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
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
| Molecular Formula | C32H32O13S |
| Molecular Weight | 656.654 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 10 / 10 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2094255 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | VUMON Approved UseTeniposide Injection, in combination with other approved anticancer agents, is indicated for induction therapy in patients with refractory childhood acute lymphoblastic leukemia. Launch Date1992 |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
7083.9 ng/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/4017164 |
30 mg/m² single, intravenous dose: 30 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered: |
TENIPOSIDE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE food status: UNKNOWN |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
2332 μg × min/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/4017164 |
30 mg/m² single, intravenous dose: 30 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered: |
TENIPOSIDE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE food status: UNKNOWN |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
2.77 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3581097/ |
1000 mg/m² single, intravenous dose: 1000 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered: |
TENIPOSIDE plasma | Homo sapiens population: UNHEALTHY age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
|
8.6 h |
200 mg/m² single, intravenous dose: 200 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered: |
TENIPOSIDE unknown | Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
6.9 h |
100 mg/m² single, intravenous dose: 100 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered: |
TENIPOSIDE unknown | Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
5 h |
155 mg/m² 2 times / week multiple, intravenous dose: 155 mg/m² route of administration: Intravenous experiment type: MULTIPLE co-administered: |
TENIPOSIDE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
|
20.3 h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/4017164 |
30 mg/m² single, intravenous dose: 30 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered: |
TENIPOSIDE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE food status: UNKNOWN |
Funbound
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
0.4% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3581097/ |
1000 mg/m² single, intravenous dose: 1000 mg/m² route of administration: Intravenous experiment type: SINGLE co-administered: |
TENIPOSIDE plasma | Homo sapiens population: UNHEALTHY age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
|
1% |
155 mg/m² 2 times / week multiple, intravenous dose: 155 mg/m² route of administration: Intravenous experiment type: MULTIPLE co-administered: |
TENIPOSIDE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
Doses
| Dose | Population | Adverse events |
|---|---|---|
60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
Other AEs: Infection, Neutropenia... Other AEs: Infection (grade 5, 1 patient) Sources: Neutropenia (grade 4, 15 patients) Neutropenia (grade 3, 8 patients) Neutropenia (grade 1-2, 6 patients) Anemia (grade 3, 4 patients) Anemia (grade 1-2, 20 patients) Thrombocytopenia (grade 3, 3 patients) Thrombocytopenia (grade 1-2, 8 patients) Infection (grade 3, 4 patients) Infection (grade 1-2, 1 patient) Fever (grade 1-2, 2 patients) Nausea (grade 3, 1 patient) Nausea (grade 1-2, 19 patients) Vomiting (grade 3, 1 patient) Vomiting (grade 1-2, 8 patients) Hyponatremia (grade 4, 1 patient) |
165 mg/m2 2 times / week multiple, intravenous Recommended Dose: 165 mg/m2, 2 times / week Route: intravenous Route: multiple Dose: 165 mg/m2, 2 times / week Sources: |
unhealthy, children Health Status: unhealthy Age Group: children Sources: |
Other AEs: Myelosuppression, Anaphylactic reaction... Other AEs: Myelosuppression (severe) Sources: Anaphylactic reaction |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Infection | grade 1-2, 1 patient | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Nausea | grade 1-2, 19 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Fever | grade 1-2, 2 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Anemia | grade 1-2, 20 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Neutropenia | grade 1-2, 6 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Thrombocytopenia | grade 1-2, 8 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Vomiting | grade 1-2, 8 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Nausea | grade 3, 1 patient | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Vomiting | grade 3, 1 patient | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Thrombocytopenia | grade 3, 3 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Anemia | grade 3, 4 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Infection | grade 3, 4 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Neutropenia | grade 3, 8 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Hyponatremia | grade 4, 1 patient | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Neutropenia | grade 4, 15 patients | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Infection | grade 5, 1 patient | 60 mg/m2 5 times / 3 weeks multiple, intravenous Dose: 60 mg/m2, 5 times / 3 weeks Route: intravenous Route: multiple Dose: 60 mg/m2, 5 times / 3 weeks Sources: |
