U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H14O
Molecular Weight 150.2176
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Thymol

SMILES

CC(C)C1=C(O)C=C(C)C=C1

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 150.2176
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
Effect of carvacrol and thymol on odor emissions from livestock wastes.
2001
The efficiency of dentine adhesives in treating non-caries cervical lesions.
2001 Dec
The effect of various root canal sealers on India ink and different concentrations of methylene blue solutions.
2001 Dec
Inhibition of malonaldehyde formation from blood plasma oxidation by aroma extracts and aroma components isolated from clove and eucalyptus.
2001 Dec
Comparative study of sealing capabilities and adhesiveness of injectable root canal sealers using pressure syringe technique.
2001 Jul-Sep
Prevention of pit and fissure caries using an antimicrobial varnish: 9 month clinical evaluation.
2001 May
Combined effects of acetaminophen, isopropylantipyrine and caffeine on pregnant and nonpregnant liver.
2001 Nov
Correlation between the chemical and genetic relationships among commercial thyme cultivars.
2001 Sep
A study of the minimum inhibitory concentration and mode of action of oregano essential oil, thymol and carvacrol.
2001 Sep
Interdental mutans streptococci suppression in vivo: a comparison of different chlorhexidine regimens in relation to restorative material.
2002 Apr
Spice oils for the control of co-occurring mycotoxin-producing fungi.
2002 Apr
Pseudomonas aeruginosa cells adapted to benzalkonium chloride show resistance to other membrane-active agents but not to clinically relevant antibiotics.
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
Voltage-dependent block of neuronal and skeletal muscle sodium channels by thymol and menthol.
2002 Aug
Non-invasive localization of thymol accumulation in Carum copticum (Apiaceae) fruits by chemical shift selective magnetic resonance imaging.
2002 Aug
A direct continuous pH-spectrophotometric assay for arginine kinase activity.
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
Accuracy of a new apex locator: an in vitro study.
2002 Feb
Cytotoxicity of resin-, zinc oxide-eugenol-, and calcium hydroxide-based root canal sealers on human periodontal ligament cells and permanent V79 cells.
2002 Feb
Correlation between chemical composition and antibacterial activity of essential oils of some aromatic medicinal plants growing in the Democratic Republic of Congo.
2002 Feb
Determination of thymol in human plasma by automated headspace solid-phase microextraction-gas chromatographic analysis.
2002 Feb 5
Silphinene sesquiterpenes as model insect antifeedants.
2002 Jan
Chlorhexidine varnishes: a review.
2002 Jan
Carvacrol and thymol reduce swine waste odor and pathogens: stability of oils.
2002 Jan
Systemic availability and pharmacokinetics of thymol in humans.
2002 Jul
Composition and antimicrobial activity of essential oil and hexane-ether extract of Tanacetum santolinoides (dc.) Feinbr. and Fertig.
2002 Jul-Aug
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
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
Long-term cytocompatibility of various endodontic sealers using a new root canal model.
2002 Nov
The effectiveness of four-cavity treatment systems in sealing amalgam restorations.
2002 Nov-Dec
Bactericidal activities of plant essential oils and some of their isolated constituents against Campylobacter jejuni, Escherichia coli, Listeria monocytogenes, and Salmonella enterica.
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
Spectrophotometric determination of vitamin B1 in a pharmaceutical formulation using triphenylmethane acid dyes.
2002 Oct 15
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
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
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 Wed Jul 05 23:41:04 UTC 2023
Edited
by admin
on Wed Jul 05 23:41:04 UTC 2023
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 [JAN]
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 Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
NCI_THESAURUS C28394
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
DSLD 3396 (Number of products:5)
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
JECFA EVALUATION THYMOL
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
CFR 21 CFR 310.531
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
CFR 21 CFR 172.515
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
WHO-VATC QP53AX22
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
EPA PESTICIDE CODE 80402
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C77062
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
FDA UNII
3J50XA376E
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
CHEBI
27607
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
NSC
11215
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
WIKIPEDIA
THYMOL
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
CAS
89-83-8
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
MERCK INDEX
M10824
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB02513
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
NSC
47821
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
EVMPD
SUB15555MIG
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
SMS_ID
100000091776
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
DAILYMED
3J50XA376E
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
HSDB
866
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
DRUG CENTRAL
4258
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
MESH
D013943
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
RS_ITEM_NUM
1667213
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-944-8
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
EPA CompTox
DTXSID6034972
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
RXCUI
10553
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY RxNorm
ChEMBL
CHEMBL29411
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
NSC
49142
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
PUBCHEM
6989
Created by admin on Wed Jul 05 23:41:04 UTC 2023 , Edited by admin on Wed Jul 05 23:41:04 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Compound measured as 4.30% of the composition of the steam distillate of Elymus repens rhizome as per R Boesel in Planta Medica iss:4 pg:399-400, 1989.
PARENT -> CONSTITUENT ALWAYS PRESENT
Pure compound identified in the Paeonia lactiflora (Paeoniaceae) root steam distillate with growth-inhibiting activity against nine harmful intestinal bacteria and eight lactic acid-producing bacteria.
Related Record Type Details
ACTIVE MOIETY