Page last updated: 2024-11-11

idn 5109

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

IDN 5109: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6918412
CHEMBL ID382300
SCHEMBL ID9932772
MeSH IDM0358206

Synonyms (27)

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

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" 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
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (25)

Assay IDTitleYearJournalArticle
AID680313TP_TRANSPORTER: efflux of mitoxantrone (Mitoxantrone: 3uM) in the presence of Ortataxel at a concentration of 10uM in MCF7/R cells2004Cancer 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.
AID231227Potency differential in resistant to that of sensitive A2780CIS cell line2003Journal 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.
AID103575In vitro cytotoxicity against MCF-7 cell line2003Journal 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.
AID7505In vitro cytotoxicity against A2780ADR cell line2003Journal 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.
AID1061915Cytotoxicity against human MCF7 cells at 1 uM after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID257059Cytotoxic potency in MCF7 human mammary carcinoma cell line after 72 hr exposure by SRB test2005Bioorganic & medicinal chemistry letters, Dec-01, Volume: 15, Issue:23
Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390.
AID1061916Cytotoxicity against human NCI-H460 cells at 1 uM after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID103770In vitro cytotoxicity against MCF7-R cell line2003Journal 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.
AID1061914Cytotoxicity against human A375 cells at 1 uM after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID231226Potency differential in resistant to that of sensitive A2780ADR cell line2003Journal 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.
AID1061917Cytotoxicity against human HeLa cells at 1 uM after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID1061911Cytotoxicity against human HL60 cells at 1 uM after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID103776Potency differential in resistant to that of sensitive MCF7-R cell line2003Journal 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.
AID257061Resistance index (IC50 of MCF7 resistant cell line/IC50 of MCF7 sensitive cell line)2005Bioorganic & medicinal chemistry letters, Dec-01, Volume: 15, Issue:23
Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390.
AID1061913Cytotoxicity against human HT-29 cells at 1 uM after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID1061907Efflux 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 analysis2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID7506In vitro cytotoxicity against A2780CIS cell line2003Journal 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.
AID1061908Apparent permeability from basolateral to apical side in human Caco2 cells at 10 uM after 90 mins by LC-MS/MS analysis2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID10176In vitro cytotoxicity against A2780 cell line2003Journal 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.
AID231228Potency differential in resistant to that of sensitive A2780TAX cell line2003Journal 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.
AID1061918Cytotoxicity against human A2780 cells at 1 uM after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID7677In vitro cytotoxicity against A2780TAX cell line2003Journal 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.
AID1061912Cytotoxicity against human DU145 cells at 1 uM after 72 hrs by MTT assay2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID1061909Apparent permeability from apical to basolateral side in human Caco2 cells at 10 uM after 90 mins by LC-MS/MS analysis2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
The synthesis of novel taxoids for oral administration.
AID257060Cytotoxic potency in doxorubicin resistant MCF7 cell line after 72 hr exposure by SRB test2005Bioorganic & 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]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (8.70)18.2507
2000's17 (73.91)29.6817
2010's3 (13.04)24.3611
2020's1 (4.35)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.46

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.

MetricThis Compound (vs All)
Research Demand Index11.46 (24.57)
Research Supply Index3.30 (2.92)
Research Growth Index4.75 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.46)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (4.00%)5.53%
Reviews5 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other19 (76.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Clinical Trials (8)

Trial Overview

TrialPhaseEnrollmentStudy TypeStart DateStatus
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 254 participants (Actual)Interventional2001-12-31Completed
Multicenter, Single Arm, Open-Label Phase II Trial On The Efficacy Of Ortataxel In Recurrent Glioblastoma [NCT01989884]Phase 245 participants (Actual)Interventional2013-11-30Completed
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 20 participants Interventional2001-12-31Active, not recruiting
An Open Phase II, Multi Center Trial of BAY 59-8862 in Patients With Aggressive, Refractory Non-Hodgkin's Lymphoma [NCT00044551]Phase 229 participants (Actual)Interventional2002-02-28Completed
An Open Phase II Multi-Center Trial of BAY 59-8862 in Patients With Aggressive Refractory Non-Hodgkin's Lymphoma [NCT00039156]Phase 20 participants Interventional2002-01-31Active, 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 282 participants (Actual)Interventional2002-04-30Completed
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 2102 participants (Actual)Interventional2001-12-31Completed
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 20 participants Interventional2002-03-31Completed
[information is prepared from clinicaltrials.gov, extracted Sep-2024]