GLPBio

α-Humulene

Catalog No.: GC40262Purity:>95.00%Synonyms: αCaryophyllene, (±)-αHumulene
COASDSData Sheet
α-El humuleno es un constituyente principal de Tanacetum vulgare L.

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α-Humulene
Cas No.: 6753-98-6
10mM (in 1mL DMSO)In Stock
$39.00
1
50mgIn Stock
$35.00
1
100mgIn Stock
$63.00
1
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    187(9):2288-2304 (2024)
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    183(7):1867-1883 (2020)
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Descripción (Description)

α-Humulene is a sesquiterpene found in essential oils of various plant species with an IC50 value of 15µg/ml for anti-inflammatory activities[1]. α-Humulene strongly inhibits the expression of multidrug efflux pump genes (bmeB1 and bmeB3), prevents the formation of bacterial biofilms, restrains bacterial metabolic activity, and hinders bacterial growth[2]. α-Humulene exerts anti-inflammatory effects by regulating intracellular calcium ion and cAMP levels, thereby reducing the expression level of IL-6 mRNA and histamine levels[3]. α-Humulene has been widely used in anti-proliferation studies to kill various cancer cells and regulate oxidative stress[4].

In vitro, α-Humulene treatment for 12 hours significantly inhibited the viability of Huh7, SMMC-7721, HepG2, and Hep3B cells, with IC50 values of 15.09µg/ml, 17.31µg/ml, 11.22µg/ml, and 13.78µg/ml, respectively[5]. Incubation with 200µM α-Humulene for 4 hours induced an increase in reactive oxygen species (ROS) in L-929 cells and a decrease in intracellular glutathione (GSH) content[6].

In vivo, Single intragastric administration of α-Humulene at a dose of 100mg/kg 30 minutes before HCl/ethanol injection alleviated HCl/ethanol-induced gastric mucosal injury and increased the levels of mucus-stabilizing factors in rats[7]. Daily oral administration of α-Humulene at a dose of 50mg/kg for 22 consecutive days reduced eosinophil counts and decreased the expression of inflammatory mediators and adhesion molecules as well as transcription factor activation in a mouse model of allergic airway inflammation[8].

References:
[1] Coté H, Boucher M A, Pichette A, et al. Anti-inflammatory, antioxidant, antibiotic, and cytotoxic activities of Tanacetum vulgare L. essential oil and its constituents[J]. Medicines, 2017, 4(2): 34.
[2] Jang H I, Rhee K J, Eom Y B. Antibacterial and antibiofilm effects of α-humulene against Bacteroides fragilis[J]. Canadian Journal of Microbiology, 2020, 66(6): 389-399.
[3] Becker L, Holtmann D. Anti-inflammatory effects of α-humulene on the release of pro-inflammatory cytokines in lipopolysaccharide-induced THP-1 cells[J]. Cell Biochemistry and Biophysics, 2024, 82(2): 839-847.
[4] Dalavaye N, Nicholas M, Pillai M, et al. The clinical translation of α-humulene–A scoping review[J]. Planta medica, 2024, 90(09): 664-674.
[5] Chen H, Yuan J, Hao J, et al. α-Humulene inhibits hepatocellular carcinoma cell proliferation and induces apoptosis through the inhibition of Akt signaling[J]. Food and Chemical Toxicology, 2019, 134: 110830.
[6] Legault J, Dahl W, Debiton E, et al. Antitumor activity of balsam fir oil: Production of reactive oxygen species induced by α-humulene as possible mechanism of action[J]. Planta medica, 2003, 69(05): 402-407.
[7] Yeo D, Hwang S J, Song Y S, et al. Humulene inhibits acute gastric mucosal injury by enhancing mucosal integrity[J]. Antioxidants, 2021, 10(5): 761.
[8] Rogerio A P, Andrade E L, Leite D F P, et al. Preventive and therapeutic anti‐inflammatory properties of the sesquiterpene α‐humulene in experimental airways allergic inflammation[J]. British journal of pharmacology, 2009, 158(4): 1074-1087.

Protocolo (Protocol)

Cell experiment [1]:

Cell lines

 Huh7 cells

Preparation Method

 Huh7 cells were cultured in DMEM medium, supplemented with 10% fetal bovine serum (FBS), 100U/ml penicillin, and 100μg/ml streptomycin, at 37°C in an incubator with 5% CO2. Cells (1×104/well) were seeded in 96-well plates, allowed to adhere overnight, and treated for 24h at 37°C with different concentrations of α-Humulene (0, 1, 5, 10, 50, 100, and 200µg/ml), the cell proliferation was tested.

Reaction Conditions

 0, 1, 5, 10, 50, 100, and 200µg/ml; 24h

Applications

 α-Humulene treatment reduced cell proliferation of Huh7 cells in a dose-dependent manner.
Animal experiment [2]:

Animal models

 Female BALB/c mice

Preparation Method

Female BALB/c mice (8 weeks old; 20-25g) were kept in controlled room temperature (22±2°C) and humidity (60-80%) under a 12:12h light-dark cycle (lights on 06:00). Mice were immunized on days 0 and 7 by subcutaneous injection of 4µg of ovalbumin plus 1.6mg of aluminium hydroxide in 0.4ml of saline followed by two intranasal challenges (on post-immunization days 14 and 21) with 10µg of ovalbumin in 50µl of saline, delivered into the nostrils under light ether anaesthesia with the aid of a micropipette. To study the preventive anti-inflammatory effects, α-humulene or trans-caryophyllene were given orally by gavage at a dose of 50mg/kg for 22 days, starting from the day of immunization. Mice were killed by isoflurane overdose. Subsequently, a polyethylene cannula was introduced into the trachea, and phosphate-buffered saline (PBS) containing heparin (10UI/ml) was instilled in three aliquots (0.3, 0.3, and 0.4ml) to a total of 1ml. The bronchoalveolar lavage fluid (BALF) was recovered and placed on ice for analysis.

Dosage form

50mg/kg/day; 22 days; p.o.

Applications

α-Humulene treatment reduced the eosinophil recruitment to the BALF in mice with allergic airway inflammation.
References:
[1] Chen H, Yuan J, Hao J, et al. α-Humulene inhibits hepatocellular carcinoma cell proliferation and induces apoptosis through the inhibition of Akt signaling[J]. Food and Chemical Toxicology, 2019, 134: 110830.
[2] Rogerio A P, Andrade E L, Leite D F P, et al. Preventive and therapeutic anti‐inflammatory properties of the sesquiterpene α‐humulene in experimental airways allergic inflammation[J]. British journal of pharmacology, 2009, 158(4): 1074-1087.

Documentos del producto (Product Documents)

Purity:>95.00%Appearance:An oil
COASDSData Sheet

Propiedades químicas (Chemical Properties)

N.º CAS
6753-98-6
Sinónimos
αCaryophyllene, (±)-αHumulene
SMILES
C/C1=C\CC/C(C)=C/CC(C)(C)/C=C/C1
Fórmula molecular
C15H24
Peso molecular
204.4
Solubilidad
Methanol: 10 mg/ml
Almacenamiento
Store at -20°C
Condiciones de envío
Las muestras de evaluación se envían con acumuladores de frío. Los demás tamaños se envían a temperatura ambiente o, previa solicitud, con acumuladores de frío.

Calculadoras (Calculators)Molaridad / Dilución / Peso molecular / Conversión de unidades / Formulación in vivo / Solubilidad

g/mol

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