Introduction：Basic information about CAS 6894-43-5|Kahweol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Kahweol |
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| CAS Number | 6894-43-5 | Molecular Weight | 314.419 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | 476.6±45.0 °C at 760 mmHg |
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| Molecular Formula | C20H26O3 | Melting Point | 88-90 °C |
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| MSDS | / | Flash Point | 242.0±28.7 °C |
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Names
| Name | kahweol |
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| Synonym | More Synonyms |
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Kahweol BiologicalActivity
| 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. |
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| Related Catalog | Signaling Pathways >>Epigenetics >>AMPKSignaling Pathways >>Apoptosis >>ApoptosisSignaling Pathways >>PI3K/Akt/mTOR >>AMPK |
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| Target | AMPK; adipogenesis; apoptosis[1] |
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| 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. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 476.6±45.0 °C at 760 mmHg |
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| Melting Point | 88-90 °C |
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| Molecular Formula | C20H26O3 |
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| Molecular Weight | 314.419 |
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| Flash Point | 242.0±28.7 °C |
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| Exact Mass | 314.188202 |
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| PSA | 53.60000 |
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| LogP | 3.38 |
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| Vapour Pressure | 0.0±1.3 mmHg at 25°C |
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| Index of Refraction | 1.623 |
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| InChIKey | JEKMKNDURXDJAD-HWUKTEKMSA-N |
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| SMILES | CC12C=Cc3occc3C1CCC13CC(CCC12)C(O)(CO)C3 |
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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 |
