| Identification | Back Directory | [Name]
Optovin | [CAS]
348575-88-2 | [Synonyms]
Optovin
CS-1131
Oprovin
5-[[2,5-dimethyl-1-(3-pyridinyl)-1H-pyrrol-3-yl]methylene]-2-thioxo-4-thiazolidinone
4-Thiazolidinone, 5-[[2,5-dimethyl-1-(3-pyridinyl)-1H-pyrrol-3-yl]methylene]-2-thioxo- | [Molecular Formula]
C15H13N3OS2 | [MDL Number]
MFCD02219276 | [MOL File]
348575-88-2.mol | [Molecular Weight]
315.413 |
| Chemical Properties | Back Directory | [density ]
1.38±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
Soluble in DMSO (up to 30 mg/ml) | [form ]
solid | [pka]
7.65±0.50(Predicted) | [color ]
Tan | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months. | [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) | [InChIKey]
YISGMOZSGOGYOU-UHFFFAOYSA-N | [SMILES]
S1C(=S)NC(=O)C1=Cc2c([n](c(c2)C)c3cnccc3)C |
| Hazard Information | Back Directory | [Description]
Optovin (348575-88-2) is a reversible photoactive TRPA1 activator. Optovin stimulates human TRPA1 channels and enables repeated photoactivation of motor behaviors in wild-type zebrafish (EC50?= 2 μM) and mice,?in vivo. Photodetection is performed by sensory neurons expressing the TRPA1 cation channel which is activated via structure-dependent photochemical reactions with redox-sensitive cysteine residues.1 | [Uses]
Optovin activates human TRPA1 via structure-dependent photochemistry. | [Definition]
ChEBI: Optovin is a member of the class of thiazolidinone that is rhodanine in which the two methylene hydrogens have been replaced by a 2,5-dimethyl-1-(pyridin-3-yl)-1H-pyrrol-3-yl]methylidene group. A TRPA1 ligand that can be reversibly photoactivated. It has a role as a TRPA1 channel agonist. It is a member of pyrroles, a member of pyridines, an olefinic compound and a thiazolidinone. It is functionally related to a rhodanine. | [in vivo]
Optovin (1-10 μM) causes light-dependent motor excitation in vivo[1].
Optovin (15 mM (20 μL); on the ear) elicits nociceptive behaviors in adult mice[1].
Optovin (10 μM; 96 h) do not affect the appearance, touch response, heart rate, fin movements, morphology or percentage survival of larvae and adult zebrafish[1]. | [storage]
Store at +4°C | [References]
1) Kokel?et al. (2013),?Photochemical activation of TRPA1 channels in neurons and animals; Nat. Chem. Biol.,?9?257 |
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