Koningic acid

Koningic acid
Names
Preferred IUPAC name
(2′S,5aS,6R,9aS)-1-Oxo-6-(propan-2-yl)-1,5a,6,7,8,9a-hexahydro-3H-spiro[[2]benzoxepine-9,2′-oxirane]-4-carboxylic acid
Other names
(+)-Heptelidic acid
Identifiers
CAS Number
  • 74310-84-2 checkY
3D model (JSmol)
  • Interactive image
PubChem CID
  • 10945834
UNII
  • 6H8EDV2NKQ checkY
CompTox Dashboard (EPA)
  • DTXSID901105608 Edit this at Wikidata
InChI
  • Key: JESMSCGUTIEROV-RTWAVKEYSA-N
  • CC(C)[C@H]1CC[C@@]2(CO2)[C@@H]3[C@@H]1C=C(COC3=O)C(=O)O
Properties
Chemical formula
 C15H20O5
Molar mass 280.320 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Koningic acid (KA, also known as heptelidic acid) is a potent, selective, irreversible GAPDH inhibitor.[1][2] It is also a DNA polymerase inhibitor. The koningic acid molecule, produced by fungi that consume sweet potatoes, has been shown to curb the excessive glucose consumption in tumors exhibiting the Warburg effect and leaving healthy cells alone.[3]

References

  1. ^ "Heptelidic acid (Koningic acid) - Abcam". www.abcam.com.
  2. ^ Endo, Akira; Hasum, Kenji; Hasumi, Kenji; Sakai, Kaoru; Kanbe, Tomomi (1985). "Specific inhibition of glyceraldehyde-3-phosphate dehydrogenase by koningic acid (Heptelidic acid)". The Journal of Antibiotics. 38 (7): 920–5. doi:10.7164/antibiotics.38.920. PMID 4030504.
  3. ^ "Natural molecule appears to shut off cancer cells' energy source".
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