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Kahweol

Item № 14015
CAS № 6894-43-5
Purity ≥98%
product image
                (CAS 6894-43-5)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $52.00 0.00
     10 mg $99.00 0.00
     25 mg $234.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description

Kahweol is a natural diterpene that is isolated from coffee beans.1 It increases glutathione S-transferase activity in the gut mucosa of mice and, with the diterpene cafestol, induces glutathione S-transferase expression in rat livers.1,2 Kahweol has anti-inflammatory effects in RAW macrophages, inhibiting LPS-induced nitric oxide and prostaglandin E2 production (IC50 = 54 and 23 μM, respectively).3 Kahweol also is antiangiogenic, blocking the proliferation of endothelial cells (IC50 = 50 μM) and inhibiting endothelial migration, invasion, and tube formation.4 Kahweol is easily oxidized in the presence of air.1

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Technical Information
Formal Name
3bS,4,5,6,7R,8R,9,10,10aR,10bS-decahydro-7-hydroxy-10b-methyl-5aS,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol
CAS Number
6894-43-5
Molecular Formula
C20H26O3
Formula Weight
314.4
Purity
≥98%
Formulation
A crystalline sold
λmax
204, 289 nm
SMILES
OC[C@]1(O)[C@@]2([H])C[C@]3(C1)CCC4C5=C(OC=C5)C=C[C@@]4(C)C3CC2
InChI Code
InChI=1S/C20H26O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3/t13-,15?,17?,18-,19+,20+/m1/s1
InChI Key
JEKMKNDURXDJAD-JUKDXYPLSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Lam, L.K.T., Sparnins, V.L., and Wattenberg, L.W. Isolation and identification of kahweol palmitate and cafestol palmitate as active constituents of green coffee beans that enhance glutathione S-transferase activity in the mouse Cancer Research 42, 1193-1198 (1982).

2. Cavin, C., Holzhäuser, D., Constable, A., et al. The coffee-specific diterpenes cafestol and kahweol protect against aflatoxin B1-induced genotoxicity through a dual mechanism Carcinogenesis 19(8), 1369-1375 (1998).

3. Shen, T., Park, Y.C., Kim, S.H., et al. Nuclear factor-κB/signal transducers and activators of transcription-1-mediated inflammatory responses in lipopolysaccharide-activated macrophages are a major inhibitory target of kahweol, a coffee diterpene Biological and Pharmaceutical Bullentin 33(7), 1159-1164 (2010).

4. Cárdenas, C., Quesada, A.R., and Medina, M.A. Anti-angiogenic and anti-inflammatory properties of kahweol, a coffee diterpene PLoS One 6(8), (2011).

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