unhealthy, 64 years (range: 46–83 years) Health Status: unhealthy Age Group: 64 years (range: 46–83 years) Sex: M+F Sources: |
| Anaphylactic reaction | 165 mg/m2 2 times / week multiple, intravenous Recommended Dose: 165 mg/m2, 2 times / week Route: intravenous Route: multiple Dose: 165 mg/m2, 2 times / week Sources: |
unhealthy, children Health Status: unhealthy Age Group: children Sources: |
|
| Myelosuppression | severe | 165 mg/m2 2 times / week multiple, intravenous Recommended Dose: 165 mg/m2, 2 times / week Route: intravenous Route: multiple Dose: 165 mg/m2, 2 times / week Sources: |
unhealthy, children Health Status: unhealthy Age Group: children Sources: |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| yes [IC50 64 uM] | likely (co-administration study) Comment: see http://www.bccancer.bc.ca/drug-database-site/Drug%20Index/Teniposide_monograph_1July2014.pdf#page=4 for list of interactions Sources: https://pubmed.ncbi.nlm.nih.gov/11770832/ |
|||
| yes |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| major | likely (co-administration study) Comment: see http://www.bccancer.bc.ca/drug-database-site/Drug%20Index/Teniposide_monograph_1July2014.pdf#page=4 for list of interactions Sources: http://www.bccancer.bc.ca/drug-database-site/Drug%20Index/Teniposide_monograph_1July2014.pdf#page=4 Page: 4.0 |
|||
| yes | ||||
| yes |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Biotechnological aspects of the production of the anticancer drug podophyllotoxin. | 2004-10 |
|
| Podophyllotoxin: distribution, sources, applications and new cytotoxic derivatives. | 2004-09-15 |
|
| Poly(N-vinylpyrrolidone)-block-poly(D,L-lactide) as a new polymeric solubilizer for hydrophobic anticancer drugs: in vitro and in vivo evaluation. | 2004-09-14 |
|
| Kinetics and regulation of cytochrome P450-mediated etoposide metabolism. | 2004-09 |
|
| Quantification of etoposide and etoposide phosphate in human plasma by micellar electrokinetic chromatography and near-field thermal lens detection. | 2004-07-01 |
|
| [Significance of C-reaction protein for differential diagnosis of fever after chemotherapy on children with acute lymphoblastic leukemia]. | 2004-07 |
|
| Bone marrow transplantation for therapy-related acute myeloid leukemia in congenital retinoblastoma associated with 13q deletion syndrome. | 2004-07 |
|
| [Primary central nervous system lymphoma: a report of 28 patients]. | 2004-06 |
|
| Regulation of DNaseY activity by actinin-alpha4 during apoptosis. | 2004-06 |
|
| [Chemotherapy with higher or lower dose of teniposide combined with cisplatin and pingyangmycin for oral squamous cell carcinoma]. | 2004-05 |
|
| Overexpression of a dominant-negative mutant Ubc9 is associated with increased sensitivity to anticancer drugs. | 2004-04-15 |
|
| [Survivin antisense oligonucleotide induces lymphoma cells apoptosis and sensitizes the cells to chemotherapy]. | 2004-04 |
|
| Long-term efficacy of the CHVmP/BV regimen used for aggressive non-Hodgkin's lymphoma in three randomised EORTC trials. | 2004-03 |
|
| Cognitive status and quality of life after treatment for primary CNS lymphoma. | 2004-02-24 |
|
| Chemotherapy induced gastrointestinal toxicity in rats: involvement of mitochondrial DNA, gastrointestinal permeability and cyclooxygenase -2. | 2004-01-24 |
|
| 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 |
|
| High-dose methotrexate-based chemotherapy followed by consolidating radiotherapy in non-AIDS-related primary central nervous system lymphoma: European Organization for Research and Treatment of Cancer Lymphoma Group Phase II Trial 20962. | 2003-12-15 |
|
| [Evaluation of efficacy of treatment for 30 children with neuroblastoma]. | 2003-12 |
|
| Carboplatin and teniposide as third-line chemotherapy in patients with recurrent oligodendroglioma or oligoastrocytoma: a phase II study. | 2003-12 |
|
| Effects of imatinib mesylate (STI571, Glivec) on the pharmacokinetics of simvastatin, a cytochrome p450 3A4 substrate, in patients with chronic myeloid leukaemia. | 2003-11-17 |
|
| [Chemosensitivity testing of oral squamous cell carcinomas with teniposide]. | 2003-11 |
|
| P-glycoprotein and multidrug resistance-associated protein mediate specific patterns of multidrug resistance in malignant glioma cell lines, but not in primary glioma cells. | 2003-10 |
|
| Application of the CFU-GM assay to predict acute drug-induced neutropenia: an international blind trial to validate a prediction model for the maximum tolerated dose (MTD) of myelosuppressive xenobiotics. | 2003-10 |
|
| Extraocular retinoblastoma: a 13-year experience. | 2003-09-15 |
|
| Neuro-Oncology Working Group 01 trial of nimustine plus teniposide versus nimustine plus cytarabine chemotherapy in addition to involved-field radiotherapy in the first-line treatment of malignant glioma. | 2003-09-01 |
|
| Effect of Aplidin in acute lymphoblastic leukaemia cells. | 2003-08-18 |
|
| Inhibition of DNA topoisomerases I and II, and growth inhibition of human cancer cell lines by a marine microalgal polysaccharide. | 2003-08-01 |
|
| Interactions between antiepileptic and chemotherapeutic drugs. | 2003-07 |
|
| Enhanced production of podophyllotoxin by Podophyllum hexandrum using in situ cell retention bioreactor. | 2003-06-07 |
|
