Fig. 1
From: Identification of an insect-produced olfactory cue that primes plant defenses

Gas chromatogram of male E. solidaginis volatile emission with structures of spiroacetals inserted. Structures of the conophthorins (1 and 10) show absolute configurations, whereas the others provide relative configurations. For conditions, see Methods section. List of compounds identified in the male E. solidaginis emission: (1) (5S,7S)-7-methyl-1,6-dioxaspiro[4.5]decane = E,S-conophthorin; (2) (2E)-2-methyl-1,6-dioxaspiro[4.5]decane; (3) (2Z)-2-methyl-1,6-dioxaspiro[4.5]decane; (4) (2Z)-2-Ethyl-1,6-dioxaspiro[4.4]nonane = Z-chalcogran; (5) (2E)-2-ethyl-1,6-dioxaspiro[4.4]nonane = E-chalcogran; (6) nonanal; (7) 1,7-dioxaspiro[5.5]undecane = olean; (8) 1-heptanol; (9) 1,6-dioxaspiro[4.6]undecane; (10) (5R,7S)-7-methyl-1,6-dioxaspiro[4.5]decane = Z,S-conophthorin; (11) 1-nonyl formate; (12) 1-octanol; (13) 1-nonyl acetate (internal standard); (14) oxygenated conophthorin I; (15) 1-nonanol; (16) (Z)-3-nonen-1-ol; (17) oxygenated conophthorin II; (18) oxygenated conophthorin III