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| Names | |
|---|---|
| Preferred IUPAC name 4-[(E)-2-{2-[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]-3,5-dihydroxyphenyl}ethen-1-yl]-3-(3-methylbut-2-en-1-yl)benzene-1,2-diol | |
| Identifiers | |
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3D model (JSmol) | |
| ChEMBL | |
| ChemSpider | |
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| Properties | |
| C29H36O4 | |
| Molar mass | 448.603 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Pawhuskin A is anaturally occurringprenylatedstilbene isolated fromDalea purpurea which acts as acompetitivesilentantagonist of theκ-,μ-, andδ-opioid receptors (Ke = 203 nM, 570 nM, and 2900 nM, respectively).[2][3][4] The compound was named afterPawhuska, Oklahoma, a place near where the samples ofDalea purpurea that led to its discovery were taken from.[4] Other isolates of the plant withaffinity foropioid receptors includePawhuskin B andPawhuskin C, though these compounds produce comparatively weak opioid receptor displacement (4.2–11.4 μM) relative to Pawhuskin A.[2][3]Dalea purpurea was used intraditional Native American medicine to treat various ailments, and pawhuskin A and related isolates may be some of the constituents of the plant which underlay this use.[3]
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