Pawhuskin A
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| Names | |
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| IUPAC name
4-[(E)-2-{2-[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]-3,5-dihydroxyphenyl}vinyl]-3-(3-methyl-2-buten-1-yl)-1,2-benzenediol
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| Identifiers | |
| ChemSpider | 8541870 |
| Jmol 3D model | Interactive image |
| PubChem | 10366422 |
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| Properties | |
| C29H36O4 | |
| Molar mass | 448.60 g·mol−1 |
| Vapor pressure | {{{value}}} |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
Pawhuskin A is a naturally-occurring prenylated stilbene isolated from Dalea purpurea which acts as a competitive silent antagonist of the κ-, μ-, and δ-opioid receptors (Ke = 203 nM, 570 nM, and 2900 nM, respectively).[1][2][3] The compound was named after Pawhuska, Oklahoma, a place near where the samples of Dalea purpurea that led to its discovery were taken from.[3] Other isolates of the plant with affinity for opioid receptors include pawhuskin B and pawhuskin C, though these compounds produce comparatively weak opioid receptor displacement (4.2–11.4 μM) relative to pawhuskin A.[1][2] Dalea purpurea was used in traditional Native American medicine to treat various ailments, and pawhuskin A and related isolates may be some of the constituents of the plant which underlied this use.[2]
See also
References
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