Structure Database (LMSD)
Common Name
Thymol
Systematic Name
Synonyms
3D model of Thymol
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
Level 4 Class
Biological Context
Thymol is a terpenoid that has been found in T. vulgaris and has diverse biological activities.1,2,3,4,5 It activates transient receptor potential vanilloid 3 (TRPV3) currents in HEK293 cells expressing mouse or human TRPV3 when used at a concentration of 500 µM.2 Thymol is active against a variety of plant pathogenic fungi, including A. niger, A. ochraceus, Cladosporium, and F. oxysporum (MICs = 200, 125, 100, and 300 µg/ml, respectively).3 It is also active against the bacteria E. coli and S. aureus but not P. aeruginosa (MICs = 500, 500, and >1,000 µg/ml, respectively).4 Thymol inhibits lipid peroxidation in ox brain phospholipid liposomes by 45-82% when used at concentrations ranging from 0.067 to 0.664 mM and scavenges trichloromethylperoxyl (CCl3O2-) radicals.5 It also reduces inflammatory cell infiltration into the airway, decreases the levels of IL-4, IL-5, and IL-13 in bronchoalveolar lavage fluid (BALF), and prevents airway hyperresponsiveness in a mouse model of ovalbumin-induced allergic asthma when administered at a dose of 16 mg/kg.1 Formulations containing thymol have been used as food flavorings, antiseptics, and pesticides.
This information has been provided by Cayman Chemical
References
1. Xu, H., Delling, M., Jun, J.C., et al. Oregano, thyme and clove-derived flavors and skin sensitizers activate specific TRP channels. Nat. Neurosci. 9(5), 628-635 (2006).
String Representations
InChiKey (Click to copy)
MGSRCZKZVOBKFT-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3
SMILES (Click to copy)
C1(C(C)C)=CC=C(C)C=C1O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
11
Rings
1
Aromatic Rings
1
Rotatable Bonds
1
Van der Waals Molecular Volume
159.17
Topological Polar Surface Area
20.23
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
1
logP
2.82
Molar Refractivity
46.93
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Created at
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Updated at
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