| DNA sequence specificity for topoisomerase II poisoning by the quinoxaline anticancer drugs XK469 and CQS. | 2003-06 |
|
| [Treatment of malignant non-Hodgkin's lymphoma. Economic impact of rituximab (Mabthera) versus conventional chemotherapy]. | 2003-05 |
|
| Substituted benzo[i]phenanthridines as mammalian topoisomerase-targeting agents. | 2003-04-17 |
|
| Disseminated neuroblastoma in children older than one year at diagnosis: comparable results with three consecutive high-dose protocols adopted by the Italian Co-Operative Group for Neuroblastoma. | 2003-04-15 |
|
| Mouse breast cancer resistance protein (Bcrp1/Abcg2) mediates etoposide resistance and transport, but etoposide oral availability is limited primarily by P-glycoprotein. | 2003-03-15 |
|
| Regulatory approvals of pediatric oncology drugs: previous experience and new initiatives. | 2003-03-15 |
|
| Cell proliferation is related to in vitro drug resistance in childhood acute leukaemia. | 2003-03-10 |
|
| Survival with dacarbazine and fotemustine in newly diagnosed glioblastoma multiforme. | 2003-02-24 |
|
| Feasibility of combination chemotherapy with cisplatin and etoposide for haemodialysis patients with lung cancer. | 2003-01-13 |
|
| Recent advances in traditional plant drugs and orchids. | 2003-01 |
|
| Dental abnormalities in children after chemotherapy treatment for acute lymphoid leukemia. | 2003-01 |
|
| Successful paternity with microassisted fertilization after total body irradiation-based conditioning for autologous bone marrow transplantation. | 2003 |
|
| Taxanes in the treatment of advanced (stage III and IV) non-small cell lung cancer (NSCLC): recent developments. | 2003 |
|
| [Teniposide and cisplatin compared with etoposide and cisplatin for treatment of small cell lung cancer]. | 2002-12 |
|
| Characterization of the drug resistance and transport properties of multidrug resistance protein 6 (MRP6, ABCC6). | 2002-11-01 |
|
| [Chemosensitivity testing of oral and maxillofacial cancer with biopsy specimens]. | 2002-11 |
|
| The role of caspases 9 and 9-short (9S) in death ligand- and drug-induced apoptosis in human astrocytoma cells. | 2002-10-15 |
|
| Platinum drugs in the treatment of non-small-cell lung cancer. | 2002-10-07 |
|
| Study of either ifosfamide or teniposide compared to a standard chemotherapy for extensive disease small cell lung cancer: an Eastern Cooperative Oncology Group randomized study (E1588). | 2002-09 |
|
| Application of pharmacokinetic modelling to the routine therapeutic drug monitoring of anticancer drugs. | 2002-08 |
Sample Use Guides
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
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 07:33:27 GMT 2025
by
admin
on
Wed Apr 02 07:33:27 GMT 2025
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| Record UNII |
957E6438QA
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| Record Status |
Validated (UNII)
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| Record Version |
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| Classification Tree | Code System | Code | ||
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NDF-RT |
N0000000176
Created by
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FDA ORPHAN DRUG |
883
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WHO-ATC |
L01CB02
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WHO-VATC |
QL01CB02
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LIVERTOX |
NBK548102
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NDF-RT |
N0000175609
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NCI_THESAURUS |
C1331
Created by
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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m10558
Created by
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PRIMARY | Merck Index | ||
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10362
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122819
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100000082949
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75988
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CHEMBL452231
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452548
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1643736
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C857
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DTXSID8023638
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6546
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2590
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6843
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957E6438QA
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D013713
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249-831-2
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DB00444
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SUB10895MIG
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TENIPOSIDE
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3836
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29767-20-2
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| Related Record | Type | Details | ||
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METABOLITE -> PARENT | |||
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METABOLITE -> PARENT |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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ACTIVE MOIETY |