Kahweol is a diterpenoid molecule found in the beans of Coffea arabica and is structurally related to cafestol.[1] Its name derives from the Arabic قهوة qahwa meaning "coffee".

Kahweol
Names
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
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C20H26O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1 checkY
    Key: JEKMKNDURXDJAD-HWUKTEKMSA-N checkY
  • InChI=1/C20H26O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1
    Key: JEKMKNDURXDJAD-HWUKTEKMBU
  • OC[C@@]5(O)C[C@@]43[C@H]([C@@]2(/C=C\c1occc1[C@H]2CC3)C)CC[C@@H]5C4
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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See also

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References

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  1. ^ Surma, S.; Oparil, S. (August 9, 2021). "Coffee and Arterial Hypertension". Current Hypertension Reports. 23 (7): 38. doi:10.1007/s11906-021-01156-3. ISSN 1522-6417. PMC 8352830. PMID 34370111.