From Wikipedia, the free encyclopedia
Chemical compound
Norpsilocin
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Other names | - 4-HO-NMT
- 4-Hydroxy-N-methyltryptamine
- AS-63499
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3-[2-(methylamino)ethyl]-1H-indol-4-ol
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CAS Number | |
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PubChem
CID | |
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ChemSpider | |
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ChEMBL | |
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Formula | C11H14N2O |
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Molar mass | 190.246 g·mol−1 |
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3D model (
JSmol) | |
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InChI=1S/C11H14N2O/c1-12-6-5-8-7-13-9-3-2-4-10(14)11(8)9/h2-4,7,12-14H,5-6H2,1H3 Key:MTJOWJUQGYWRHT-UHFFFAOYSA-N
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Norpsilocin (4-HO-NMT) is a
tryptamine
alkaloid recently discovered in 2017 in the
psychedelic mushroom
Psilocybe cubensis.
[1]
[2] It is hypothesized to be a
dephosphorylated metabolite of
baeocystin.
[2] Norpsilocin was found to be a near full
agonist of the
5-HT2A receptor. It is also more potent than
psilocin.
[3]
[4]
See also
References
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^ Lenz C, Wick J, Hoffmeister D (October 2017). "Identification of ω-N-Methyl-4-hydroxytryptamine (Norpsilocin) as a Psilocybe Natural Product".
Journal of Natural Products. 80 (10): 2835–2838.
doi:
10.1021/acs.jnatprod.7b00407.
PMID
28929753.
- ^
a
b
"Two New Crystalline Forms of Norpsilocin".
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^
"Study Finds Norpsilocin is More Potent Than Psilocin at 5-HT2A".
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^ Sherwood AM, Halberstadt AL, Klein AK, McCorvy JD, Kaylo KW, Kargbo RB, Meisenheimer P (February 2020). "Synthesis and Biological Evaluation of Tryptamines Found in Hallucinogenic Mushrooms: Norbaeocystin, Baeocystin, Norpsilocin, and Aeruginascin".
Journal of Natural Products. 83 (2): 461–467.
doi:
10.1021/acs.jnatprod.9b01061.
PMID
32077284.