IDN 5109: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
ID Source | ID |
---|---|
PubMed CID | 6918412 |
CHEMBL ID | 382300 |
SCHEMBL ID | 9932772 |
MeSH ID | M0358206 |
Synonym |
---|
idn-5109 |
bay-59-8862 |
ortataxel |
sb-t-101131 |
bay-59 |
ind5109 |
13-(n-tert-butoxycarbonyl-beta-isobutyisoserinyl)-14-hydroxybaccatin-1,14-carbonate |
13-(n-tert-butoxycarbonyl-beta-isobutyisoserinyl)-14-hydroxy-baccatin-1,14-carbonate |
bay 59-8862 |
idn 5109 |
sb-t 101131 |
CHEMBL382300 |
hexanoic acid, 3-(((1,1-dimethylethoxy)carbonyl)amino)-2-hydroxy-5-methyl-, (3as,4r,7r,8as,9s,10ar,12as,12br,13s,13as)-7,12a-bis(acetyloxy)-13-(benzoyloxy)-3a,4,7,8,8a,9,10,10a,12,12a,12b,13-dodecahydro-9-hydroxy-5,8a,14,14-tetramethyl-2,8-dioxo-6,13a-met |
(3as,4r,5e,7r,8as,9s,10ar,12as,12br,13s,13as)-7,12a-bis(acetyloxy)-13-(benzoyloxy)-9-hydroxy-5,8a,14,14-tetramethyl-2,8-dioxo-3a,4,7,8,8a,9,10,10a,12,12a,12b,13-dodecahydro-6,13a-methano-13ah-oxeto(2',3':5',6')benzo(1',2':4,5)cyclodeca(1,2-d)-1,3-dioxol-4 |
186348-23-2 |
8h61y4e29n , |
unii-8h61y4e29n |
ortataxel [inn] |
ortataxel [who-dd] |
idn5109 |
SCHEMBL9932772 |
DB11669 |
[(1s,2s,4s,7r,9s,10s,12r,15r,16s)-4,12-diacetyloxy-9-hydroxy-15-[(2r,3s)-2-hydroxy-5-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]oxy-10,14,20,20-tetramethyl-11,18-dioxo-6,17,19-trioxapentacyclo[11.6.1.01,16.03,10.04,7]icos-13-en-2-yl] benzoat |
[(1s,2s,3r,4s,7r,9s,10s,12r,15r,16s)-4,12-diacetyloxy-9-hydroxy-15-[(2r,3s)-2-hydroxy-5-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]oxy-10,14,20,20-tetramethyl-11,18-dioxo-6,17,19-trioxapentacyclo[11.6.1.01,16.03,10.04,7]icos-13-en-2-yl] benz |
ro-9-hydroxy-5,8a,14,14-tetramethyl-2,8-dioxo-6,13a-methano-13ah-oxeto[2'',3'' |
hexanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-5-methyl-, (3as,4r,7r,8as,9s,10ar,12as,12br,13s,13as)-7,12a-bis(acetyloxy)-13-(benzoyloxy)-3a,4,7,8,8a,9,10,10a,12,12a,12b,13-dodecahyd |
DTXSID10870170 |
Excerpt | Reference | Relevance |
---|---|---|
" could improve bioavailability compared with paclitaxel." | ( IDN5109, a taxane with oral bioavailability and potent antitumor activity. Bombardelli, E; Colombo, T; D'Incalci, M; Donati, MB; Giavazzi, R; Monardo, C; Morazzoni, P; Nicoletti, MI; Riva, A; Rossi, C; Stura, S; Zucchetti, M, 2000) | 0.31 |
" Because P-glycoprotein may critically influence intestinal absorption and oral bioavailability of taxanes, the purpose of the study was to evaluate the bioavailability, the pharmacokinetic behavior, and the antitumor activity of the new taxane after oral administration." | ( Oral efficacy and bioavailability of a novel taxane. Bombardelli, E; Colombo, T; D'Incalci, M; Monestiroli, S; Morazzoni, P; Polizzi, D; Pratesi, G; Riva, A; Tortoreto, M; Zucchetti, M; Zunino, F, 2000) | 0.31 |
" In addition, the reduced recognition of several compounds by multi-drug-resistance related transport systems has yielded some orally bioavailable compounds with marked in vivo antitumor activity." | ( Preclinical evaluation of new taxoids. Bissery, MC, 2001) | 0.31 |
" By comparing the interactions of each analogue with beta-tubulin, the structure-activity relationships are summarized as follow: C-2 benzoyl and taxane ring systems are the essential groups for microtubule binding, the improvements of bioactivity and bioavailability are dependent on the substituents at positions C-1, C-4, C-7, C-9, C-10, and C-14, whereas the C-13 side chain mainly provides a specific binding." | ( Structure-activity relationship of taxol inferring from docking taxol analogues to microtubule binding site. Ma, Y; Xiang, F; Yin, R; Yu, J; Yu, L, ) | 0.13 |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID680313 | TP_TRANSPORTER: efflux of mitoxantrone (Mitoxantrone: 3uM) in the presence of Ortataxel at a concentration of 10uM in MCF7/R cells | 2004 | Cancer chemotherapy and pharmacology, May, Volume: 53, Issue:5 | Broad-spectrum modulation of ATP-binding cassette transport proteins by the taxane derivatives ortataxel (IDN-5109, BAY 59-8862) and tRA96023. |
AID231227 | Potency differential in resistant to that of sensitive A2780CIS cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID103575 | In vitro cytotoxicity against MCF-7 cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID7505 | In vitro cytotoxicity against A2780ADR cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID1061915 | Cytotoxicity against human MCF7 cells at 1 uM after 72 hrs by MTT assay | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID257059 | Cytotoxic potency in MCF7 human mammary carcinoma cell line after 72 hr exposure by SRB test | 2005 | Bioorganic & medicinal chemistry letters, Dec-01, Volume: 15, Issue:23 | Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390. |
