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
Chemical structure of habenariol
Names
IUPAC name
bis(4-hydroxyphenyl)methyl (2R)-2-ethyl-2-hydroxy-4-methylpentanoate
Other names
Bis-p-hydroxybenzyl-2-isobutylmalate
Identifiers
3D model (JSmol)
UNII
  • 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
  • c1cc(O)ccc1COC(=O)C(O)(CC(C)C)CC(=O)OCc(cc2)ccc2O
Properties
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

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. doi:10.1016/s0742-8413(98)10109-3. 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.
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