Pironetin

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Pironetin

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Cat No: 28853

Biochemicals - Natural Products

Pironetin is a bacterial metabolite originally isolated from Streptomyces that has diverse biological activities, including anti-proliferative, immunosuppressive, and plant growth regulatory properties.{46452,46453,46454,46455} It binds to tubulin wit...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

(5R,6R)-5-ethyl-5,6-dihydro-6-[(2R,3S,4R,5S,7E)-2-hydroxy-4-methoxy-3,5-dimethyl-7-nonen-1-yl]-2H-pyran-2-one

Correlated keywords:

148046-31-5 NK10958 NL9C NL9 PA48153c 48153 C antiproliferative G2M G 2 3Y-1 HL60 HT29 MCF7 noncancerous HEK-293 A 2780 AD EL-4

Product Overview:
Pironetin is a bacterial metabolite originally isolated from Streptomyces that has diverse biological activities, including anti-proliferative, immunosuppressive, and plant growth regulatory properties.{46452,46453,46454,46455} It binds to tubulin with a Kd value of 0.33 μM and increases the critical concentration (CrC) for tubulin assembly in glycerol-assembling buffer (GAB) at a concentration of 25 μM.{46453,46454} It also induces G2/M phase cell cycle arrest in 3Y1 rat fibroblasts and apoptosis in HL-60 human leukemia cells when used at concentrations of 50 ng/ml and 33 nM, respectively.{46453,46456} It inhibits the growth of HT-29 human colorectal and MCF-7 human breast cancer cells (IC50s = 6.4 and 6 nM, respectively) but also of non-cancerous human HEK293 cells (IC50 = 17 nM). It also inhibits the growth of A2780 human ovarian carcinoma cells, as well as of the drug-resistant, P-glycoprotein-expressing A2780AD subline (IC50s = 8 and 25 nM, respectively). Pironetin (5 mg/kg) decreases the generation of cytotoxic T lymphocytes in mice in response to immunization by EL4 allogeneic mouse T lymphocytes.{46455} It also inhibits rice plant growth by 23% when applied nine days prior to heading.{46452}

Size	1 mg
Shipping	dry ice
CAS Number	151519-02-7
Molecular Formula	C₁₉H₃₂O₄
SMILES	CC[C@H]1[C@@H](C[C@@H](O)[C@H](C)[C@H](OC)[C@@H](C)C/C=C/C)OC(C=C1)=O
Molecular Weight	324,5
Formulation	A solid
Purity	≥70%
Custom Code	2932.20
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.