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
[H][C@]12COC(=O)[C@]1([H])[C@H](C3=CC(OC)=C(O)C(OC)=C3)C4=C(C=C5OCOC5=C4)[C@H]2O[C@]6([H])O[C@]7([H])CO[C@H](O[C@@]7([H])[C@H](O)[C@H]6O)C8=CC=CS8
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: UNKNOWN food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1937.3 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: UNKNOWN food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
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: UNKNOWN food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1% |
TENIPOSIDE plasma | Homo sapiens population: UNKNOWN age: UNKNOWN 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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 Co-administed with:: cytarabine(300 mg/m2, twice weekly for 8 to 9 doses) Sources: |
unhealthy, children Health Status: unhealthy Condition: acute lymphoblastic leukemia 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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) n = 41 Health Status: unhealthy Condition: small cell lung carcinoma Age Group: 64 years (range: 46–83 years) Sex: M+F Population Size: 41 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 Co-administed with:: cytarabine(300 mg/m2, twice weekly for 8 to 9 doses) Sources: |
unhealthy, children Health Status: unhealthy Condition: acute lymphoblastic leukemia 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 Co-administed with:: cytarabine(300 mg/m2, twice weekly for 8 to 9 doses) Sources: |
unhealthy, children Health Status: unhealthy Condition: acute lymphoblastic leukemia 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 |
---|---|---|
Active, but not inactive, human centromeres display topoisomerase II activity in vivo. | 2002 |
|
Application of pharmacokinetic modelling to the routine therapeutic drug monitoring of anticancer drugs. | 2002 Aug |
|
[Teniposide and cisplatin compared with etoposide and cisplatin for treatment of small cell lung cancer]. | 2002 Dec |
|
[Chemosensitivity testing of oral and maxillofacial cancer with biopsy specimens]. | 2002 Nov |
|
Characterization of the drug resistance and transport properties of multidrug resistance protein 6 (MRP6, ABCC6). | 2002 Nov 1 |
|
The role of caspases 9 and 9-short (9S) in death ligand- and drug-induced apoptosis in human astrocytoma cells. | 2002 Oct 15 |
|
Platinum drugs in the treatment of non-small-cell lung cancer. | 2002 Oct 7 |
|
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 Sep |
|
Modulation of growth and radiochemosensitivity of human malignant glioma cells by acidosis. | 2002 Sep 1 |
|
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 |
|
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 Apr 15 |
|
Substituted benzo[i]phenanthridines as mammalian topoisomerase-targeting agents. | 2003 Apr 17 |
|
Inhibition of DNA topoisomerases I and II, and growth inhibition of human cancer cell lines by a marine microalgal polysaccharide. | 2003 Aug 1 |
|
Effect of Aplidin in acute lymphoblastic leukaemia cells. | 2003 Aug 18 |
|
[Evaluation of efficacy of treatment for 30 children with neuroblastoma]. | 2003 Dec |
|
Carboplatin and teniposide as third-line chemotherapy in patients with recurrent oligodendroglioma or oligoastrocytoma: a phase II study. | 2003 Dec |
|
Survival with dacarbazine and fotemustine in newly diagnosed glioblastoma multiforme. | 2003 Feb 24 |
|
Recent advances in traditional plant drugs and orchids. | 2003 Jan |
|
Dental abnormalities in children after chemotherapy treatment for acute lymphoid leukemia. | 2003 Jan |
|
Feasibility of combination chemotherapy with cisplatin and etoposide for haemodialysis patients with lung cancer. | 2003 Jan 13 |
|
Interactions between antiepileptic and chemotherapeutic drugs. | 2003 Jul |
|
DNA sequence specificity for topoisomerase II poisoning by the quinoxaline anticancer drugs XK469 and CQS. | 2003 Jun |
|
Cell proliferation is related to in vitro drug resistance in childhood acute leukaemia. | 2003 Mar 10 |
|
Mouse breast cancer resistance protein (Bcrp1/Abcg2) mediates etoposide resistance and transport, but etoposide oral availability is limited primarily by P-glycoprotein. | 2003 Mar 15 |
|
Regulatory approvals of pediatric oncology drugs: previous experience and new initiatives. | 2003 Mar 15 |
|
[Treatment of malignant non-Hodgkin's lymphoma. Economic impact of rituximab (Mabthera) versus conventional chemotherapy]. | 2003 May |
|
Enhanced production of podophyllotoxin by Podophyllum hexandrum using in situ cell retention bioreactor. | 2003 May-Jun |
|
[Chemosensitivity testing of oral squamous cell carcinomas with teniposide]. | 2003 Nov |
|
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 |
|
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 Oct |
|
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 Oct |
|
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 Sep 1 |
|
Extraocular retinoblastoma: a 13-year experience. | 2003 Sep 15 |
|
Chemotherapy induced gastrointestinal toxicity in rats: involvement of mitochondrial DNA, gastrointestinal permeability and cyclooxygenase -2. | 2003 Sep-Dec |
|
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 |
|
[Survivin antisense oligonucleotide induces lymphoma cells apoptosis and sensitizes the cells to chemotherapy]. | 2004 Apr |
|
Overexpression of a dominant-negative mutant Ubc9 is associated with increased sensitivity to anticancer drugs. | 2004 Apr 15 |
|
[Significance of C-reaction protein for differential diagnosis of fever after chemotherapy on children with acute lymphoblastic leukemia]. | 2004 Jul |
|
Bone marrow transplantation for therapy-related acute myeloid leukemia in congenital retinoblastoma associated with 13q deletion syndrome. | 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 |
|
Regulation of DNaseY activity by actinin-alpha4 during apoptosis. | 2004 Jun |
|
Long-term efficacy of the CHVmP/BV regimen used for aggressive non-Hodgkin's lymphoma in three randomised EORTC trials. | 2004 Mar |
|
[Chemotherapy with higher or lower dose of teniposide combined with cisplatin and pingyangmycin for oral squamous cell carcinoma]. | 2004 May |
|
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 |
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
Sat Dec 16 16:16:05 GMT 2023
by
admin
on
Sat Dec 16 16:16:05 GMT 2023
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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
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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
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m10558
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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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Related Record | Type | Details | ||
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ACTIVE MOIETY |