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About This Item
Empirical Formula (Hill Notation):
C22H30O4
CAS Number:
Molecular Weight:
358.47
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
InChI
1S/C22H30O4/c1-14(23)26-13-22(24)12-21-9-5-17-16-7-10-25-18(16)6-8-20(17,2)19(21)4-3-15(22)11-21/h7,10,15,17,19,24H,3-6,8-9,11-13H2,1-2H3
SMILES string
CC(=O)OCC1(O)CC23CCC4c5ccoc5CCC4(C)C2CCC1C3
InChI key
PTGGVIKFNQSFBY-UHFFFAOYSA-N
assay
≥98%
form
powder
technique(s)
HPLC: suitable
color
white to off-white
storage temp.
2-8°C
Quality Level
Application
Cafestol acetate has been used to determine the effects of coffee on heat shock response (HSR).
Biochem/physiol Actions
Cafestol is a coffee-specific diterpene. It has anti-carcinogenic and anti-inflammatory activities. Cafestol stimulates apoptosis in cells associated with colorectal and renal cancer (Caki cells). It is used to study mechanisms of anti-oxidation related to hydrogen peroxide induced oxidative stress and DNA damage. Cafestol increases the level of glutathione (GSH), by stimulating γ-glutamylcysteine synthetase. It acts as a chemopreventive agent by inducing cytochrome P-450.
Other Notes
Furan-containing diterpene from green coffee beans.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Ting Shen et al.
Biological & pharmaceutical bulletin, 33(1), 128-132 (2010-01-05)
Coffee is a popular beverage worldwide with various nutritional benefits. Diterpene cafestol, one of the major components of coffee, contributes to its beneficial effects through various biological activities such as chemopreventive, antitumorigenic, hepatoprotective, antioxidative and antiinflammatory effects. In this study
Coffee provides a natural multitarget pharmacopeia against the hallmarks of cancer
Gaascht F, et al.
Genes & Nutrition, 10(6), 51-51 (2015)
Pablo Muriel et al.
Fitoterapia, 81(5), 297-305 (2009-10-15)
Coffee consumption is worldwide spread with few side effects. Interestingly, coffee intake has been inversely related to the serum enzyme activities gamma-glutamyltransferase, and alanine aminotransferase in studies performed in various countries. In addition, epidemiological results, taken together, indicate that coffee
Coffee extract and caffeine enhance the heat shock response and promote proteostasis in an HSF-1-dependent manner in Caenorhabditis elegans
Brunquell J, et al.
Cell Stress & Chaperones, 23(1), 65-75 (2018)
Kyung Jin Lee et al.
Toxicology letters, 173(2), 80-87 (2007-08-11)
There is an increasing evidence that oxidative stress is implicated in the processes of inflammation and carcinogenesis. It has been shown that kahweol and cafestol, coffee-specific diterpenes, exhibit chemoprotective effects. This study investigated the effects of kahweol and cafestol, coffee-specific
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