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Plant-Associated Volatile Organic Compound (VOC) Database (PVD)

A database supporting research and application of VOCs produced by plants and plant-associated microbes

[(Z)-hex-3-enyl] acetate

Metabolic Pathways

Structure

IUPAC Name

[(Z)-hex-3-enyl] acetate

PubChem CID

5363388

Synonymous Names

Formula

C8H14O2

Molecular Weight

142.2

Chemical Class

Carboxylic acid ester, Aliphatic, Carbonyl, Ester, Organic oxide

Reference Link

Kessler, A., and Baldwin, I. T. 2001. Defensive function of herbivore-induced plant volatile emissions in nature. Science. 291:2141–4.
Degen, T., Dillmann, C., Marion-Poll, F., and Turlings, T. C. J. 2004. High genetic variability of herbivore-induced volatile emission within a broad range of maize inbred lines. Plant Physiol. 135:1928–38.
Jiménez-Martínez, E. S., Bosque-Pérez, N. A., Berger, P. H., Zemetra, R. S., Ding, H., and Eigenbrode, S. D. 2004. Volatile Cues Influence the Response of Rhopalosiphum padi (Homoptera: Aphididae) to Barley Yellow Dwarf Virus–Infected Transgenic and Untr
Quintana-Rodriguez, E., Morales-Vargas, A. T., Molina-Torres, J., Ádame-Alvarez, R. M., Acosta-Gallegos, J. A., and Heil, M. 2015. Plant volatiles cause direct, induced and associational resistance in common bean to the fungal pathogen Colletotrichum lin
Bergstrom, G., Birgersson, G., Groth, I., and Anders Nilsson, L. 1992. Floral fragrance disparity between three taxa of lady’s slipper Cypripedium calceolus (orchidaceae). Phytochemistry. 31:2315–2319.
Dobson, H. E. M., Bergström, J., Bergström, G., and Groth, I. 1987. Pollen and flower volatiles in two Rosa species. Phytochemistry. 26:3171–3173.
De Moraes, C. M., Mescher, M. C., and Tumlinson, J. H. 2001. Caterpillar-induced nocturnal plant volatiles repel conspecific females. Nature. 410:577–80.
Copolovici, L., Kännaste, A., Remmel, T., Vislap, V., and Niinemets, Ü. 2011. Volatile Emissions from Alnus glutionosa Induced by Herbivory are Quantitatively Related to the Extent of Damage. J Chem Ecol. 37:18–28.
Borg-Karlson, A.-K., Eidmann, H. H., Lindström, M., Norin, T., and Wiersma, N. 1985. Odoriferous compounds from the flowers of the conifers Picea abies, pinus sylvestris and Larix sibirica. Phytochemistry. 24:455–456.
Hamilton-Kemp, T. R., Loughrin, J. H., and Andersen, R. A. 1990. Identification of some volatile compounds from strawberry flowers. Phytochemistry. 29:2847–2848.
Bitas, V., McCartney, N., Li, N., Demers, J., Kim, J.-E., Kim, H.-S., et al. 2015. Fusarium Oxysporum Volatiles Enhance Plant Growth Via Affecting Auxin Transport and Signaling. Front Microbiol. 6:1248.
Suckling, D. M., Twidle, A. M., Gibb, A. R., Manning, L. M., Mitchell, V. J., Sullivan, T. E. S., et al. 2012. Volatiles from apple trees infested with light brown apple moth larvae attract the parasitoid Dolichogenidia tasmanica. J Agric Food Chem. 60:9
Chen, P., Dai, C., Liu, H., and Hou, M. 2022. Identification of Key Headspace Volatile Compounds Signaling Preference for Rice over Corn in Adult Females of the Rice Leaf Folder Cnaphalocrocis medinalis. J Agric Food Chem. 70:9826–9833.
Najar-Rodriguez, A., Orschel, B., and Dorn, S. 2013. Season-long volatile emissions from peach and pear trees in situ, overlapping profiles, and olfactory attraction of an oligophagous fruit moth in the laboratory. J Chem Ecol. 39:418–29.
Michereff, M. F. F., Laumann, R. A., Borges, M., Michereff-Filho, M., Diniz, I. R., Neto, A. L. F., et al. 2011. Volatiles mediating a plant-herbivore-natural enemy interaction in resistant and susceptible soybean cultivars. J Chem Ecol. 37:273–85.
Strapasson, P., Pinto-Zevallos, D. M., Da Silva Gomes, S. M., and Zarbin, P. H. G. 2016. Volatile Organic Compounds Induced by Herbivory of the Soybean Looper Chrysodeixis includens in Transgenic Glyphosate-Resistant Soybean and the Behavioral Effect on
Constantino, N., Oh, Y., Şennik, E., Andersen, B., Warden, M., Oralkan, Ö., et al. 2021. Soybean Cyst Nematodes Influence Aboveground Plant Volatile Signals Prior to Symptom Development. Front Plant Sci. 12:749014.
Alsabte, A., Ahmed, Q. H., Kayahan, A., and Karaca, İ. 2022. Effects of Volatile Organic Compounds (VOCs) emitted by citrus infested with Aonidiella aurantii on the predator Rhyzobius lophanthae attraction. Phytoparasitica. 50:645–653.

Plants/Microbial Species and Abiotic/Biotic Stimuli

Plant/Microbial Species	Abiotic/Biotic Stimuli
Nicotiana attenuata	Insect - Manduca quinquemaculata
Nicotiana tabacum (Tobacco)	Insect - Heliothios virescens
Nicotiana tabacum (Tobacco)	Insect - Heliothis zea
Nicotiana tabacum (Tobacco)	Insect - Manduca sexta
Zea mays	Insect - Spodoptera littoralis
Alnus glutinosa (Black Alder)	Insect - Cabera pusaria
Triticum aestivum (Wheat)	Virus - Barley yellow dwarf virus (BYDV)
Phaseolus vulgaris (Bean)	Fungi - Colletotrichum lindemuthianum
Cypripedium calceolus (Lady's slipper orchid)	None
Picea abies (Norway spruce)	None
Rosa rugosa (Japanese rose)	None
Fragaria x ananassa Duch. (Strawberry)	None
Malus domestica (Apple)	Insect - Epiphyas postvittana - Light Brown Apple Moth
Oryza sativa (Rice)	None
Prunus persica (Peach)	None
Pyrus communis (Pear)	None
Glycine max (Soybean)	Insect - Euschistus heros - Stink bug
Glycine max (Soybean)	Insect - Chrysodeixis includens - Soybean Looper
Glycine max (Soybean)	Nematode - Heterodera glycines - Soybean Nematode Cyst
Citrus reticulata (Mandarin orange)	Insect - Aonidiella aurantii - Red Scale

Confirmed/Hypothesized Functions

Pollinator attractant