(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 N[ChemSpider]
3D model ( JSmol )	Interactive image
ChemSpider	8395259
PubChem CID	10219767
UNII	48P26AK8X8 Y
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.

The use of the molecule led to resistances in Escherichia coli.^[4]

See also

• Shikimic acid

References

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