CAS 108073-65-0

glucopiericidin A

Description:

Glucopiericidin A, with the CAS number 108073-65-0, is a natural product belonging to the class of compounds known as alkaloids. It is primarily derived from certain species of fungi, particularly those in the genus Penicillium. This compound is characterized by its complex molecular structure, which includes multiple functional groups that contribute to its biological activity. Glucopiericidin A has garnered interest in the field of medicinal chemistry due to its potential pharmacological properties, including antimicrobial and anticancer activities. Its mechanism of action may involve the inhibition of specific enzymes or pathways within target cells, although detailed studies are ongoing to elucidate these mechanisms fully. Additionally, glucopiericidin A's solubility and stability in various solvents can influence its bioavailability and efficacy in therapeutic applications. As research continues, the exploration of glucopiericidin A's properties may lead to the development of novel therapeutic agents or provide insights into its role in natural product chemistry.

Formula: C₃₁H₄₇NO₉

InChI: InChI=1/C31H47NO9/c1-9-21(3)31(30(6,37)28(35)29(5,36)24(19-33)41-31)40-18-14-12-10-11-13-15-20(2)16-17-23-22(4)25(34)26(38-7)27(32-23)39-8/h9-13,16,24,28,33,35-37H,14-15,17-19H2,1-8H3,(H,32,34)/b12-10+,13-11+,20-16+,21-9+/t24-,28+,29-,30-,31-/m1/s1

Synonyms:

• beta-D-Glucopyranoside, 10-(4-hydroxy-5,6-dimethoxy-3-methyl-2-pyridinyl)-2,4,8-trimethyl-1-(1-methyl-1-propenyl)-3,5,8-decatrienyl-, (R-(R*,R*(all E)))-
• 2,3-dimethoxy-5-methyl-6-[(2E,5E,7E)-3-methyl-10-({(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-3,5-dimethyl-2-[(1E)-1-methylprop-1-en-1-yl]tetrahydro-2H-pyran-2-yl}oxy)deca-2,5,7-trien-1-yl]pyridin-4(1H)-one (non-preferred name)
• Glucopiericidin A
• [Synonyms]

Glucopiericidin A

CAS: 108073-65-0

Glucopiericidin A is a natural piperidine-based compound found in marine-derived Streptomyces strains. It serves as a chemical probe for glucose transporter proteins (GLUT) and can inhibit glycolysis. When combined with Piericidin A (PA), it synergistically inhibits ATP-dependent filopodia formation, yet has no effect alone. Glucopiericidin A induces apoptosis by increasing PRDX1, thereby reducing reactive oxygen species (ROS) levels, and also demonstrates potent antitumor activity in ACHN mouse xenografts.

Formula: C₃₁H₄₇NO₉

Color and Shape: Solid

Molecular weight: 577.706

Ref: TM-TN9037