A terpene with anti-inflammatory and antioxidant activities
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Chamazulene

Item No. 36072

Technical Information
Formal Name
7-ethyl-1,4-dimethyl-azulene
CAS Number
529-05-5
Synonyms
  • Dimethulene
Molecular Formula
C14H16
Formula Weight
Purity
≥98%
A 5 mg/ml solution in ethanol
Ethanol: solubleWater: very slightly soluble
λmax
245, 285, 289 nm
SMILES
CCC1=CC=C(C)C2=CC=C(C)C2=C1
InChi Code
InChI=1S/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3
InChi Key
GXGJIOMUZAGVEH-UHFFFAOYSA-N
Origin
Natural/Source unknown
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Chamazulene is a terpene that has been found in chamomile (M. recutita) flowers and has anti-inflammatory and antioxidant activities.1 It reduces increases in matrix metalloproteinase-3 (MMP-3), MMP-9, COX-2, inducible nitric oxide synthase (iNOS), and p65 NF-κB levels in IL-1β-stimulated primary rat chondrocytes when used at a concentration of 10 µg/ml. Chamazulene (10 and 20 µg/ml) reduces IL-1β-induced production of malondialdehyde (MDA) and increases levels of superoxide dismutase (SOD), catalase, and glutathione peroxidase (GPX) in primary rat chondrocytes. In vivo, chamazulene (25 and 50 mg/kg) reduces hind paw volume, serum levels of MDA, TNF-α, and IL-6, and cartilage erosion in a rat model of osteoarthritis induced by complete Freund’s adjuvant (CFA).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ma, D., He, J., and He, D. Chamazulene reverses osteoarthritic inflammation through regulation of matrix metalloproteinases (MMPs) and NF-kβ pathway in in-vitro and in-vivo models. Biosci. Biotechol. Biochem. 84(2), 402-410 (2020).