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 ;
3D model (JSmol)	Interactive image;
PubChem CID	10945834;
UNII	6H8EDV2NKQ ;
CompTox Dashboard (EPA)	DTXSID901105608 ;
	InChI Key: JESMSCGUTIEROV-RTWAVKEYSA-N;
	SMILES 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

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

^ "Heptelidic acid (Koningic acid) - Abcam". www.abcam.com.
^ 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.
^ "Natural molecule appears to shut off cancer cells' energy source".

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[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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