Koningic acid

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]

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	57710-57-3 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:214314
ChEMBL	ChEMBL3585922
ChemSpider	9121060
PubChem CID	10945834
UNII	6H8EDV2NKQ Y
CompTox Dashboard (EPA)	DTXSID901105608
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)/t10-,11-,12-,15-/m1/s1 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