Chemistry:O-Acetylbufotenine

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Short description: Chemical compound


O-Acetylbufotenine
5-AcO-DMT.svg
Clinical data
Other names3-(2-(dimethylamino)ethyl)-1H-indol-5-yl acetate; 5-Acetoxy-DMT; 5-Acetoxy-N,N-dimethyltryptamine; 5-AcO-DMT; 3-(2-(Dimethylamino)ethyl]-1H-indol-5-yl acetate
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC14H18N2O2
Molar mass246.310 g·mol−1
3D model (JSmol)

O-Acetylbufotenine (5-AcO-DMT, bufotenine acetate) is a tryptamine derivative which produces psychedelic-appropriate responding in animal studies. It is an acylated derivative of bufotenine with higher lipophilicity that allows it to cross the blood–brain barrier; once inside the brain, it is metabolised to bufotenine.[1][2][3] It also acts directly as an agonist at 5-HT1A and 5-HT1D receptors.[4]

See also

References

  1. ↑ Shulgin & Shulgin. TiHKAL #19. 5-HO-DMT
  2. ↑ "Brain Bufotenine from Administered Acetylbufotenine: Comparison of Its Tremorgenic Activity with That of N,N-Dimethyltryptamine and 5-Methoxy-N,N-Dimethyltryptamine.". Pharmacologist 17 (2): 259. January 1975. 
  3. ↑ "Stimulus control by 5-methoxy-N,N-dimethyltryptamine in wild-type and CYP2D6-humanized mice". Pharmacology, Biochemistry, and Behavior 99 (3): 311–5. September 2011. doi:10.1016/j.pbb.2011.05.015. PMID 21624387. 
  4. ↑ "Binding of O-alkyl derivatives of serotonin at human 5-HT1D beta receptors". Journal of Medicinal Chemistry 39 (1): 314–22. January 1996. doi:10.1021/jm950498t. PMID 8568822. 





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