# Multistriatin

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> Markdown URL: https://mediated.wiki/source/Multistriatin.md
> Source: https://en.wikipedia.org/wiki/Multistriatin
> Source revision: 1351046835
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

{{DISPLAYTITLE:Multistriatin}}
{{Chembox
| ImageFile = Multistriatin.svg
| ImageAlt = 
| IUPACName = 5-ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane
| OtherNames = (1S,2R,4S,5R)-5-ethyl-2,4-dimethyl-6,8-dioxabicyclo[3.2.1]octane
|Section1={{Chembox Identifiers
| CASNo = 59014-03-8
| ChemSpiderID1 = 474468
| UNII = CCJ8A99MHA
| PubChem = 13199930
| StdInChI=1S/C10H18O2/c1-4-10-8(3)5-7(2)9(12-10)6-11-10/h7-9H,4-6H2,1-3H3/t7-,8+,9-,10-/m1/s1
| StdInChIKey = YMBRJMLOGNZRFY-UTINFBMNSA-N
| SMILES = CCC12C(CC(C(O1)CO2)C)C
 }}
|Section2={{Chembox Properties
| C=10 | H=18 | O=2
| Appearance =
| Density = 0.959 g/mL
| MeltingPt =
| BoilingPtC = 207.1
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards = 
| FlashPtC = 74.9
| AutoignitionPtC = }}
}}

'''Multistriatin''' is a [pheromone](/source/pheromone) of the [elm bark beetle](/source/elm_bark_beetle). It is a volatile compound released by a virgin female beetle when she has found a good source of food, such as an elm tree.<ref name="disconnection approach">{{cite book|last=Warren|first=Stuart|authorlink=Stuart Warren|title=Organic synthesis : the disconnection approach|year=1982}}</ref>

== Potential applications ==

Males beetles, which carry the fungus which causes [Dutch elm disease](/source/Dutch_elm_disease), are attracted to the pheromone. Hence multistriatin could be used to trap beetles and so prevent the spread of the disease.<ref name="disconnection approach" />{{page needed|date=October 2025}}<ref name="Blight 1983">{{cite journal |last1=Blight |first1=Margaret M. |last2=Fielding |first2=N. J. |last3=King |first3=C. J. |last4=Ottridge |first4=A. P. |last5=Wadhams |first5=L. J. |last6=Wenham |first6=M. J. |title=Field response of the dutch elm disease vectors, Scolytus multistriatus (Marsham) andS. scolytus (F.) (Coleoptera: Scolytidae) to 4-methyl-3-heptanol baits containing ?-, ?-,?-, or ?-multistriatin |journal=Journal of Chemical Ecology |volume=9 |issue=1 |date=1983 |issn=0098-0331 |doi=10.1007/BF00987771 |pages=67–84 |pmid=24408620 |url=http://link.springer.com/10.1007/BF00987771 |access-date=21 October 2025|url-access=subscription }}</ref>

== Stereochemistry ==

The compound exists in several diastereomic forms, depending on the positions of the methyl groups.<ref>{{cite journal|last=Beck|first=Keith|title=Pheromone chemistry of the smaller European elm bark beetle|journal=Journal of Chemical Education|date=1 September 1978|volume=55|issue=9|pages=567|doi=10.1021/ed055p567|bibcode=1978JChEd..55..567B }}</ref> Only the natural stereoisomer, α-multistriatin, attracts the elm bark beetles.

600px|left{{clear left}}

== References ==

{{Reflist}}

Category:Pheromones
Category:Oxygen heterocycles

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Adapted from the Wikipedia article [Multistriatin](https://en.wikipedia.org/wiki/Multistriatin) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Multistriatin?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.