Page last updated: 2024-11-11

fr 901464

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Description

FR 901464: isolated from Pseudomonas; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6448738
MeSH IDM0272899
PubMed CID10553647
CHEMBL ID494107
CHEBI ID65915
SCHEMBL ID12738778
MeSH IDM0272899

Synonyms (21)

Synonym
wb 2663b
fr-901464
fr 901464
146478-72-0
[(e,2s)-5-[[(2r,5s,6s)-6-[(2e,4e)-5-[(4r,5r,7s)-4,7-dihydroxy-7-methyl-1,6-dioxaspiro[2.5]octan-5-yl]-3-methylpenta-2,4-dienyl]-2,5-dimethyloxan-3-yl]amino]-5-oxopent-3-en-2-yl] acetate
[(e,2s)-4-[[(2r,3r,5s,6s)-6-[(2e,4e)-5-[(3r,4r,5r,7s)-4,7-dihydroxy-7-methyl-1,6-dioxaspiro[2.5]octan-5-yl]-3-methylpenta-2,4-dienyl]-2,5-dimethyloxan-3-yl]carbamoyl]but-3-en-2-yl] acetate
fr901464 ,
chebi:65915 ,
CHEMBL494107
(2s,3z)-5-{[(2r,3r,5s,6s)-6-{(2e,4e)-5-[(3r,4r,5r,7s)-4,7-dihydroxy-7-methyl-1,6-dioxaspiro[2.5]oct-5-yl]-3-methylpenta-2,4-dien-1-yl}-2,5-dimethyltetrahydro-2h-pyran-3-yl]amino}-5-oxopent-3-en-2-yl acetate
SCHEMBL12738778
LMFA08020177
Q27134411
[(z,2s)-5-[[(2r,3r,5s,6s)-6-[(2e,4e)-5-[(3r,4r,5r,7s)-4,7-dihydroxy-7-methyl-1,6-dioxaspiro[2.5]octan-5-yl]-3-methylpenta-2,4-dienyl]-2,5-dimethyloxan-3-yl]amino]-5-oxopent-3-en-2-yl] acetate
MS-29435
CS-0006188
HY-16212
(2z,4s)-4-(acetyloxy)-n-[(2r,3r,5s,6s)-6-[(2e,4e)-5-[(3r,4r,5r,7s)-4,7-dihydroxy-7-methyl-1,6-dioxaspiro[2.5]oct-5-yl]-3-methyl-2,4-pentadien-1-yl]tetrahydro-2,5-dimethyl-2h-pyran-3-yl]-2-pentenamide
DTXSID801098397
AKOS040751857
(s,z)-5-(((2r,3r,5s,6s)-6-((2e,4e)-5-((3r,4r,5r,7s)-4,7-dihydroxy-7-methyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)-2,5-dimethyltetrahydro-2h-pyran-3-yl)amino)-5-oxopent-3-en-2-yl acetate
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
antimicrobial agentA substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
bacterial metaboliteAny prokaryotic metabolite produced during a metabolic reaction in bacteria.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (5)

ClassDescription
acetate esterAny carboxylic ester where the carboxylic acid component is acetic acid.
cyclic hemiketalA hemiacetal having the structure R2C(OH)OR (R =/= H), derived from a ketone by formal addition of an alcohol to the carbonyl group. The term 'cyclic hemiketals', once abandoned by IUPAC, has been reinstated as a subclass of hemiacetals.
pyrans
monocarboxylic acid amideA carboxamide derived from a monocarboxylic acid.
spiro-epoxideAn oxaspiro compound in which a carbon atom of an epoxide ring is the only common member of two rings.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (36)

