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Cafestol

Names

[ CAS No. ]:
469-83-0

[ Name ]:
Cafestol

[Synonym ]:
(1S,4S,12S,13R,16R,17R)-17-(Hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0.0.0]nonadeca-5(9),6-dien-17-ol
unii-ac465t6q6w

Biological Activity

[Description]:

Cafestol, one of the major components of coffee, is a coffee-specific diterpene from. Cafestol is a ERK inhibitor for AP-1-targeted activity against PGE2 production and the mRNA expression of cyclooxygenase (COX)-2 in LPS-activated RAW264.7 cells. Cafestol has strong inhibitory activity on PGE2 production by suppressing the NF-kB activation pathway. Cafestol contributes to its beneficial effects through various biological activities such as chemopreventive, antitumorigenic, hepatoprotective, antioxidative and antiinflammatory effects[1].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Immunology/Inflammation >> PGE synthase
Signaling Pathways >> Immunology/Inflammation >> COX
Signaling Pathways >> MAPK/ERK Pathway >> ERK
Signaling Pathways >> Stem Cell/Wnt >> ERK

[Target]

ERK

COX-2

NF-κB


[References]

[1]. Shen T, et al. Cafestol, a coffee-specific diterpene, is a novel extracellular signal-regulated kinase inhibitor with AP-1-targeted inhibition of prostaglandin E2 production in lipopolysaccharide-activated macrophages. Biol Pharm Bull. 2010;33(1):128-32.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
468.6±45.0 °C at 760 mmHg

[ Melting Point ]:
160-162ºC (with decomposition) (ethyl ether pentane )

[ Molecular Formula ]:
C20H28O3

[ Molecular Weight ]:
316.435

[ Flash Point ]:
237.2±28.7 °C

[ Exact Mass ]:
316.203857

[ PSA ]:
53.60000

[ LogP ]:
4.03

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.604

Related Compounds