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Kahweol

Kahweol

Product ID K0030
Cas No. 6894-43-5
Purity ≥97%
Product Unit SizeCostQuantityStock
5 mg $127.40 In stock
10 mg $200.10 In stock
25 mg $392.50 Please Inquire
100 mg $874.90 In stock
500 mg $3,015.90 Please Inquire
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Kahweol is a diterpene found in coffee beans that exhibits neuromodulatory, anti-osteoporotic, anti-resorptive, anti-inflammatory, antioxidative, anti-angiogenic, anticancer, and chemopreventive activities. Like other coffee compounds, kahweol may also display hyperlipidemic properties. In vitro, kahweol inhibits RANKL-induced osteoclast generation and bone resorbing activity. In other cellular and animal models, kahweol inhibits cell proliferation, migration, invasion, and tube formation, and suppresses expression of MCP-1 and COX-2. Additionally, kahweol activates Nrf2. In oral squamous cell carcinoma cells, this compound induces G1 phase cell cycle arrest and apoptosis and downregulates expression of Sp1. In vitro, kahweol inhibits aflatoxin B1-induced DNA adduct formation and increases levels of glutathione-S-transferase. This compound also inhibits H2O2-induced DNA damage and oxidative stress and decreases superoxide anion formation in vitro.

Product Info

Cas No.

6894-43-5

Purity

≥97%

Formula

C20H26O3

Formula Wt.

314.42

IUPAC Name

(1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-ol

Melting Point

143-144°C

Solubility

Soluble in ethanol (5 mg/mL), DMF (5 mg/mL), DMSO (3 mg/mL).

Appearance

Slightly yellowish solid

Shipping and Storage

Store Temp

-20°C

Ship Temp

Blue Ice

Downloads

MSDS

K0030 MSDS PDF

Info Sheet

K0030 Info Sheet PDF

References

Chae JI, Jeon YJ, Shim JH. Anti-Proliferative Properties of Kahweol in Oral Squamous Cancer Through the Regulation Specificity Protein 1. Phytother Res. 2014 Sep 8. [Epub ahead of print]. PMID: 25196544.

Wu KC, McDonald PR, Liu J, et al. Screening of natural compounds as activators of the keap1-nrf2 pathway. Planta Med. 2014 Jan;80(1):97-104. PMID: 24310212.

Fumimoto R, Sakai E, Yamaguchi Y, et al. The coffee diterpene kahweol prevents osteoclastogenesis via impairment of NFATc1 expression and blocking of Erk phosphorylation. J Pharmacol Sci. 2012;118(4):479-86. PMID: 22447306.

Cárdenas C, Quesada AR, Medina MA. Anti-angiogenic and anti-inflammatory properties of kahweol, a coffee diterpene. PLoS One. 2011;6(8):e23407. Erratum in: PLoS One. 2011;6(11). PMID: 21858104.

Lee KJ, Jeong HG. Protective effects of kahweol and cafestol against hydrogen peroxide-induced oxidative stress and DNA damage. Toxicol Lett. 2007 Sep 10;173(2):80-7. PMID: 17689207.

Cavin C, Mace K, Offord EA, et al. Protective effects of coffee diterpenes against aflatoxin B1-induced genotoxicity: mechanisms in rat and human cells. Food Chem Toxicol. 2001 Jun;39(6):549-56. PMID: 11346484.

Custom Order

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