Chrysomelidial

Structural formula
	( 3S , 8S ) stereoisomer
General
Surname	Chrysomelidial
other names	2-methyl-5- (1-methyl-2-oxo-ethyl) -cyclopent-1-ene-carbaldehyde
Molecular formula	C 10 H 14 O 2
External identifiers / databases
Wikidata	Q1088845
properties
Molar mass	166.22 g mol −1
Physical state	liquid
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Chrysomelidial is a monocyclic mono terpene with two aldehyde groups , which belongs to the group of iridoids .

Structure of Epi-Chrysomelidial (3 S , 8 R )

Chrysomelidial has two asymmetric carbon atoms and therefore occurs in two diastereomeric pairs of enantiomers . Chrysomelidial and a diastereomer (Epi-Chrysomelidial) can be found in the defensive secretions of some types of beetles and mites . It gets its name from the leaf beetles (Chrysomelidae). The two enantiomers, which are mirror images of the chrysomelidial and the epi-chrysomelidial, have so far only been known from plants, for example from the Japanese ray pen , and are usually referred to as (+) - and (-) - dehydroiridodial.

Individual evidence

↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ DB Weibel, NJ Oldham, B. Feld, G. Glombitza, K. Dettner , W. Boland : Iridoid biosynthesis in staphylinid rove beetles (Coleoptera: Staphylinidae, Philonthinae). In: Insect Biochemistry and Molecular Biology. 31, 2001, pp. 583-591.
↑ G. Raspotnig, R. Kaiser, E. Stabentheiner, HJ. Leis: Chrysomelidial in the opisthonotal glands of the Oribatid mite, Oribotritia berlesei . In: Journal of Chemical Ecology. Volume 34, Issue 8, August 2008, pp. 1081-1088. doi: 10.1007 / s10886-008-9508-1
↑ F. Murai, M. Tagawa: New iridoid enol glucosides, iridodialogentiobioside and dehydroiridodialogentiobioside from Actinidia polygama. In: Planta Medica . 37 (3), 1979, pp. 234-240.

[NV-1] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[2] DB Weibel, NJ Oldham, B. Feld, G. Glombitza, K. Dettner , W. Boland : Iridoid biosynthesis in staphylinid rove beetles (Coleoptera: Staphylinidae, Philonthinae). In: Insect Biochemistry and Molecular Biology. 31, 2001, pp. 583-591.

[3] G. Raspotnig, R. Kaiser, E. Stabentheiner, HJ. Leis: Chrysomelidial in the opisthonotal glands of the Oribatid mite, Oribotritia berlesei . In: Journal of Chemical Ecology. Volume 34, Issue 8, August 2008, pp. 1081-1088. doi: 10.1007 / s10886-008-9508-1

[4] F. Murai, M. Tagawa: New iridoid enol glucosides, iridodialogentiobioside and dehydroiridodialogentiobioside from Actinidia polygama. In: Planta Medica . 37 (3), 1979, pp. 234-240.