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2738-64-9,MFCD01677956
Catalog No.:AA00BCF1

2738-64-9 | Piericidin a

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1mg
≥95%
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$193.00   $135.00
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5mg
≥95%
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$916.00   $641.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BCF1
Chemical Name:
Piericidin a
CAS Number:
2738-64-9
Molecular Formula:
C25H37NO4
Molecular Weight:
415.5656
MDL Number:
MFCD01677956
SMILES:
C/C=C(/[C@@H]([C@@H](/C=C(/C=C/C/C(=C/Cc1nc(OC)c(c(c1C)O)OC)/C)\C)C)O)\C
Properties
Computed Properties
 
Complexity:
809  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
4  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
10  
XLogP3:
6.1  

Literature

Title: Piericidin A aggravates Tau pathology in P301S transgenic mice.

Journal: PloS one 20140101

Title: Elucidation of Piericidin A1 biosynthetic locus revealed a thioesterase-dependent mechanism of α-pyridone ring formation.

Journal: Chemistry & biology 20120224

Title: New insights into the superoxide generation sites in bovine heart NADH-ubiquinone oxidoreductase (Complex I): the significance of protein-associated ubiquinone and the dynamic shifting of generation sites between semiflavin and semiquinone radicals.

Journal: Biochimica et biophysica acta 20101201

Title: Metabolomic identification of the target of the filopodia protrusion inhibitor glucopiericidin A.

Journal: Chemistry & biology 20100924

Title: Photolabile ubiquinone analogues for identification and characterization of quinone binding sites in proteins.

Journal: Bioorganic & medicinal chemistry 20100515

Title: Differential effects of mitochondrial Complex I inhibitors on production of reactive oxygen species.

Journal: Biochimica et biophysica acta 20090501

Title: Etoposide-resistant HT-29 human colon carcinoma cells during glucose deprivation are sensitive to piericidin A, a GRP78 down-regulator.

Journal: Journal of cellular physiology 20080401

Title: Iromycins from Streptomyces sp. and from synthesis: new inhibitors of the mitochondrial electron transport chain.

Journal: Bioorganic & medicinal chemistry 20080215

Title: Total synthesis of piericidin A1 and B1 and key analogues.

Journal: Journal of the American Chemical Society 20060913

Title: Total synthesis of piericidin A1 and B1.

Journal: Journal of the American Chemical Society 20051116

Title: Inhibition of mitochondrial bioenergetics: the effects on structure of mitochondria in the cell and on apoptosis.

Journal: Acta biochimica Polonica 20040101

Title: Two EPR-detectable [4Fe-4S] clusters, N2a and N2b, are bound to the NuoI (TYKY) subunit of NADH:ubiquinone oxidoreductase (Complex I) from Rhodobacter capsulatus.

Journal: Biochimica et biophysica acta 20030306

Title: Hybrid ubiquinone: novel inhibitor of mitochondrial complex I.

Journal: Biochimica et biophysica acta 20021202

Title: Inhibition of photosystem II of spinach by the respiration inhibitors piericidin A and thenoyltrifluoroacetone.

Journal: Bioscience, biotechnology, and biochemistry 20020901

Title: Isolation and characterization of complex I, rotenone-sensitive NADH: ubiquinone oxidoreductase, from the procyclic forms of Trypanosoma brucei.

Journal: European journal of biochemistry 20010501

Title: Evidence for a quinone binding site close to the interface between NUOD and NUOB subunits of Complex I.

Journal: Biochimica et biophysica acta 20010402

Title: Matthias Höllerhage, et al. Piericidin A Aggravates Tau Pathology in P301S Transgenic Mice. PLoS One. 2014 Dec 1;9(12):e113557.

Title: Ji Eun Kang, et al. Efficacies of Quorum Sensing Inhibitors, Piericidin A and Glucopiericidin A, Produced by Streptomyces Xanthocidicus KPP01532 for the Control of Potato Soft Rot Caused by Erwinia Carotovora Subsp. Atroseptica. Microbiol Res. 2016 Mar;184:32-41.

Title: Solange Muhayimana, et al. Cytotoxic Selectivity and Apoptosis Induction of Piericidin A Contributes Potentially to Its Insecticidal Effect Against Mythimna Separata (Lepidoptera: Noctuidae) Larvae. Pestic Biochem Physiol. 2019 Jun;157:19-25.

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