Molecular structure of Isovelleral, CAS Number: 37841-91-1
Isovelleral (CAS 37841-91-1)
Application:
Isovelleral is an irritant fungal terpenoid that inhibits the TRPV1 channel
CAS Number:
37841-91-1
Purity:
≥99%
Molecular Weight:
232.3
Molecular Formula:
C15H20O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Description
Technical Information
Safety Information
SDS & Certificate of Analysis
Isovelleral is an irritant fungal terpenoid that inhibits the TRPV1 (transient receptor potential vanilloid-1) channel. TRPV1 is a Capsaicin receptor that behaves as a non-selective cation channel that is mainly found in the sensory neurons, and detects painful stimuli, low pH and heat. Studies show that out of twenty unsaturated sesquiterpene dialdehydes tested for cytotoxic and antimicrobial activity, Isovelleral was one of the most potent compounds. The compound may act to activate the ion channel, TRPA1, which is associated in the signaling of inflammatory pain. Isovelleral is an inhibitor of VR1 and an activator of ANKTM1.
Isovelleral (CAS 37841-91-1) References
- Characterisation using FLIPR of human vanilloid VR1 receptor pharmacology. | Smart, D., et al. 2001. Eur J Pharmacol. 417: 51-8. PMID: 11301059
- Pharmacology of vanilloids at recombinant and endogenous rat vanilloid receptors. | Ralevic, V., et al. 2003. Biochem Pharmacol. 65: 143-51. PMID: 12473388
- Capsaicin stimulates the non-store-operated Ca2+ entry but inhibits the store-operated Ca2+ entry in neutrophils. | Wang, JP., et al. 2005. Toxicol Appl Pharmacol. 209: 134-44. PMID: 15882882
- Comparison of the antimicrobial and cytotoxic activities of twenty unsaturated sesquiterpene dialdehydes from plants and mushrooms. | Anke, H. and Sterner, O. 1991. Planta Med. 57: 344-6. PMID: 1775575
- TRPA1 mediates the noxious effects of natural sesquiterpene deterrents. | Escalera, J., et al. 2008. J Biol Chem. 283: 24136-44. PMID: 18550530
- TRPV1 splice variants: structure and function. | Schumacher, MA. and Eilers, H. 2010. Front Biosci (Landmark Ed). 15: 872-82. PMID: 20515731
- Mushroom chemical defense : Pungent sesquiterpenoid dialdehyde antifeedant to opossum. | Camazine, SM., et al. 1983. J Chem Ecol. 9: 1439-47. PMID: 24408731
- Involvement of TRPV1 and TRPA1 in the modulation of pacemaker potentials in the mouse ileum. | Liu, JYH., et al. 2021. Cell Calcium. 97: 102417. PMID: 33962108
- Aerial warfare: An inducible production of volatile bioactive metabolites in a novel species of Scytinostroma sp. | Olivier, FAB., et al. 2022. Fungal Genet Biol. 158: 103646. PMID: 34826598
- Optimization of Supercritical Carbon Dioxide Extraction of Saussurea costus Oil and Its Antimicrobial, Antioxidant, and Anticancer Activities. | Ahmed, HY., et al. 2022. Antioxidants (Basel). 11: PMID: 36290683
- Sesquiterpenoid unsaturated dialdehydes increase the concentration of intracellular free Ca2+ in human neuroblastoma SH-SY5Y cells. | Forsby, A., et al. 1994. Nat Toxins. 2: 89-95. PMID: 8075898
- The stimulation of capsaicin-sensitive neurones in a vanilloid receptor-mediated fashion by pungent terpenoids possessing an unsaturated 1,4-dialdehyde moiety. | Szallasi, A., et al. 1996. Br J Pharmacol. 119: 283-90. PMID: 8886410
- Polygodial induces inositol phosphate turnover in human neuroblastoma SH-SY5Y cells. | Forsby, A. and Walum, E. 1996. Neurosci Lett. 217: 50-4. PMID: 8905737
- The preparation and bioactivities of (-)-isovelleral. | Jonassohn, M., et al. 1997. Bioorg Med Chem. 5: 1363-7. PMID: 9377096
Inhibitor of:
VR1.Activator of:
ANKTM1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Isovelleral, 1 mg | sc-202669 | 1 mg | $208.00 | |||
Isovelleral, 5 mg | sc-202669A | 5 mg | $728.00 |