Humulone
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General | ||||||||||||||||
Surname | Humulone | |||||||||||||||
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Molecular formula | C 21 H 30 O 5 | |||||||||||||||
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properties | ||||||||||||||||
Molar mass | 362.47 g mol −1 | |||||||||||||||
Physical state |
firmly |
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Melting point |
66 ° C |
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Humulone (also α-lupulinic acid ) is a bacteriostatic bitter substance .
Occurrence
The resin of the ripe hops Humulus lupulus contains humulone. Its rearrangement products (especially cis - and trans -isohumulone), which are created by heating, give the beer its characteristic bitter taste. It is counted among the hop bitter substances .
Structurally, humulone is a hydroxyphloroglucine with three isoprenoid side chains. An anti-inflammatory effect of humulone was shown to suppress the transcription of the gene belonging to cyclooxygenase-2 ( COX-2 ), which inhibits the formation of prostaglandins .
Web links
Individual evidence
- ↑ Entry on Humulones. In: Römpp Online . Georg Thieme Verlag, accessed on December 29, 2014.
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ↑ Briggs, DE, CA Boulton, PA Brookes, and R. Stevens, Brewing Science and Practice. 2004, Cambridge, UK: Woodhead Publishing Limited, ISBN 978-0-8493-2547-2 .
- ↑ K. Yamamoto, J. Wang, S. Yamamoto, H. Tobe: Suppression of Cyclooxygenase-2 Gene Transcription by Humulone. In: Kenneth V. Honn, Lawrence J. Marnett, Santosh Nigam, Edward Dennis, Charles Serhan (Eds.): Eicosanoids and other bioactive lipids in cancer, inflammation, and radiation injury, Volume 5. Springer, 2002, ISBN 978-0 -306-47283-1 , pp. 73-76.