AID1061916 | Cytotoxicity against human NCI-H460 cells at 1 uM after 72 hrs by MTT assay | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID103770 | In vitro cytotoxicity against MCF7-R cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID1061914 | Cytotoxicity against human A375 cells at 1 uM after 72 hrs by MTT assay | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID231226 | Potency differential in resistant to that of sensitive A2780ADR cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID1061917 | Cytotoxicity against human HeLa cells at 1 uM after 72 hrs by MTT assay | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID1061911 | Cytotoxicity against human HL60 cells at 1 uM after 72 hrs by MTT assay | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID103776 | Potency differential in resistant to that of sensitive MCF7-R cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID257061 | Resistance index (IC50 of MCF7 resistant cell line/IC50 of MCF7 sensitive cell line) | 2005 | Bioorganic & medicinal chemistry letters, Dec-01, Volume: 15, Issue:23 | Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390. |
AID1061913 | Cytotoxicity against human HT-29 cells at 1 uM after 72 hrs by MTT assay | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID1061907 | Efflux ratio of apparent permeability from basolateral to apical side over apical to basolateral side in human Caco2 cells at 10 uM after 90 mins by LC-MS/MS analysis | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID7506 | In vitro cytotoxicity against A2780CIS cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID1061908 | Apparent permeability from basolateral to apical side in human Caco2 cells at 10 uM after 90 mins by LC-MS/MS analysis | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID10176 | In vitro cytotoxicity against A2780 cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID231228 | Potency differential in resistant to that of sensitive A2780TAX cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID1061918 | Cytotoxicity against human A2780 cells at 1 uM after 72 hrs by MTT assay | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID7677 | In vitro cytotoxicity against A2780TAX cell line | 2003 | Journal of medicinal chemistry, Nov-06, Volume: 46, Issue:23 | Synthesis and biological evaluation of 2'-methyl taxoids derived from baccatin III and 14beta-OH-baccatin III 1,14-carbonate. |
AID1061912 | Cytotoxicity against human DU145 cells at 1 uM after 72 hrs by MTT assay | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID1061909 | Apparent permeability from apical to basolateral side in human Caco2 cells at 10 uM after 90 mins by LC-MS/MS analysis | 2014 | Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1 | The synthesis of novel taxoids for oral administration. |
AID257060 | Cytotoxic potency in doxorubicin resistant MCF7 cell line after 72 hr exposure by SRB test | 2005 | Bioorganic & medicinal chemistry letters, Dec-01, Volume: 15, Issue:23 | Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 2 (8.70) | 18.2507 |
2000's | 17 (73.91) | 29.6817 |
2010's | 3 (13.04) | 24.3611 |
2020's | 1 (4.35) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (11.46) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 1 (4.00%) | 5.53% |
Reviews | 5 (20.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 19 (76.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Trial | Phase | Enrollment | Study Type | Start Date | Status | ||
---|---|---|---|---|---|---|---|
An Uncontrolled Phase II, Multi Center Trial Evaluating Antitumor Efficacy and Safety of Bay 59-8862 in Patients With Advanced Renal Cell Carcinoma [NCT00044564] | Phase 2 | 54 participants (Actual) | Interventional | 2001-12-31 | Completed | ||
Multicenter, Single Arm, Open-Label Phase II Trial On The Efficacy Of Ortataxel In Recurrent Glioblastoma [NCT01989884] | Phase 2 | 45 participants (Actual) | Interventional | 2013-11-30 | Completed | ||
An Uncontrolled Phase II Multi-Center Trial Evaluating Anti-Tumor Efficacy and Safety of BAY 59-8862 in Patients With Advanced Renal Cell Cancer [NCT00039169] | Phase 2 | 0 participants | Interventional | 2001-12-31 | Active, not recruiting | ||
An Open Phase II, Multi Center Trial of BAY 59-8862 in Patients With Aggressive, Refractory Non-Hodgkin's Lymphoma [NCT00044551] | Phase 2 | 29 participants (Actual) | Interventional | 2002-02-28 | Completed | ||
An Open Phase II Multi-Center Trial of BAY 59-8862 in Patients With Aggressive Refractory Non-Hodgkin's Lymphoma [NCT00039156] | Phase 2 | 0 participants | Interventional | 2002-01-31 | Active, not recruiting | ||
An Uncontrolled Phase II Study Evaluating the Efficacy and Safety of Intravenous BAY59-8862 in Patients With Taxane-Resistant Metastatic Breast Cancer [NCT00044525] | Phase 2 | 82 participants (Actual) | Interventional | 2002-04-30 | Completed | ||
An Uncontrolled, Phase II Study Evaluating Anti-Tumor Efficacy and Safety of BAY 59-8862 in Patients With Taxane Resistant Non-Small Cell Lung Carcinoma (NSCLC) [NCT00044538] | Phase 2 | 102 participants (Actual) | Interventional | 2001-12-31 | Completed | ||
An Uncontrolled, Phase II Study Evaluating Anti-Tumor Efficacy and Safety of BAY 59-8862 in Patients With Taxane Resistant Non-Small Cell Lung Carcinoma (NSCLC) [NCT00054314] | Phase 2 | 0 participants | Interventional | 2002-03-31 | Completed | ||
[information is prepared from clinicaltrials.gov, extracted Sep-2024] |