108073-65-0
108073-65-0 structure
- Name: Glucopiericidin A
- Chemical Name: 2-[(2E,5E,7E)-10-[(2R,3R,4S,5S,6R)-2-[(E)-but-2-en-2-yl]-3,4,5-trihydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]oxy-3-methyldeca-2,5,7-trienyl]-5,6-dimethoxy-3-methyl-1H-pyridin-4-one
- CAS Number: 108073-65-0
- Molecular Formula: C31H47NO9
- Molecular Weight: 577.70600
- Catalog: Signaling Pathways Antibody-drug Conjugate ADC Cytotoxin
- Create Date: 2016-08-19 21:52:04
- Modify Date: 2025-08-27 01:27:57
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Glucopiericidin A is a natural piericidin compound obtained from a marine-derived Streptomyces strain. Glucopiericidin A serves as a glucose transporter (GLUT) chemical probe and suppresses glycolysis. Glucopiericidin A inhibits ATP-dependent filopodia protrusion with Piericidin A (PA; HY-114936) and has no effect alone. Glucopiericidin A induces cell apoptosis through reducing the reactive oxygen species (ROS) level by increasing PRDX1 and exhibits potent antitumor efficacy in ACHN mice xenografts[1][2].
| Name | 2-[(2E,5E,7E)-10-[(2R,3R,4S,5S,6R)-2-[(E)-but-2-en-2-yl]-3,4,5-trihydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]oxy-3-methyldeca-2,5,7-trienyl]-5,6-dimethoxy-3-methyl-1H-pyridin-4-one |
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| Synonyms | Glucopiericidin A |
| Description | Glucopiericidin A is a natural piericidin compound obtained from a marine-derived Streptomyces strain. Glucopiericidin A serves as a glucose transporter (GLUT) chemical probe and suppresses glycolysis. Glucopiericidin A inhibits ATP-dependent filopodia protrusion with Piericidin A (PA; HY-114936) and has no effect alone. Glucopiericidin A induces cell apoptosis through reducing the reactive oxygen species (ROS) level by increasing PRDX1 and exhibits potent antitumor efficacy in ACHN mice xenografts[1][2]. |
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| Related Catalog | |
| In Vitro | Glucopiericidin A has cytotoxicities against three renal carcinoma cell lines, ACHN (IC50=0.21 μM), OS-RC-2 (IC50>100 μM), and 786-O (IC50>100 μM), as well as a normal renal cell line, HK-2 (IC50>100 μM)[2]. Glucopiericidin A (25, 50 nM; 24 h) causes the upregulation of PRDX1 in ACHN cells[2]. Glucopiericidin A (25, 50 nM; 24 h) not only raises the expression of mRNA and protein of PRDX1 but also forces it into the nucleus[2]. Glucopiericidin A (25, 50 nM; 24 h) reduces ROS in normal ACHN cells[2]. Neither Glucopiericidin A (GPA) nor Piericidin A (PA) alone, at concentrations up to 500 nM and 2.3 mM, respectively, shows inhibitory activity. When combined, much lower concentrations of GPA (17 nM) and PA (0.68 nM) produces inhibition of filopodia protrusion[1]. Western Blot Analysis[2] Cell Line: ACHN cells Concentration: 25 and 50 nM Incubation Time: 24 hours Result: Caused the upregulation of PRDX1 in ACHN cells. RT-PCR[2] Cell Line: ACHN cells Concentration: 25 and 50 nM Incubation Time: 24 hours Result: Not only raised the expression of mRNA and protein of PRDX1 but also forced it into the nucleus |
| In Vivo | Glucopiericidin A (0.8 mg/kg/day; IP; for three weeks) significantly reduces the final tumor weight of the mice[2]. Animal Model: Nude mice bearing ACHN tumor xenografts[2] Dosage: 0.8 mg/kg Administration: IP; daily; for three weeks Result: Significantly reduced the final tumor weight of the mice. Increased the mRNA and protein expression of PRDX1 in tumor tissues. |
| References |
| Density | 1.21g/cm3 |
|---|---|
| Boiling Point | 735.8ºC at 760mmHg |
| Molecular Formula | C31H47NO9 |
| Molecular Weight | 577.70600 |
| Flash Point | 398.8ºC |
| Exact Mass | 577.32500 |
| PSA | 150.96000 |
| LogP | 3.42730 |
| Vapour Pressure | 5.43E-25mmHg at 25°C |
| Index of Refraction | 1.57 |