Kahweol is a diterpenoid molecule found in the beans of Coffea arabica. It is structurally related to cafestol. It gets its name from the Arabic word "Ka-ah-wa", from which "coffee" derives. In French, it's evolved into the slang word "kawa", to designate coffee.
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IUPAC name
(3bS,5aS,7R,8R,10aR,10bS)-3b,4,5,6,7,8,9,10,10a,10b-Decahydro-7-hydroxy-10b-methyl-5a,8-Methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-methanol
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3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C20H26O3 | |
Molar mass | 314.425 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Recent research suggests that kahweol may have beneficial effects on bone by inhibiting osteoclast differentiation.[1] Another recent study confirmed that kahweol has anti-inflammatory and anti-angiogenic effects, offering a possible mechanism for the association found in epidemiological studies between consumption of unfiltered coffee and decreased risk of cancer.[2] Because the espresso method does not use a filter, chemical components that contribute to cholesterol elevation, cafestol, diterpenes, and kahweol, may remain in the coffee served.[3] [4]
See also
References
- ^ "The Coffee Diterpene Kahweol Prevents Osteoclastogenesis via Impairment of NFATc1 Expression and Blocking of Erk Phosphorylation". J Pharmacol Sci. 118 (4): 479–86. Mar 2012. doi:10.1254/jphs.11212FP. PMID 22447306.
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ignored (help) - ^ "Anti-angiogenic and anti-inflammatory properties of kahweol, a coffee diterpene". PLOS ONE. 6 (8): e23407. Aug 2011. Bibcode:2011PLoSO...623407C. doi:10.1371/JOURNAL.PONE.0023407. PMC 3153489. PMID 21858104.
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ignored (help)CS1 maint: unflagged free DOI (link) - ^ Urban, Peter, Cholesterol Worries? Skip the Espresso, AARP, May 27 2022
- ^ Ricketts ML, Boekschoten MV, Kreeft AJ, Hooiveld GJ, Moen CJ, Müller M, Frants RR, Kasanmoentalib S, Post SM, Princen HM, Porter JG, Katan MB, Hofker MH, Moore DD (2007). "The cholesterol-raising factor from coffee beans, cafestol, as an agonist ligand for the farnesoid and pregnane X receptors". Molecular Endocrinology (Baltimore, Md.). 21 (7): 1603–16. doi:10.1210/me.2007-0133. PMID 17456796.