Assay IDTitleYearJournalArticle
AID736714Antiproliferative activity against human DU145 cells assessed as growth inhibition measured after 48 hrs by MTT assay2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Genomics-guided discovery of thailanstatins A, B, and C As pre-mRNA splicing inhibitors and antiproliferative agents from Burkholderia thailandensis MSMB43.
AID503107Induction of p27 expression in human HeLa cells at 100 ng/ml after 16 hrs by Western blotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID441519Chemical stability in phosphate buffer assessed as half life at pH 7.4 at 37 degC2009Journal of medicinal chemistry, Nov-26, Volume: 52, Issue:22
Synthetic mRNA splicing modulator compounds with in vivo antitumor activity.
AID1895045Cytotoxicity against human Jurkat-TAg cells assessed as cell growth inhibition measured after 48 hrs2021Journal of natural products, 05-28, Volume: 84, Issue:5
Spliceostatins and Derivatives: Chemical Syntheses and Biological Properties of Potent Splicing Inhibitors.
AID503145Induction of CDK2 in HEK293T cells transfected with FLAG-tagged p27 at 20 nM by Western blot analysis2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503102Induction of CDK4 expression in human HeLa cells at 100 ng/ml after 14 hrs by Western blotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503112Induction of truncated p27 expression in human A549 cells at 1 to 100 ng/ml after 14 hrs by immunoblotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID386628Cytotoxicity against human A549 cells after 72 hrs by XTT colorimetric assay2008Journal of medicinal chemistry, Oct-09, Volume: 51, Issue:19
Antitumor compounds based on a natural product consensus pharmacophore.
AID503120Half life of the compound in culture medium by HPLC analysis2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503109Induction of p27 expression in HEK293T cells at 1 to 100 ng/ml after 14 hrs by immunoblotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID736713Antiproliferative activity against human NCI-H232A cells assessed as growth inhibition measured after 48 hrs by MTT assay2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Genomics-guided discovery of thailanstatins A, B, and C As pre-mRNA splicing inhibitors and antiproliferative agents from Burkholderia thailandensis MSMB43.
AID736715Inhibition of Pre-mRNA splicing in human HEK293 cells using p32-labeled CDC14-15 pre-mRNA by exonjunction complex (EJC) immunoprecipitation assay2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Genomics-guided discovery of thailanstatins A, B, and C As pre-mRNA splicing inhibitors and antiproliferative agents from Burkholderia thailandensis MSMB43.
AID503119Induction of truncated p27 expression in human HeLa cells at 100 ng/ml after 14 hrs in presence of 10 mM proteasome inhibitor MG1322007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503103Induction of CDK6 expression in human HeLa cells at 100 ng/ml after 14 hrs by Western blotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID736711Antiproliferative activity against human SKOV3 cells assessed as growth inhibition measured after 48 hrs by MTT assay2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Genomics-guided discovery of thailanstatins A, B, and C As pre-mRNA splicing inhibitors and antiproliferative agents from Burkholderia thailandensis MSMB43.
AID736717Stability of the compound in phosphate buffer at pH 7.4 at 37 degC by HPLC2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Genomics-guided discovery of thailanstatins A, B, and C As pre-mRNA splicing inhibitors and antiproliferative agents from Burkholderia thailandensis MSMB43.
AID1895047Inhibition of pre-mRNA splicing in human HeLa nuclear extract in presence of ATP2021Journal of natural products, 05-28, Volume: 84, Issue:5
Spliceostatins and Derivatives: Chemical Syntheses and Biological Properties of Potent Splicing Inhibitors.
AID503110Induction of truncated p27 expression in HEK293T cells at 1 to 100 ng/ml after 14 hrs by immunoblotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503144Induction of CDK2 in HEK293T cells transfected with FLAG-tagged truncated p27 at 200 nM by autoradiography2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503143Induction of CDK2 in HEK293T cells transfected with FLAG-tagged p27 at 200 nM by autoradiography2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID736718Stability of the compound in phosphate buffer at pH 7 at 37 degC by HPLC2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Genomics-guided discovery of thailanstatins A, B, and C As pre-mRNA splicing inhibitors and antiproliferative agents from Burkholderia thailandensis MSMB43.
AID386631Cytotoxicity against human MCF7 cells after 72 hrs by XTT colorimetric assay2008Journal of medicinal chemistry, Oct-09, Volume: 51, Issue:19
Antitumor compounds based on a natural product consensus pharmacophore.
AID503111Induction of p27 expression in human A549 cells at 1 to 100 ng/ml after 14 hrs by immunoblotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503114Induction of truncated p27 expression in human MCF7 cells at 1 to 100 ng/ml after 14 hrs by immunoblotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503106Induction of p16 expression in human HeLa cells at 100 ng/ml after 16 hrs by Western blotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID1895046Cytotoxicity against human MCF7 cells incubated for 7 to 10 days by MTS assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Spliceostatins and Derivatives: Chemical Syntheses and Biological Properties of Potent Splicing Inhibitors.
AID503150Induction of p27 expression in human HeLa cells at 1 to 100 ng/ml after 14 hrs by immunoblotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503113Induction of p27 expression in human MCF7 cells at 1 to 100 ng/ml after 14 hrs by immunoblotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503118Induction of p27 expression in human HeLa cells at 100 ng/ml after 14 hrs in presence of 10 mM proteasome inhibitor MG1322007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503108Induction of p21 expression in human HeLa cells at 100 ng/ml after 16 hrs by Western blotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID736712Antiproliferative activity against human MDA-MB-231 cells assessed as growth inhibition measured after 48 hrs by MTT assay2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Genomics-guided discovery of thailanstatins A, B, and C As pre-mRNA splicing inhibitors and antiproliferative agents from Burkholderia thailandensis MSMB43.
AID503100Induction of cyclin A expression in human HeLa cells at 100 ng/ml after 14 hrs by Western blotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503147Induction of FLAG-tagged p27 expression in HEK293T cells at 100 ng/ml after 14 hrs by Western blotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID503101Induction of CDK2 expression in human HeLa cells at 100 ng/ml after 14 hrs by Western blotting2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
AID736716Stability of the compound in phosphate buffer assessed as compound remaining after 8 to 78 hrs at pH 7.4 at 37 degC by HPLC2013Journal of natural products, Apr-26, Volume: 76, Issue:4
Genomics-guided discovery of thailanstatins A, B, and C As pre-mRNA splicing inhibitors and antiproliferative agents from Burkholderia thailandensis MSMB43.
AID503146Induction of CDK2 in HEK293T cells transfected with FLAG-tagged truncated p27 at 20 nM by Western blot analysis2007Nature chemical biology, Sep, Volume: 3, Issue:9
Spliceostatin A targets SF3b and inhibits both splicing and nuclear retention of pre-mRNA.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (32)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (9.38)18.2507
2000's12 (37.50)29.6817
2010's13 (40.63)24.3611
2020's4 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.53

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 Index11.53 (24.57)
Research Supply Index3.43 (2.92)
Research Growth Index4.96 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.53)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews3 (10.00%)6.00%
Reviews1 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other27 (90.00%)84.16%
Other4 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]