Glucopiericidin A - CAS 108073-65-0

Glucopiericidin A - CAS 108073-65-0 Catalog number: BADC-00810

* Please be kindly noted products are not for therapeutic use. We do not sell to patients.

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.

Category
ADCs Cytotoxin
Product Name
Glucopiericidin A
CAS
108073-65-0
Catalog Number
BADC-00810
Molecular Formula
C31H47NO9
Molecular Weight
577.71 g/mol
Target
Glucopiericidin A

Ordering Information

Catalog Number Size Price Quantity
BADC-00810 -- $--
Inquiry
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.
Synonyms
10'-O-beta-D-Glucopyranosylpiercidin A1; Antibiotic MT 1882-II; 2-[(2E,5E,7E)-10-[(2R,3R,4S,5S,6R,9R,10R)-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
IUPAC Name
2,3-dimethoxy-5-methyl-6-[(2E,5E,7E,9R,10R,11E)-3,7,9,11-tetramethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytrideca-2,5,7,11-tetraenyl]-1H-pyridin-4-one
Canonical SMILES
CC=C(C)C(C(C)C=C(C)C=CCC(=CCC1=C(C(=O)C(=C(N1)OC)OC)C)C)OC2C(C(C(C(O2)CO)O)O)O
InChI
InChI=1S/C31H47NO9/c1-9-19(4)28(41-31-27(37)26(36)25(35)23(16-33)40-31)20(5)15-18(3)12-10-11-17(2)13-14-22-21(6)24(34)29(38-7)30(32-22)39-8/h9-10,12-13,15,20,23,25-28,31,33,35-37H,11,14,16H2,1-8H3,(H,32,34)/b12-10+,17-13+,18-15+,19-9+/t20-,23-,25-,26+,27-,28+,31+/m1/s1
InChIKey
YQOARHMNLCWEPG-DFTUVXBYSA-N
Density
1.21 g/cm3
Solubility
10 mm in DMSO
Flash Point
398.8ºC
Index Of Refraction
1.57
LogP
3.42730
PSA
150.96000
Vapour Pressure
5.43E-25mmHg at 25°C
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). Glucopiericidin A (25, 50 nM; 24 h) causes the upregulation of PRDX1 in ACHN cells. 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. Glucopiericidin A (25, 50 nM; 24 h) reduces ROS in normal ACHN cells. 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. Western Blot Analysis Cell Line: ACHN cells Concentration: 25 and 50 nM Incubation Time: 24 hours Result: Caused the upregulation of PRDX1 in ACHN cells. RT-PCR 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. Animal Model: Nude mice bearing ACHN tumor xenografts 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.
Appearance
Amorphous Powder
Purity
≥95%
Shelf Life
0-4℃ for short term (days to weeks), or -20℃ for long term (months).
Shipping
Room temperature
Storage
-20°C
Boiling Point
735.8 °C at 760 mmHg

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Historical Records: Glucopiericidin A

Services

Products

Resource

Send Inquiry

Verification code
Inquiry Basket