Structure Database (LMSD)
Common Name
Chamazulene
Systematic Name
Synonyms
3D model of Chamazulene
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
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).
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
GXGJIOMUZAGVEH-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3
SMILES (Click to copy)
C12=C(C)C=CC1=C(C)C=CC(CC)=C2
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
14
Rings
2
Aromatic Rings
2
Rotatable Bonds
1
Van der Waals Molecular Volume
191.04
Topological Polar Surface Area
0.00
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
0
logP
4.02
Molar Refractivity
62.80
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Created at
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Updated at
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