Prunetin
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| Prunetin | ||
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| IUPAC name 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxychromen-4-one | ||
| Other names Prunusetin | ||
| Identifiers | ||
| CAS number | 552-59-0  = | |
| PubChem | 5281804 | |
| ChEBI | CHEBI:8600  | |
| ChEMBL | CHEMBL491174 | |
| Jmol-3D images | Image 1 | |
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| Properties | ||
| Molecular formula | C16H12O5 | |
| Molar mass | 284.26 g/mol | |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | ||
| Infobox references | ||
Prunetin is an O-methylated isoflavone, a type of flavonoid. It has been isolated for the first time by Finnemore in 1910 in the bark of Prunus emarginata (the Oregon cherry).[1] Prunetin isolated from pea roots can act as an attractant for Aphanomyces euteiches zoospores.[2] It is also an allosteric inhibitor of human liver aldehyde dehydrogenase.[3]
Glycosides
- 8-C-glucosyl prunetin, isolated from the leaves of Dalbergia hainanensis[4]
References
- ↑ Isoflavones. III. The structure of prunetin and a new synthesis of genistein. R. L. Shriner, C. J. Hull, J. Org. Chem., 1945, 10 (4), pp 288–291
- ↑ Aphanomyces euteiches zoospore attractant isolated from pea root; prunetin. Ryozo Yokosawa, Shiro Kuninaga and Harua Sekizaki, Ann. Phytopath. Soc. Japan 52:809-816 (1986)
- ↑ Allosteric inhibition of human liver aldehyde dehydrogenase by the isoflavone prunetin. Sheikh S. and Weiner H., Biochemical pharmacology, 1997, vol. 53, no4, pp. 471-478
- ↑ Conformational Study of 8-C-glucosyl-prunetin by Dynamic NMR Spectroscopy. Pei Cheng Zhang, Ying Hong Wang, Xin Liu, Xiang Yi, Ruo Yun Chen and De Quan Yu, Chinese Chemical Letters Vol. 13, No. 7, pp 645 – 648, 2002
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