A bacterial metabolite; binds to tubulin (Kd = 0.33 μM); increases the CrC for tubulin assembly in GAB at 25 μM; induces G2/M phase cell cycle arrest in 3Y1 rat fibroblasts at 50 ng/ml; induces apoptosis in HL-60 human leukemia cells at 33 nM; inhibits the growth of HT-29 human colorectal and MCF-7 human breast cancer cells (IC50s = 6.4 and 6 nM

Pironetin – 1 mg

Brand:
Cayman
CAS:
151519-02-7
Storage:
-20
UN-No:
Non-Hazardous - /

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}  

 

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Description

A bacterial metabolite; binds to tubulin (Kd = 0.33 μM); increases the CrC for tubulin assembly in GAB at 25 μM; induces G2/M phase cell cycle arrest in 3Y1 rat fibroblasts at 50 ng/ml; induces apoptosis in HL-60 human leukemia cells at 33 nM; 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 HEK-293 cells (IC50 = 17 nM); 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); decreases the generation of cytotoxic T lymphocytes in mice in response to immunization by allogeneic mouse EL4 T lymphocytes at 5 mg/kg; inhibits rice plant growth by 23% when applied nine days prior to heading

Formal name: (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

Synonyms:  (–)-Pironetin|NK 10958|NL 9C|PA 48153c

Molecular weight: 324.5

CAS: 151519-02-7

Purity: ≥70%

Formulation: A solid

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