Heptelidic Acid

• CAT Number: I012086
• CAS Number: 57710-57-3
• Molecular Formula: C15H20O5
• Molecular Weight: 280.32
• Purity: 95%
• Synonyms: Koningic acid; Avocettin; FO-4443; BRN 5091359
• Target: A potent and selective glyceraldehyde 3-phosphate dehydrogenase (GAPDH) inhibitor
• Solubility: DMSO or EtOH
• Appearance: White solid
• Storage: -20°C
• Related CAS: Deleted CAS#: 74310-84-2
• Analysis method: HPLC
• IUPAC Name: 1-oxo-6-propan-2-ylspiro[3,5a,6,7,8,9a-hexahydro-2-benzoxepine-9,2'-oxirane]-4-carboxylic acid
• InChI: InChI=1S/C15H20O5/c1-8(2)10-3-4-15(7-20-15)12-11(10)5-9(13(16)17)6-19-14(12)18/h5,8,10-12H,3-4,6-7H2,1-2H3,(H,16,17)
• InChIKey: JESMSCGUTIEROV-UHFFFAOYSA-N
• SMILES: CC(C)C1CCC2(CO2)C3C1C=C(COC3=O)C(=O)O

Heptelidic Acid (CAT: I012086) is a natural product derived from the fermentation of the fungus Verticillium sp. It possesses various pharmacological activities, including antifungal, antibacterial, and antitumor properties. Heptelidic Acid has been shown to inhibit the growth of several fungal and bacterial strains, making it a potential candidate for the development of new antimicrobial agents. Additionally, it has demonstrated cytotoxic effects against certain cancer cell lines, suggesting its potential as an antitumor agent. Further research is needed to fully elucidate the mechanisms of action and explore the therapeutic applications of Heptelidic Acid in various disease conditions.

Reference

1.ENDO, AKIRA, et al. "Specific inhibition of glyceraldehyde-3-phosphate dehydrogenase by koningic acid (heptelidic acid)." The Journal of antibiotics 38.7 (1985): 920-925.
2.Sakai, Kaoru, Keiji Hasumi, and Akira Endo. "Identification of koningic acid (heptelidic acid)-modified site in rabbit muscle glyceraldehyde-3-phosphate dehydrogenase." Biochimica et Biophysica Acta (BBA)-Protein Structure and Molecular Enzymology 1077.2 (1991): 192-196.
3.Kumagai, Shohei, Ritsuko Narasaki, and Keiji Hasumi. "Glucose-dependent active ATP depletion by koningic acid kills high-glycolytic cells." Biochemical and biophysical research communications 365.2 (2008): 362-368.
4.Yamaguchi, Yasuhiro, et al. "Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases." Bioscience, biotechnology, and biochemistry (2010): 1002261878-1002261878.