Skip to Content
MilliporeSigma
All Photos(2)

Documents

C1305

Sigma-Aldrich

Cafestol acetate

≥98%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C22H30O4
CAS Number:
81760-48-7
Molecular Weight:
358.47
MDL number:
MFCD00133152
UNSPSC Code:
12352205
PubChem Substance ID:
24892399
NACRES:
NA.79

assay

≥98%

form

powder

technique(s)

HPLC: suitable

color

white to off-white

storage temp.

2-8°C

SMILES string

CC(=O)OCC1(O)CC23CCC4c5ccoc5CCC4(C)C2CCC1C3

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

InChI key

PTGGVIKFNQSFBY-UHFFFAOYSA-N

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Wolfgang W Huber et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46(4), 1230-1238 (2007-11-07)
Coffee drinking appears to reduce cancer risk in liver and colon. Such chemoprevention may be caused by the diterpenes kahweol and cafestol (K/C) contained in unfiltered beverage. In animals, K/C treatment inhibited the mutagenicity/tumorigenicity of several carcinogens, likely explicable by
Agnieszka Potęga et al.
Journal of pharmaceutical analysis, 10(4), 376-384 (2020-09-15)
5-Dimethylaminopropylamino-8-hydroxytriazoloacridinone (C-1305) is a promising antitumor compound developed in our laboratory. A better understanding of its metabolic transformations is still needed to explain the multidirectional mechanism of pharmacological action of triazoloacridinone derivatives at all. Thus, the aim of the current
Cafestol, a diterpene molecule found in coffee, induces leukemia cell death
Lima C, et al.
Biomedicine and Pharmacotherapy, 92, 1045-1054 (2017)
Coffee provides a natural multitarget pharmacopeia against the hallmarks of cancer
Gaascht F, et al.
Genes & Nutrition, 10(6), 51-51 (2015)
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service