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Details

Stereochemistry ACHIRAL
Molecular Formula C10H14O
Molecular Weight 150.2179
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THYMOL

SMILES

CC(C)c1ccc(C)cc1O

InChI

InChIKey=MGSRCZKZVOBKFT-UHFFFAOYSA-N
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3

HIDE SMILES / InChI

Molecular Formula C10H14O
Molecular Weight 150.2179
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Thymol, a monoterpene, obtained from thyme oil or other volatile oils, is used as a stabilizer in pharmaceutic preparations. It has been used for its antiseptic, antibacterial, and antifungal actions to help reduce and prevent plaque and gingivitis. Recently was shown, that this substance was able to significantly reduce the oxidative stress associated with cataract. The results suggested that thymol might be a potential therapeutic approach in the prevention of diabetic complications through its aldose reductase enzyme inhibitory and antioxidant activities.

Originator

Curator's Comment:: Thymol was discovered by Caspar Neumann in 1719. It was purified, in 1853, by M. Lallemand, who gave it the name 'thymol,'

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P15121
Gene ID: 231.0
Gene Symbol: AKR1B1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Studies on antimicrobial activity of extracts from thyme].
2001 Aug
Combined effects of acetaminophen, isopropylantipyrine and caffeine on pregnant and nonpregnant liver.
2001 Nov
[Analysis of flavonoids in the flowers and leaves of Monarda didyma L].
2002
Interdental mutans streptococci suppression in vivo: a comparison of different chlorhexidine regimens in relation to restorative material.
2002 Apr
Comparison of release mechanisms for botanical oils to control Varroa destructor (Acari: Varroidae) and Acarapis woodi (acari: Tarsonemidae) in colonies of honey bees (Hymenoptera: Apidae).
2002 Apr
Spice oils for the control of co-occurring mycotoxin-producing fungi.
2002 Apr
Extraction of thymol, eucalyptol, menthol, and camphor residues from honey and beeswax. Determination by gas chromatography with flame ionization detection.
2002 Apr 19
Determination of acaricides in honey by high-performance liquid chromatography with photodiode array detection.
2002 Apr 19
Influence of the spatulation of two zinc oxide-eugenol-based sealers on the obturation of lateral canals.
2002 Apr-Jun
Microleakage of amalgam cavity treatment systems: an in vitro evaluation.
2002 Aug
Voltage-dependent block of neuronal and skeletal muscle sodium channels by thymol and menthol.
2002 Aug
Development of a paw paw herbal shampoo for the removal of head lice.
2002 Dec
Repellent activities of essential oils and monoterpenes against Culex pipiens pallens.
2002 Dec
Detection and stability of Japanese encephalitis virus RNA and virus viability in dead infected mosquitoes under different storage conditions.
2002 Dec
Thermal and photochemical rearrangement of bicyclo[3.1.0]hex-3-en-2-one to the ketonic tautomer of phenol. Computational evidence for the formation of a diradical rather than a zwitterionic intermediate.
2002 Dec 25
Saline or Hartmann's solution: is it still a controversy?
2002 Feb
Systemic availability and pharmacokinetics of thymol in humans.
2002 Jul
GC/MS evaluation of thyme (Thymus vulgaris L.) oil composition and variations during the vegetative cycle.
2002 Jul 20
QSAR evaluation of monoterpenoids' insecticidal activity.
2002 Jul 31
Composition and antimicrobial activity of essential oil and hexane-ether extract of Tanacetum santolinoides (dc.) Feinbr. and Fertig.
2002 Jul-Aug
Modified Class II open sandwich restorations: evaluation of interfacial adaptation and influence of different restorative techniques.
2002 Jun
Human platelet aggregation inhibitors from thyme (Thymus vulgaris L.).
2002 Jun
Isolation and structure elucidation of radical scavengers from Thymus vulgaris leaves.
2002 Jun
Micro-phase sorbent extraction for trace analysis via in situ sorbent formation: application to the preconcentration and the spectrophotometric determination of trace ammonia.
2002 Jun
A comparative study of apical leakage of Endomethasone, Top Seal, and Roeko Seal sealer cements.
2002 Jun
Effect of Er:YAG laser on adhesion of root canal sealers.
2002 Mar
Aspergillus flavus dose-response curves to selected natural and synthetic antimicrobials.
2002 Mar
Two in vitro models for gas-phase exposure to volatile compounds.
2002 Mar-Apr
In vitro antifungal activity of several antimicrobial compounds against Penicillium expansum.
2002 May
Effects of thymol on calcium and potassium currents in canine and human ventricular cardiomyocytes.
2002 May
Insecticidal properties of essential plant oils against the mosquito Culex pipiens molestus (Diptera: Culicidae).
2002 May
The cellular compatibility of five endodontic sealers during the setting period.
2002 Nov
Long-term cytocompatibility of various endodontic sealers using a new root canal model.
2002 Nov
New diacylated 2-hydroxythymol derivatives from Melampodium divaricatum.
2002 Nov-Dec
The effectiveness of four-cavity treatment systems in sealing amalgam restorations.
2002 Nov-Dec
Surgical management of overfilling of the root canal: a case report.
2002 Oct
Inhibition of calculus formation by dentifrice formulations containing essential oils and zinc.
2002 Oct
Effectiveness of chlorhexidine-thymol varnish for caries reduction in permanent first molars of 6-7-year-old children: 24-month clinical trial.
2002 Oct
Influence of irrigants on the coronal microleakage of laterally condensed gutta-percha root fillings.
2002 Sep
The effects of the combination of chlorhexidine/thymol- and fluoride-containing varnishes on the severity of root caries lesions in frail institutionalised elderly people.
2002 Sep-Nov
Effect of Cervitec on mutans streptococci in plaque and on caries formation on occlusal fissures of erupting permanent molars.
2002 Sep-Oct
Effect of chlorhexidine varnish and gel on mutans streptococci in margins of restorations in adults.
2002 Sep-Oct
Antifungal activity of essential oils evaluated by two different application techniques against rye bread spoilage fungi.
2003
Ethnobotany and natural products: the search for new molecules, new treatments of old diseases or a better understanding of indigenous cultures?
2003
Activity and mechanisms of action of selected biocidal agents on Gram-positive and -negative bacteria.
2003
Bacterial susceptibility to and chemical composition of essential oils from Thymus kotschyanus and Thymus persicus.
2003 Apr 9
Antimicrobial activity and chemical composition of the essential oil of Lippia graveolens from Guatemala.
2003 Jan
Effect of thermocycling on the shear bond strength of a cyanoacrylate orthodontic adhesive.
2003 Jan
Antimicrobial and antioxidant activity of the essential oil and methanol extracts of Thymus pectinatus Fisch. et Mey. Var. pectinatus (Lamiaceae).
2003 Jan 1
Analysis of pesticide residues on museum objects repatriated to the Hupa tribe of California.
2003 Mar 15
Patents

