MW 287.74 Da, Purity >99%. Potent, selective TRPV1 antagonist. Rapidly and reversibley inhibits capsaicin, acid, or heat mediated activation of human TRPV1 (IC50 values are 3 and 6 nM for capsaisin and heat respectively). Active in vivo.
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- Molecules (Basel, Switzerland) 27:2022Phytocannabinoid Compositions from Cannabis Act Synergistically with PARP1 Inhibitor against Ovarian Cancer Cells In Vitro and Affect the Wnt Signaling Pathway.Applications:Unspecified applicationReactive species:Unspecified reactive speciesNurit Shalev,Michelle Kendall,Seegehalli M Anil,Sudeep Tiwari,Hadar Peeri,Navin Kumar,Eduard Belausov,Ajjampura C Vinayaka,Hinanit KoltaiPubMed 36364346
- Molecules (Basel, Switzerland) 26:2021Cannabis-Derived Compounds Cannabichromene and Δ9-Tetrahydrocannabinol Interact and Exhibit Cytotoxic Activity against Urothelial Cell Carcinoma Correlated with Inhibition of Cell Migration and Cytoskeleton Organization.Applications:Unspecified applicationReactive species:Unspecified reactive speciesOmer Anis et. al.PubMed 33477303
- Scientific reports 11:14622021Cannabis compounds exhibit anti-inflammatory activity in vitro in COVID-19-related inflammation in lung epithelial cells and pro-inflammatory activity in macrophages.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSeegehalli M Anil et. al.PubMed 33446817
Key facts
- CAS number
- 472981-92-3
- Purity
- > 99%
- Molecular weight
- 287.74 Da
- Molecular formula
- C16H14ClNO2
- PubChem identifier
- 667594
- Nature
- Synthetic
Alternative names
Capsaicin receptor, DKFZp434K0220, OTRPC1, Osm-9-like TRP channel 1, TRPV1_HUMAN, Transient receptor potential cation channel subfamily V member 1, VR 1, Vanilloid receptor 1, Vanilloid receptor subtype 1
Recommended products
MW 287.74 Da, Purity >99%. Potent, selective TRPV1 antagonist. Rapidly and reversibley inhibits capsaicin, acid, or heat mediated activation of human TRPV1 (IC50 values are 3 and 6 nM for capsaisin and heat respectively). Active in vivo.
.
Key facts
- CAS number
- 472981-92-3
- Purity
- > 99%
- Molecular weight
- 287.74 Da
- Molecular formula
- C16H14ClNO2
- PubChem identifier
- 667594
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 75 mM.
Soluble in ethanol to 25 mM (with warming).
- Biochemical name
- N-(3-methoxyphenyl)-4-chlorocinnamanilide
- Biological description
Potent, selective TRPV1 antagonist. Rapidly and reversibley inhibits capsaicin, acid, or heat mediated activation of human TRPV1 (IC50 values are 3 and 6 nM for capsaisin and heat respectively). Active in vivo.
- Canonical SMILES
- COC1=CC=CC(=C1)NC(=O)C=CC2=CC=C(C=C2)Cl
- Isomeric SMILES
- COC1=CC=CC(=C1)NC(=O)/C=C/C2=CC=C(C=C2)Cl
- InChI
- InChI=1S/C16H14ClNO2/c1-20-15-4-2-3-14(11-15)18-16(19)10-7-12-5-8-13(17)9-6-12/h2-11H,1H3,(H,18,19)/b10-7+
- InChIKey
- RYAMDQKWNKKFHD-JXMROGBWSA-N
- IUPAC name
- (E)-3-(4-chlorophenyl)-N-(3-methoxyphenyl)prop-2-enamide
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- Ambient
- Appropriate long-term storage conditions
- Ambient
- Storage information
- The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
TRPV1 also known as the transient receptor potential vanilloid 1 or capsaicin receptor is a non-selective cation channel with a molecular mass of approximately 95 kDa. It acts mechanically by allowing the influx of calcium and sodium ions upon activation. This receptor is expressed predominantly in sensory neurons specifically in dorsal root ganglia and trigeminal ganglia which are key regions involved in pain perception. TRPV1 can also be found in various non-neuronal tissues influencing a range of physiological responses.
- Biological function summary
The role of TRPV1 extends beyond sensory perception. It is involved in detecting and regulating body temperature and is activated by heat acidic conditions and certain lipid metabolites. The receptor operates as part of a homotetrameric complex contributing to neural signaling. It is activated by chemical ligands such as capsaicin the compound responsible for the spicy sensation in chili peppers influencing pain and inflammation pathways.
- Pathways
TRPV1 plays essential roles in pain and nociception pathways. It intersects with the inflammatory pathway where its activity is modulated by protein kinase C (PKC) and phospholipase C (PLC). These pathways involve calcium signaling and relate to proteins such as PKA and calcineurin which modulate TRPV1 activity through phosphorylation and dephosphorylation affecting the body's response to noxious stimuli.
- Associated diseases and disorders
TRPV1 is a critical player in pain management and inflammatory disorders. It has been linked to chronic pain conditions like neuropathic pain and is also involved in migraine pathophysiology. In these contexts TRPV1 interacts with proteins like CGRP and TRPA1 which are also implicated in pain signaling and migraine mechanisms. Antagonists such as capsazepine AMG 9810 and AMG-517 have been researched for therapeutic targeting of TRPV1 in these disorders.
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1 product image
Chemical Structure - SB-366791, TRPV1 antagonist (ab141772)
2D chemical structure image of ab141772, SB-366791, TRPV1 antagonist
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