Heptelidic acid  (Synonyms: Koningic acid)

Heptelidic acid (Koningic acid) is a sesquiterpene antibiotic^[1]. Heptelidic acid inhibits Etoposide-induced apoptosis via downregulation of caspases^[2]. Koningic acid (KA) is a specific GAPDH inhibitor with an IC₅₀of 90 μM^[3].

Heptelidic acid is a sesquiterpene antibiotic, found in the culture filtrate of three different strains of fungi isolated from soil samples. Heptelidic acid produces organisms, fermentation, isolation and characterization^[1].
Heptelidic acid inhibits Etoposide-induced apoptosis in human leukemia U937 cells^[2].Heptelidic acid inhibits caspase- 3 induction in U937 cells with an IC₅₀ value of 40 μM after 8 h of Etoposide treatment^[2].
Heptelidic acid (Koningic acid; KA), a natural product obtained from the Trichoderma fungus, can directly bind to the active site of human GAPDH. The expression of T. koningii KAr-GAPDH successfully rescued cell viability in human cells treated with Heptelidic acid. HEK293T cells expressing T. koningii KAr-GAPDH exhibited complete cell viability after treatment with 0-200 μM Heptelidic acid with the IC₅₀=5 μM^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Heptelidic acid (Koningic acid; KA) is bioavailable and induces dynamic changes to glycolysis in vivo^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

280.32

C₁₅H₂₀O₅

57710-57-3

Solid

Colorless to off-white

O=C(C1=C[C@@]2([H])[C@]([C@@]3(OC3)CC[C@@H]2C(C)C)([H])C(OC1)=O)O

Room temperature in continental US; may vary elsewhere.

• [1]. Y Itoh, et al. A new sesquiterpene antibiotic, heptelidic acid producing organisms, fermentation, isolation and characterization. J Antibiot (Tokyo). 1980 May;33(5):468-73.  [Content Brief]

  [2]. Jin Hee Kim, et al. Heptelidic acid, a sesquiterpene lactone, inhibits Etoposide-induced apoptosis in human leukemia U937 cells. J Microbiol Biotechnol. 2009 Aug;19(8):787-91.  [Content Brief]

  [3]. Maria V Liberti, et al. A Predictive Model for Selective Targeting of the Warburg Effect through GAPDH Inhibition with a Natural Product. Cell Metab. 2017 Oct 3;26(4):648-659.e8.  [Content Brief]