Sample Use Guides

Rinse full strength for 30 seconds with 20 mL (2/3 fluid ounce or 4 teaspoonfuls) morning and night. Do not swallow.
Route of Administration: Other
Thymol significantly inhibited goat lens aldose reductase (AR) enzyme in a linear manner in concentrations ranging from 0.25 to 2 µg/ml. The highest percent inhibition exhibited by thymol was 80% at 2 µg/ml and the IC50 was found to be 0.65 µg/ml. Quercetin, used as standard, inhibited 64.64% of AR enzyme at a concentration of 4.5 µg/ml.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:09:47 UTC 2021
Edited
by admin
on Fri Jun 25 21:09:47 UTC 2021
Record UNII
3J50XA376E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THYMOL
EP   FCC   FHFI   HSDB   II   INCI   MART.   MI   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
APIGUARD
Common Name English
2-HYDROXY-1-ISOPROPYL-4-METHYLBENZENE
Systematic Name English
THYMOL [MART.]
Common Name English
THYMOLUM
HPUS  
Common Name English
THYMOL [FCC]
Common Name English
THYMOL [EP MONOGRAPH]
Common Name English
NSC-47821
Code English
PHENOL, 5-METHYL-2-(1-METHYLETHYL)-
Systematic Name English
THYMOL [HSDB]
Common Name English
THYMOL [VANDF]
Common Name English
THYMOL [FHFI]
Common Name English
THYMOL [MI]
Common Name English
THYMOL [USP-RS]
Common Name English
THYMOL [INCI]
Common Name English
THYMOL [II]
Common Name English
6-ISOPROPYL-M-CRESOL
Systematic Name English
1-METHYL-3-HYDROXY-4-ISOPROPYLBENZENE
Systematic Name English
3-HYDROXY-P-CYMENE
Common Name English
THYMOLUM [HPUS]
Common Name English
NSC-11215
Code English
THYMOL [WHO-DD]
Common Name English
P-CYMEN-3-OL
Common Name English
THYME CAMPHOR
Common Name English
NSC-49142
Code English
FEMA NO. 3066
Code English
Classification Tree Code System Code
CFR 21 CFR 310.544
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
NCI_THESAURUS C28394
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
DSLD 3396 (Number of products:5)
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
JECFA EVALUATION THYMOL
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
CFR 21 CFR 310.531
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
CFR 21 CFR 172.515
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
WHO-VATC QP53AX22
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
EPA PESTICIDE CODE 80402
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C77062
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
FDA UNII
3J50XA376E
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
WIKIPEDIA
THYMOL
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
CAS
89-83-8
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
MERCK INDEX
M10824
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY Merck Index
USP_CATALOG
1667213
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY USP-RS
DRUG BANK
DB02513
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
EVMPD
SUB15555MIG
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
HSDB
866
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
DRUG CENTRAL
4258
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
MESH
D013943
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
ECHA (EC/EINECS)
201-944-8
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
EPA CompTox
89-83-8
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
RXCUI
10553
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY RxNorm
ChEMBL
CHEMBL29411
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
PUBCHEM
6989
Created by admin on Fri Jun 25 21:09:47 UTC 2021 , Edited by admin on Fri Jun 25 21:09:47 UTC 2021
PRIMARY
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