Movatterモバイル変換

[0]ホーム
URL:

Jump to content
WikipediaThe Free Encyclopedia
Search

Bufoviridine

From Wikipedia, the free encyclopedia
Bufoviridine
Names
IUPAC name
[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl] hydrogen sulfate
Other names
BufotenineO-sulfate; Dihydrobufothionine; 5-Sulfooxy-N,N-dimethyltryptamine; 5-Sulfooxy-DMT; 5-SO-DMT
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C12H16N2O4S/c1-14(2)6-5-9-8-13-12-4-3-10(7-11(9)12)18-19(15,16)17/h3-4,7-8,13H,5-6H2,1-2H3,(H,15,16,17)
    Key: OYOOWLVMRZQOMJ-UHFFFAOYSA-N
  • CN(C)CCC1=CNC2=C1C=C(C=C2)OS(=O)(=O)O
Properties
C12H16N2O4S
Molar mass284.33 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Bufoviridine, also known asbufotenineO-sulfate,dihydrobufothionine, or5-sulfooxy-N,N-dimethyltryptamine (5-sulfooxy-DMT or5-SO-DMT), is anaturally occurringtryptamine found inBufo species such asBufo viridis andBufo calamita.[1][2][3][4][5][6] It is theO-sulfateester ofbufotenin (5-HO-DMT).[1][3] The compound shows very weakserotonergic activity.[7] Bufoviridine is not known to have been evaluated in humans, but is suggested to be inactive based onanimal studies.[1] The 4-O-acetate, 4-O-phosphate, and 4-O-benzoateesters ofpsilocin (4-HO-DMT) are all active, but the 4-O-sulfate ester is inactive, suggesting that bufoviridine may be inactive as well.[1] It was first described in the 1950s.[2]

See also

[edit]

References

[edit]
  1. ^abcdKeeper of the Trout and Friends (2007)."Bufoviridine".Some Simple Tryptamines (2 ed.). Austin, Texas: Mydriatric Productions. p. 114.ISBN 978-0977087655.OCLC 948674100.
  2. ^abDeulofeu, Venancio; RúVeda, Edmundo A. (1971). "The Basic Constituents of Toad Venoms".Venomous Animals and their Venoms. Elsevier. pp. 475–495.doi:10.1016/b978-0-12-138902-4.50025-8.ISBN 978-0-12-138902-4. Archived fromthe original on 28 March 2025.5. N,N-Dimethyl-5-hydroxytryptamine-O-sulfate (Bufoviridine) (XX) From the many species of amphibians investigated by Erspamer and Vialli (1951, 1952) bufoviridine (X VIII) was detected only in B. viridis and B. calamita. Later it was isolated from B. viridis by Erspamer (1959). On acid hydrolysis, bufotenine (X VII) and sulfuric acid were produced, showing that bufoviridine was the sulfuric ester of the base."
  3. ^abJohn Buckingham (2 December 1993).Dictionary of Natural Products. CRC Press. p. 762.ISBN 978-0-412-46620-5.[Bufotenine] O-Sulfate: [16369-08-7]. Bufoviridine. Dihydrobufothionine C12H16N2O4S M 284.335 Isol. from the skins of various amphibia incl. B. viridis.
  4. ^Shulgin, Alexander;Shulgin, Ann (September 1997).TiHKAL: The Continuation.Berkeley, California: Transform Press.ISBN 0-9630096-9-9.OCLC 38503252.
  5. ^Erspamer V (November 1959). "Isolation of bufoviridine from the skin of Bufo viridis and its identification as dihydrobufothionine".Biochem Pharmacol.2 (4):270–275.doi:10.1016/0006-2952(59)90040-1.PMID 13820720.
  6. ^Roseghini M, Falconieri Erspamer G, Severini C, Simmaco M (1989). "Biogenic amines and active peptides in extracts of the skin of thirty-two European amphibian species".Comp Biochem Physiol C Comp Pharmacol Toxicol.94 (2):455–460.doi:10.1016/0742-8413(89)90097-2.PMID 2576781.
  7. ^Erspamer, Vittorio (1966). "Bioassay of indolealkylamines".5-Hydroxytryptamine and Related Indolealkylamines. Berlin, Heidelberg: Springer Berlin Heidelberg. pp. 113–131.doi:10.1007/978-3-642-85467-5_3.ISBN 978-3-642-85469-9.

External links

[edit]


5-HT1
5-HT1A
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2
5-HT2A
5-HT2B
5-HT2C
5-HT3–7
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7
Tryptamines
N-Acetyltryptamines
α-Alkyltryptamines
Triptans
Cyclized tryptamines
Isotryptamines
Related compounds


Stub icon

This article about anorganic compound is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Bufoviridine&oldid=1283608767"
Categories:
Hidden categories:
[8]ページ先頭
©2009-2025 Movatter.jp