Call +41-61-926-60-40 Fax +41-61-926-60-49

Heptelidic acid

AG-CN2-0118-C250 250 µg INQ
AG-CN2-0118-M001 1 mg INQ
Select size:

* Required Fields

Add to Cart
Call +41-61-926-60-40
Fax +41-61-926-60-49
Contact Us!

Additional Information

Product Data
Synonyms Koningic acid; Avocettin; FO-4443; BRN 5091359
Formula C15H20O5
MW 280.3
CAS 57710-57-3 (74310-84-2 deleted)
Source/Host Isolated from Trichoderma sp.
Purity ≥95% (HPLC)
Appearance White solid.
Solubility Soluble in DMSO, ethanol, methanol or water.
Origin Manufactured by BioLinks K.K. with courtesy strain from The Kitasato Institute.
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 3 years after receipt when stored at -20°C.
MSDS Download Document Download

Product Description

  • Antibiotic [1, 2].
  • Potent selective glyceraldehyde 3-phosphate dehydrogenase (GAPDH) inhibitor. Binds to the essential Cys149 residue in the catalytic site of GAPDH [3-7, 10, 11].
  • Anticancer compound [8]. Selectively kills high-glycolytic cancer cells through glucose-dependent active ATP deprivation [12].
  • Antimalarial [9].
  • Apoptosis inhibitor. DNA fragmentation and caspase-3 activation inhibitor [13,16].
  • Selective and competitive inhibitor of mammalian DNA polymerases beta, lambda and terminal deoxynucleotidyl transferase (TdT) in family X of pols [14].

Product References

  1. A new sesquiterpene antibiotic, heptelidic acid producing organisms, fermentation, isolation and characterization: Y. Itoh, et al.; J. Antibiot. (Tokyo) 33, 468 (1980)
  2. Structure of heptelidic acid, a new sesquiterpene antibiotic from fungi: Y. Itoh, et al.; J. Antibiot. (Tokyo) 33, 525 (1980)
  3. Specific inhibition of glyceraldehyde-3-phosphate dehydrogenase by koningic acid (heptelidic acid): A. Endo, et al.; J. Antibiot. (Tokyo) 38, 920 (1985)
  4. Inactivation of rabbit muscle glyceraldehyde-3-phosphate dehydrogenase by koningic acid: K. Sakai, et al.; Biochim. Biophys. Acta 952, 297 (1988)
  5. Identification of koningic acid (heptelidic acid)-modified site in rabbit muscle glyceraldehyde-3-phosphate dehydrogenase: K. Sakai, et al.; Biochim. Biophys. Acta 1077, 192 (1991)
  6. Koningic acid (heptelidic acid) inhibition of glyceraldehyde-3-phosphate dehydrogenases from various sources: M. Kato, et al.; Biochim. Biophys. Acta 1120, 113 (1992)
  7. Glyceraldehyde-3-phosphate dehydrogenase is required for the transport of nitric oxide in platelets: B. McDonald, et al.; PNAS 90, 11122 (1993)
  8. Antitumor activity of heptelidic acid chlorohydrin: J. Kawashima, et al.; J. Antibiot. (Tokyo) 47, 1562 (1994)
  9. Antimalarial activity of radicicol, heptelidic acid and other fungal metabolites: Y. Tanaka, et al.; J. Antibiot. (Tokyo) 51, 153 (1998)
  10. Glyceraldehyde-3-phosphate dehydrogenase activity as an independent modifier of methylglyoxal levels in diabetes: P.J. Beisswenger, et al.; Biochim. Biophys. Acta 1637, 98 (2003)
  11. D-Glyceraldehyde causes production of intracellular peroxide in pancreatic islets, oxidative stress, and defective beta cell function via non-mitochondrial pathways: H. Takahashi, et al.; J. Biol. Chem. 279, 37316 (2004)
  12. Glucose-dependent active ATP depletion by koningic acid kills high-glycolytic cells: S. Kumagai, et al.; BBRC 365, 362 (2008)
  13. Heptelidic acid, a sesquiterpene lactone, inhibits Etoposide-induced apoptosis in human leukemia U937 cells: J.H. Kim & C.H. Lee; J. Microbiol. Biotechnol. 19, 787 (2009)
  14. Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases: Y. Yamaguchi, et al.; Biosci. Biotechnol. Biochem. 74, 793 (2010)
  15. Rapid effector function of memory CD8+ T cells requires an immediate-early glycolytic switch: P. M. Gubser, et al.; Nat. Immunol. 14, 1064 (2013)
  16. The immune-metabolic basis of effector memory CD4+ T cell function under hypoxic conditions: S. Dimeloe, et al.; J. Immunol. 196, 106 (2016)
No reviews for this product yet.