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Description: Endogenous lipid, active in vivo. Enhances effects of endovanilloids at TRPV1 receptors
Alternative Names: N-Stearoyldopamine
Chemical Name: N-[2-(3,4-Dihydroxyphenyl)ethyl]octadecanamide
Purity: ≥98% (HPLC)
Biological Activity for STEARDA
Endogenous fatty acid dopamide that displays 'entourage' effects on endovanilloids NADA and anandamide. Inactive at TRPV1 and CB1 receptors (at concentrations up to 5 μM) and does not inhibit AMT or FAAH (IC50 > 25 μM). However, potentiates TRPV1-mediated effects of NADA in vitro and in vivo; enhances effects on intracellular Ca2+ (EC50 lowered 3-fold) and nociception. Also inhibits arachidonate 5-lipoxygenase (IC50 = 16 nM).
Technical Data for STEARDA
| M. Wt | 419.64 |
| Formula | C26H45NO3 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 105955-10-0 |
| PubChem ID | 10025103 |
| InChI Key | KOCSVLPLQCBIGW-UHFFFAOYSA-N |
| Smiles | O=C(NCCC1=CC=C(O)C(O)=C1)CCCCCCCCCCCCCCCCC |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for STEARDA
References for STEARDA
References are publications that support the biological activity of the product.
Chu et al (2003) N-OleoylDA, a novel endogenous capsaicin-like lipid that produces hyperalgesia. J.Biol.Chem. 278 13633 PMID: 12569099
De Petrocellis et al (2004) Actions of two naturally occurring saturated N-acylDAs on transient receptor potential vanilloid 1 (TRPV1) channels. Br.J.Pharmacol. 143 251 PMID: 15289293
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Keywords: STEARDA, STEARDA supplier, Endogenous, lipid, active, vivo, Enhances, effects, endovanilloids, TRPV1, receptors, inhibitors, inhibits, 5-lipoxygenase, Vanillioid, Receptors, VR1, TRPV, TRP, Channels, Transient, Receptor, Potential, Lipoxygenase, Oxidase, Oxygenases, Oxidases, 5-LOX, N-Stearoyldopamine, 2204, Tocris Bioscience
1 Citation for STEARDA
Citations are publications that use Tocris products. Selected citations for STEARDA include:
Arensdorf (2017) Sonic Hedgehog activates phospholipase A2 to enhance Smoothened ciliary translocation. Cell Rep 19 2074 PMID: 28591579
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