Habenariol

Habenariol is a phenolic compound found in the semi-aquatic orchid Habenaria repens.[1] It acts as a feeding deterrent against the freshwater crayfish Procambarus clarkii.[2]

Habenariol

Names
IUPAC name bis(4-hydroxyphenyl)methyl (2R)-2-ethyl-2-hydroxy-4-methylpentanoate
Other names Bis-p-hydroxybenzyl-2-isobutylmalate
Identifiers
CAS Number	216752-89-5
3D model (JSmol)	Interactive image
PubChem CID	100989770
InChI InChI=1S/C21H26O5/c1-4-21(25,13-14(2)3)20(24)26-19(15-5-9-17(22)10-6-15)16-7-11-18(23)12-8-16/h5-12,14,19,22-23,25H,4,13H2,1-3H3/t21-/m1/s1 Key: RXNVZHSSBDLGHI-OAQYLSRUSA-N
SMILES c1cc(O)ccc1COC(=O)C(O)(CC(C)C)CC(=O)OCc(cc2)ccc2O
Properties
Chemical formula	C22H26O7
Molar mass	402.443 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

See also

• Gastrodigenin, a phenolic compound found in other orchids

References

1. Johnson, M. K.; Alexander, K. E.; Lindquist, N; Loo, G (1999). "A phenolic antioxidant from the freshwater orchid, Habenaria repens". Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology. 122 (2): 211–4. PMID 10190047.
2. Wilson, Dean M; Fenical, William; Hay, Mark; Lindquist, Niels; Bolser, Robin (1999). "Habenariol, a freshwater feeding deterrent from the aquatic orchid Habenaria repens (Orchidaceae)". Phytochemistry. 50 (8): 1333. doi:10.1016/s0031-9422(98)00340-9.