5.05206
Photochromic TrpA1 Channel Activator, Optovin
Synonym(s):
Photochromic TrpA1 Channel Activator, Optovin, (E)-5-((2,5-dimethyl-1-(pyridin-3-yl)-1H-pyrrol-3-yl)methylene)-2-thioxothiazolidin-4-one, PDSP 22594, Transient Receptor Potential A1 Ion Channel Activator I, TrpA1 Channel Activator I
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
| Size/SKU | Availability | Price |
|---|---|---|
10 mg | 0 left in stock | $217.00 |
About This Item
Empirical Formula (Hill Notation):
C15H13N3OS2
CAS Number:
Molecular Weight:
315.41
MDL number:
UNSPSC Code:
41106609
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
powder
Storage condition:
OK to freeze, protect from light
assay
≥95% (HPLC)
Quality Segment
form
powder
potency
2 μM EC50
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
yellow
solubility
DMSO: 100 mg/mL
storage temp.
2-8°C
SMILES string
S1C(=S)NC(=O)C1=Cc2c([n](c(c2)C)c3cnccc3)C
InChI
1S/C15H13N3OS2/c1-9-6-11(7-13-14(19)17-15(20)21-13)10(2)18(9)12-4-3-5-16-8-12/h3-8H,1-2H3,(H,17,19,20)
InChI key
YISGMOZSGOGYOU-UHFFFAOYSA-N
General description
A rhodanine derivative that acts as a reversible, photoactivated (λmax = 415 nm), and highly TrpA1-selective channel activator, presumably by a light-activated cysteine alkylation mechanism via the α,β-unsaturated alkene group of Optovin rhodanine moiety, and enables light-induced primary murine DRG calcium response in a TrpA1-dependent and HC-030031- (Cat. No. 648485) blockable manner, allowing light-induced activation only in hTrpA1-expressing, but not TrpV1- or TrpM8-expressing, HEK293T transfectants. Its in vivo efficacy is demonstrated in light-induced zebrafish motor activity (EC50/ECmax = 2 µM/3 µM; with >1.6 µW/min 387-405 nm excitation) and low power 405 nm laser-induced head shake/twitch response in mice (0.3 µmol Optovin/20 uL DMSO/ear applied atopically before laser illumination). Exhibits little or no inhibitory activity toward hERG or a panel of 50 human and rodent CNS receptors, channels, and transporters.
Biochem/physiol Actions
Primary Target
TrpA1
TrpA1
Packaging
Packaged under inert gas
Other Notes
Kokel, D., et al. 2013, Nat. Chem. Biol.9, 257.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.