Jump to content
 







Main menu
    


Navigation  


●Main page
 ●Contents
 ●Current events
 ●Random article
 ●About Wikipedia
 ●Contact us
 ●Donate
  



Contribute  


●Help
 ●Learn to edit
 ●Community portal
 ●Recent changes
 ●Upload file
  







Search  

































●Create account

●Log in
 









●Create account
 ● Log in
  



Pages for logged out editors learn more  


●Contributions
 ●Talk
  


















Contents

   



(Top)
  


1 See also  




2 References  













Virodhamine






●تۆرکجه
 ●Bosanski
 ●Deutsch
 ●فارسی
 ●Italiano
 ●Српски / srpski
 ●Srpskohrvatski / српскохрватски
 ●தமிழ்
 ●中文
  
Edit links
  








●Article
 ●Talk
  
















●Read
 ●Edit
 ●View history
  







Tools
    


Actions  


●Read
 ●Edit
 ●View history
  



General  


●What links here
 ●Related changes
 ●Upload file
 ●Special pages
 ●Permanent link
 ●Page information
 ●Cite this page
 ●Get shortened URL
 ●Download QR code
 ●Wikidata item
  



Print/export  


●Download as PDF
 ●Printable version
  















Appearance
    

 





From Wikipedia, the free encyclopedia
  

Virodhamine
Names
Preferred IUPAC name

2-Aminoethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

Other names

O-Arachidonoyl ethanolamine

Identifiers

CAS Number

3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.158.921 Edit this at Wikidata

IUPHAR/BPS

PubChem CID

CompTox Dashboard (EPA)

  • InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)25-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21,23H2,1H3/b7-6-,10-9-,13-12-,16-15- checkY

    Key: DLHLOYYQQGSXCC-DOFZRALJSA-N checkY

  • InChI=1/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)25-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21,23H2,1H3/b7-6-,10-9-,13-12-,16-15-

    Key: DLHLOYYQQGSXCC-DOFZRALJBB

  • O=C(OCCN)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC

Properties

Chemical formula

 C22H37NO2
Molar mass 347.53468

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

☒N verify (what is checkY☒N ?)

Infobox references

Virodhamine (O-arachidonoyl ethanolamine; O-AEA) is an endocannabinoid and a nonclassic eicosanoid, derived from arachidonic acid. O-Arachidonoyl ethanolamine is arachidonic acid and ethanolamine joined by an ester linkage, the opposite of the amide linkage found in anandamide. Based on this opposite orientation, the molecule was named virodhamine from the Sanskrit word virodha, which means opposition. It acts as an antagonist of the CB1 receptor and agonist of the CB2 receptor. Concentrations of virodhamine in the human hippocampus are similar to those of anandamide, but they are 2- to 9-fold higher in peripheral tissues that express CB2. Virodhamine lowers body temperature in mice, demonstrating cannabinoid activity in vivo.[1]

See also

[edit]

References

[edit]
  1. ^ Porter AC, Sauer JM, Knierman MD, et al. (2002). "Characterization of a novel endocannabinoid, virodhamine, with antagonist activity at the CB1 receptor". J. Pharmacol. Exp. Ther. 301 (3): 1020–4. doi:10.1124/jpet.301.3.1020. PMID 12023533. S2CID 26156181. Retrieved 2007-10-31.


Stub icon

This article about an alkene is a stub. You can help Wikipedia by expanding it.

  • t
  • e
    • Stub icon

    This biochemistry article is a stub. You can help Wikipedia by expanding it.

  • t
  • e
    • Stub icon

    This cannabinoid related article is a stub. You can help Wikipedia by expanding it.

  • t
  • e

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Virodhamine&oldid=1125085207"
    Categories: 
    ●Eicosanoids
     ●Endocannabinoids
     ●Fatty acid esters
     ●CB1 receptor antagonists
     ●CB2 receptor agonists
     ●Alkene stubs
     ●Biochemistry stubs
     ●Cannabinoid stubs
     Hidden categories: 
    ●Articles without KEGG source
     ●Articles without UNII source
     ●Articles with changed CASNo identifier
     ●ECHA InfoCard ID from Wikidata
     ●Articles containing unverified chemical infoboxes
     ●Articles with short description
     ●Short description matches Wikidata
     ●All stub articles
      


    ●This page was last edited on 2 December 2022, at 03:16 (UTC).
    ●Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.


    ●Privacy policy
    ●About Wikipedia
    ●Disclaimers
    ●Contact Wikipedia
    ●Code of Conduct
    ●Developers
    ●Statistics
    ●Cookie statement
    ●Mobile view


    Wikimedia Foundation
    Powered by MediaWiki