(6S)-6-Fluoroshikimic acid

(6S)-6-Fluoroshikimic acid
Names
	Preferred IUPAC name (3R,4R,5S,6S)-6-Fluoro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
Identifiers
CAS Number	133398-72-8 [ChemSpider];
3D model (JSmol)	Interactive image;
ChemSpider	8395259;
PubChem CID	10219767;
UNII	48P26AK8X8 ;
CompTox Dashboard (EPA)	DTXSID101028206 ;
	InChI InChI=1S/C7H9FO5/c8-4-2(7(12)13)1-3(9)5(10)6(4)11/h1,3-6,9-11H,(H,12,13)/t3-,4+,5-,6-/m1/s1 Key: XFSMSJCDVCOESF-JGWLITMVSA-N; InChI=1/C7H9FO5/c8-4-2(7(12)13)1-3(9)5(10)6(4)11/h1,3-6,9-11H,(H,12,13)/t3-,4+,5-,6-/m1/s1 Key: XFSMSJCDVCOESF-JGWLITMVBO;
	SMILES F[C@H]1C(=C/[C@@H](O)[C@@H](O)[C@@H]1O)\C(=O)O;
Properties
Chemical formula	C7H9FO5
Molar mass	192.14 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

(6S)-6-Fluoroshikimic acid is an antibacterial agent acting on the aromatic biosynthetic pathway.^[1] It may be used against Plasmodium falciparum, the causative agent of malaria.^[2] The molecule is targeting the enzymes of the shikimate pathway. This metabolic pathway is not present in mammals. The mechanism of action of the molecule is not through the inhibition of chorismate synthase but by the inhibition of 4-aminobenzoic acid synthesis.^[3]