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Thymol

Thymol
Thymol
Thymol3D.png
Names
Preferred IUPAC name
5-Methyl-2-(propan-2-yl)phenol
Other names
2-Isopropyl-5-methylphenol
Identifiers
89-83-8 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:27607 YesY
ChEMBL ChEMBL29411 YesY
ChemSpider 21105998 YesY
DrugBank DB02513 YesY
ECHA InfoCard 100.001.768
2499
KEGG D01039 YesY
UNII 3J50XA376E YesY
Properties
C10H14O
Molar mass 150.22 g·mol−1
Density 0.96 g/cm3
Melting point 49 to 51 °C (120 to 124 °F; 322 to 324 K)
Boiling point 232 °C (450 °F; 505 K)
0.9 g/L (20 °C)
Pharmacology
QP53AX22 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Thymol (also known as 2-isopropyl-5-methylphenol, IPMP) is a natural monoterpene phenol derivative of cymene, C10H14O, isomeric with carvacrol, found in oil of thyme, and extracted from Thymus vulgaris (common thyme) and various other kinds of plants as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. Thymol also provides the distinctive, strong flavor of the culinary herb thyme, also produced from T. vulgaris.

Thymol is part of a naturally occurring class of compounds known as biocides, with strong antimicrobial attributes when used alone or with other biocides such as carvacrol. In addition, naturally occurring biocidal agents such as thymol can reduce bacterial resistance to common drugs such as penicillin. Numerous studies have demonstrated the antimicrobial effects of thymol, ranging from inducing antibiotic susceptibility in drug-resistant pathogens to powerful antioxidant properties. Research demonstrates that naturally occurring biocides such as thymol and carvacrol reduce bacterial resistance to antibiotics through a synergistic effect, and thymol has been shown to be an effective fungicide, particularly against fluconazole-resistant strains. This is especially relevant to Candida infections. Carvacrol (isomeric with thymol) and thymol have been demonstrated to have a strong antimutagenic effect. In addition, there is evidence that thymol has antitumor properties. Though the exact mechanism is unknown, some evidence suggests thymol effects at least some of its biocidal properties by membrane disruption.


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