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
Validation of DIAGNOdent for quantification of smooth-surface caries: an in vitro study.
2001 Apr
[Studies on antimicrobial activity of extracts from thyme].
2001 Aug
Advances in disinfection testing and modelling.
2001 Aug
The efficiency of dentine adhesives in treating non-caries cervical lesions.
2001 Dec
Varnish or polymeric coating for the prevention of demineralization? An ex vivo study.
2001 Dec
Acute, sublethal, antifeedant, and synergistic effects of monoterpenoid essential oil compounds on the tobacco cutworm, Spodoptera litura (Lep., Noctuidae).
2001 Feb
The effect of air-drying on glycosidically bound volatiles from seasonally collected origano (Origanum vulgare ssp. hirtum) from Croatia.
2001 Feb
Effect of an antibacterial varnish on lactic acid production in plaque adjacent to fixed orthodontic appliances.
2001 Jun
Hematological studies on black cumin oil from the seeds of Nigella sativa L.
2001 Mar
Combined effects of acetaminophen, isopropylantipyrine and caffeine on pregnant and nonpregnant liver.
2001 Nov
Chemical analysis and antimicrobial activity of Halimium voldii.
2001 Nov-Dec
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
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
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
Repellent activities of essential oils and monoterpenes against Culex pipiens pallens.
2002 Dec
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
Chlorhexidine varnishes: a review.
2002 Jan
Carvacrol and thymol reduce swine waste odor and pathogens: stability of oils.
2002 Jan
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
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
A comparative study of apical leakage of Endomethasone, Top Seal, and Roeko Seal sealer cements.
2002 Jun
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
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
Spectrophotometric determination of vitamin B1 in a pharmaceutical formulation using triphenylmethane acid dyes.
2002 Oct 15
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
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
Effect of thermocycling on the shear bond strength of a cyanoacrylate orthodontic adhesive.
2003 Jan
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 Dec 15 16:13:40 GMT 2023
Edited
by admin
on Fri Dec 15 16:13:40 GMT 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 Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
DSLD 3396 (Number of products:5)
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
JECFA EVALUATION THYMOL
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
CFR 21 CFR 310.531
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
WHO-VATC QP53AX22
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
EPA PESTICIDE CODE 80402
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C77062
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
PRIMARY
FDA UNII
3J50XA376E
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
CHEBI
27607
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
NSC
11215
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
PRIMARY
WIKIPEDIA
THYMOL
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
PRIMARY
CAS
89-83-8
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PRIMARY
MERCK INDEX
m10824
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB02513
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
NSC
47821
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PRIMARY
EVMPD
SUB15555MIG
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PRIMARY
SMS_ID
100000091776
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
PRIMARY
DAILYMED
3J50XA376E
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
HSDB
866
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
DRUG CENTRAL
4258
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PRIMARY
MESH
D013943
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
RS_ITEM_NUM
1667213
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
PRIMARY
JECFA MONOGRAPH
588
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-944-8
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID6034972
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
RXCUI
10553
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
PRIMARY RxNorm
ChEMBL
CHEMBL29411
Created by admin on Fri Dec 15 16:13:40 GMT 2023 , Edited by admin on Fri Dec 15 16:13:40 GMT 2023
PRIMARY
NSC
49142
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
PRIMARY
PUBCHEM
6989
Created by admin on Fri Dec 15 16:13:41 GMT 2023 , Edited by admin on Fri Dec 15 16:13:41 GMT 2023
PRIMARY
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