA.(R*)))
Common Name English
TENIPOSIDE [MART.]
Common Name English
VM26
Code English
TENIPOSIDE [HSDB]
Common Name English
VM-26
Code English
TENIPOSIDE [USAN]
Common Name English
Classification Tree Code System Code
NDF-RT N0000000176
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
WHO-ATC L01CB02
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
WHO-VATC QL01CB02
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
LIVERTOX 934
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
NDF-RT N0000175609
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
Code System Code Type Description
MERCK INDEX
M10558
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY Merck Index
RXCUI
10362
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY RxNorm
ChEMBL
CHEMBL452231
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
PUBCHEM
452548
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY SWITZERF
NCI_THESAURUS
C857
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
EPA CompTox
29767-20-2
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
HSDB
29767-20-2
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
IUPHAR
6843
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
MESH
D013713
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
ECHA (EC/EINECS)
249-831-2
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
DRUG BANK
DB00444
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
EVMPD
SUB10895MIG
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
WIKIPEDIA
TENIPOSIDE
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
INN
3836
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY
CAS
29767-20-2
Created by admin on Tue Mar 06 10:39:30 UTC 2018 , Edited by admin on Tue Mar 06 10:39:30 UTC 2018
PRIMARY