Desmethoxyyangonin
From Wikipedia, the free encyclopedia
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| Names | |
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| IUPAC name
4-methoxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one
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| Other names
5,6-Dehydrokawain
4-methoxy-6-[(E)-2-phenylvinyl]-2-pyranone |
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| Identifiers | |
15345-89-8  |
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| 3D model (Jmol) | Interactive image Interactive image |
| ChEMBL | ChEMBL254218  |
| ChemSpider | 4438012 |
| PubChem | 5273621 |
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| Properties | |
| C14H12O3 | |
| Molar mass | 228.25 g·mol−1 |
| Appearance | white to faint yellow powder |
| Density | 1.18 g/mL |
| Melting point | 148 °C (298 °F; 421 K) |
| Boiling point | 440 °C (824 °F; 713 K) |
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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 | |
Desmethoxyyangonin or 5,6-dehydrokawain is one of the six major kavalactones found in the Piper methysticum (kava) plant.
Pharmacology[edit]
Desmethoxyyangonin is a reversible inhibitor of monoamine oxidase B (MAO-B).[1] Kava is able to increase dopamine levels in the nucleus accumbens[2] and desmethoxyyangonin likely contributes to this effect. This, along with the potential increases of serotonin and other catecholamine concentrations, may be responsible for the purported attention-promoting effects of kava.
Desmethoxyyangonin has marked activity on the induction of CYP3A23.[3]
See also[edit]
References[edit]
- ^ Uebelhack, R; Franke L; Schewe HL (September 1998). "Inhibition of platelet MAO-B by kava pyrone-enriched extract from Piper methysticum Forster (kava-kava)". Pharmacopsychiatry. 31 (5): 187–192. doi:10.1055/s-2007-979325. PMID 9832350.
- ^ Baum, SS; Hill R; Rommelspacher H (October 1998). "Effect of kava extract and individual kavapyrones on neurotransmitter levels in the nucleus accumbens of rats". Progress in Neuro-Psychopharmacology and Biological Psychiatry. 22 (7): 1105–1120. doi:10.1016/S0278-5846(98)00062-1. PMID 9829291.
- ^ Ma, Yuzhong; Karuna Sachdeva; Jirong Liu1; Michael Ford; Dongfang Yang; Ikhlas Khan; Clinton Chichester; Bingfang Yan (November 2004). "Desmethoxyyangonin and dihydromethysticin are two major pharmacological kavalactones with marked activity on the induction of CYP3A23". Drug Metabolism and Disposition. 32 (11): 1317–1324. doi:10.1124/dmd.104.000786. PMID 15282211.
