Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Phenylacetylrinvanil

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Phenylacetylrinvanil
Identifiers
  • [(Z,7R)-18-[(4-Hydroxy-3-methoxyphenyl)methylamino]-18-oxooctadec-9-en-7-yl] 2-phenylacetate
CAS Number
PubChemCID
ChemSpider
Chemical and physical data
FormulaC34H49NO5
Molar mass551.768 g·mol−1
3D model (JSmol)
  • CCCCCC[C@H](C/C=C\CCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC)OC(=O)CC2=CC=CC=C2
  • InChI=1S/C34H49NO5/c1-3-4-5-15-20-30(40-34(38)26-28-18-13-12-14-19-28)21-16-10-8-6-7-9-11-17-22-33(37)35-27-29-23-24-31(36)32(25-29)39-2/h10,12-14,16,18-19,23-25,30,36H,3-9,11,15,17,20-22,26-27H2,1-2H3,(H,35,37)/b16-10-/t30-/m1/s1
  • Key:LXLBUUJANYSIKU-DJVRBGHSSA-N

Phenylacetylrinvanil (IDN-5890) is a synthetic analogue ofcapsaicin which acts as a potent and selective agonist for theTRPV1 receptor, with slightly lower potency thanresiniferatoxin, though still around 300 times the potency of capsaicin. It is anamide ofvanillylamine andricinoleic acid, with the hydroxyl group on ricinoleic acidesterified withphenylacetic acid. It is used to study the function of the TRPV1 receptor and its downstream actions, and has also shown anti-cancer effectsin vitro.[1][2][3]

References

[edit]
  1. ^Appendino G, De Petrocellis L, Trevisani M, Minassi A, Daddario N, Moriello AS, et al. (February 2005). "Development of the first ultra-potent "capsaicinoid" agonist at transient receptor potential vanilloid type 1 (TRPV1) channels and its therapeutic potential".The Journal of Pharmacology and Experimental Therapeutics.312 (2):561–70.doi:10.1124/jpet.104.074864.PMID 15356216.S2CID 816699.
  2. ^Luviano A, Aguiñiga-Sánchez I, Demare P, Tiburcio R, Ledesma-Martínez E, Santiago-Osorio E, Regla I (May 2014)."Antineoplastic activity of rinvanil and phenylacetylrinvanil in leukaemia cell lines".Oncology Letters.7 (5):1651–1656.doi:10.3892/ol.2014.1958.PMC 3997731.PMID 24765194.
  3. ^Sánchez-Sánchez L, Alvarado-Sansininea JJ, Escobar ML, López-Muñoz H, Hernández-Vázquez JM, Monsalvo-Montiel I, et al. (July 2015). "Evaluation of the antitumour activity of Rinvanil and Phenylacetylrinvanil on the cervical cancer tumour cell lines HeLa, CaSKi and ViBo".European Journal of Pharmacology.758:129–36.doi:10.1016/j.ejphar.2015.04.003.PMID 25864613.
TRPA
Activators
Blockers
TRPC
Activators
Blockers
TRPM
Activators
Blockers
TRPML
Activators
Blockers
TRPP
Activators
Blockers
TRPV
Activators
Blockers


Stub icon

Thispharmacology-related article is astub. You can help Wikipedia byadding missing information.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Phenylacetylrinvanil&oldid=1268798150"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2026 Movatter.jp