Baikiain

Baikiain is an organic compound with the molecular formula C₆H₉NO₂. Chemically, it is classified as a tetrahydropyridine substituted with a carboxylic acid. Because it contains both this carboxylic acid and an adjacent amine group, it is also an alpha-amino acid.^[1] Baikiain is one of the two enantiomers of the chiral compound 4,5-didehydropipecolic acid.

Baikiain

Names
IUPAC name (2S)-1,2,3,6-Tetrahydropyridine-2-carboxylic acid
Other names (-)-(S)-Baikiain; L-Baikiain; (S)-4,5-Didehydropipecolic acid
Identifiers
CAS Number	31456-71-0
3D model (JSmol)	Interactive image
ChEBI	CHEBI:6199
ChemSpider	390175
KEGG	C08268
PubChem CID	441442
CompTox Dashboard (EPA)	DTXSID20331580
InChI InChI=1S/C6H9NO2/c8-6(9)5-3-1-2-4-7-5/h1-2,5,7H,3-4H2,(H,8,9)/t5-/m0/s1 Key: YCQPUTODZKESPK-YFKPBYRVSA-N
SMILES C1C=CCN[C@@H]1C(=O)O
Properties
Chemical formula	C6H9NO2
Molar mass	127.143 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

Sources

Baikiain has been found in diverse natural sources including dates,^[1] African teak (Baikiaea plurijuga) wood,^[2] and the red algae Serraticardia maxima.^[3]

Several laboratory syntheses of baikiain and its racemic form have been reported.^[4][5][6][7]

Effects

Baikiain is hypothesized to be the causative agent of illnesses resulting from consumption of food products containing tara flour.^[8]