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6894-43-5

6894-43-5 structure
6894-43-5 structure
  • Name: Kahweol
  • Chemical Name: kahweol
  • CAS Number: 6894-43-5
  • Molecular Formula: C20H26O3
  • Molecular Weight: 314.419
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2018-06-24 17:53:07
  • Modify Date: 2024-01-08 18:41:48
  • Kahweol is one of the consituents of the coffee from Coffea Arabica with anti-inflammatory anti-angiogenic, and anti-cancerous activities. Kahweol inhibits adipogenesis and increase glucose uptake by AMP-activated protein kinase (AMPK) activation. Kahweol induces apoptosis.

Name kahweol
Synonyms (1S,4S,12S,13R,16R,17R)-17-(Hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0.0.0]nonadeca-5(9),6,10-trien-17-ol
Description Kahweol is one of the consituents of the coffee from Coffea Arabica with anti-inflammatory anti-angiogenic, and anti-cancerous activities. Kahweol inhibits adipogenesis and increase glucose uptake by AMP-activated protein kinase (AMPK) activation. Kahweol induces apoptosis.
Related Catalog
Target

AMPK; adipogenesis; apoptosis[1]

In Vitro Kahweol (20-40 μM; 24 hours) decreases TGF-β-induced CTGF protein expression in AML12 and LX2 cells[1]. Kahweol (20-40 μM; 1 hour) decreases TGF-β-induced phospho-Smad2/3 expression in AML12 cells, but does not affect expression in LX2 cells[1]. Kahweol (20-40 μM) significantly decreased TGF-β-stimulated phospho-ERK and JNK expression in primary hepatocytes only[1]. kahweol (0-25 μg/ml; 6-24 hours) increased the phosphorylation of AMPK and its downstream target Acetyl-CoA carboxylase (ACC) in a time-dependent manner in 3T3-L1 cells[2]. kahweol (0-25 μg/ml) significantly affects protein expression of PPARγ, C/EBPα, FABP4, and FASN, that regulate adipocyte differentiation and lipid metabolism[2]. Western Blot Analysis[2] Cell Line: 3T3-L1 cells Concentration: 0, 5, 10, 25 μg/ml Incubation Time: Result: Reduced PPARγ, C/EBPα, FABP4, and FASN expression in a dose-dependent manner.
References

[1]. Seo HY, et al. Kahweol decreases hepatic fibrosis by inhibiting the expression of connective tissue growth factor via the transforming growth factor-beta signaling pathway. Oncotarget. 2017 Aug 1;8(50):87086-87094.

[2]. Baek JH, et al. Kahweol inhibits lipid accumulation and induces Glucose-uptake through activation of AMP-activated protein kinase (AMPK). BMB Rep. 2017 Nov;50(11):566-571.

Density 1.3±0.1 g/cm3
Boiling Point 476.6±45.0 °C at 760 mmHg
Melting Point 88-90 °C
Molecular Formula C20H26O3
Molecular Weight 314.419
Flash Point 242.0±28.7 °C
Exact Mass 314.188202
PSA 53.60000
LogP 3.38
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.623

~97%

6894-43-5 structure

6894-43-5

Literature: Corey, E. J.; Xiang, Yi Bin Tetrahedron Letters, 1987 , vol. 28, # 45 p. 5403 - 5406

~%

6894-43-5 structure

6894-43-5

Literature: Tetrahedron Letters, , vol. 28, # 45 p. 5403 - 5406

~%

6894-43-5 structure

6894-43-5

Literature: Tetrahedron Letters, , vol. 28, # 45 p. 5403 - 5406

~%

6894-43-5 structure

6894-43-5

Literature: Tetrahedron Letters, , vol. 28, # 45 p. 5403 - 5406

~%

6894-43-5 structure

6894-43-5

Literature: Tetrahedron Letters, , vol. 28, # 45 p. 5403 - 5406