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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

Description

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.

CNS Activity

Originator

Caspar Neumann
1
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

1921
1467
Targets

Targets

Primary TargetPharmacologyConditionPotency
Aldose reductase
44
Target ID: P15121
Gene ID: 231.0
Gene Symbol: AKR1B1
Target Organism: Homo sapiens (Human)
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
Preventing
Not Provided
504
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effect of carvacrol and thymol on odor emissions from livestock wastes.
2001
Evaluation of volatile chemical treatments for lethality to Salmonella on alfalfa seeds and sprouts.
2001 Apr
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
The influence of three Erbium:YAG laser energies on the in vitro microleakage of Class V compomer resin restorations.
2001 Jan
Structural requirements of phenol derivatives for direct activation of chloride currents via GABA(A) receptors.
2001 Jun 8
Local anaesthetic activity of (+)- and (-)-menthol.
2001 Mar
Hematological studies on black cumin oil from the seeds of Nigella sativa L.
2001 Mar
Composition and antibacterial activity of the essential oils from Satureja wiedemanniana (Lallem.) Velen.
2001 Sep-Oct
Interdental mutans streptococci suppression in vivo: a comparison of different chlorhexidine regimens in relation to restorative material.
2002 Apr
Voltage-dependent block of neuronal and skeletal muscle sodium channels by thymol and menthol.
2002 Aug
Saline or Hartmann's solution: is it still a controversy?
2002 Feb
Accuracy of a new apex locator: an in vitro study.
2002 Feb
Chlorhexidine varnishes: a review.
2002 Jan
Sonochemical chloro-oxidation of phenols using HCl-H2O2.
2002 Jan
Effects of thymol on calcium and potassium currents in canine and human ventricular cardiomyocytes.
2002 May
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
Analysis of pesticide residues on museum objects repatriated to the Hupa tribe of California.
2003 Mar 15
Patents

Patents

05079386
2
JP1031715A
6
JP2000191423A
1
JP2000344641A
3
JP2001316214A
1
JP2003026507A
2
JP2004018457A
1
JP2005002130A
2
JP2006327992A
1
JP2008110951A
2
JP2008514596A
1
JP2009011320A
2
JP2011126817A
4
JP2012500118A
2
JP2013544269A
1
JP3851351B2
2
JP4140829B2
2
JPH01265042A
3
JPH01313000A
2
JPH02196718A
8
JPH02288825A
1
JPH051989A
1
JPH05271064A
1
JPH05320032A
2
JPH06116136A
1
JPH06178660A
2
JPH07165502A
3
JPH07184561A
1
JPH07223908A
1
JPH07228711A
2
JPH07327632A
1
JPH08208415A
1
JPH09176047A
1
JPH09194372A
1
JPH09241139A
2
JPH0930906A
4
JPH09507231A
1
JPH10139637A
2
JPH10279986A
1
JPH1045599A
1
JPH11228368A
3
JPS5965933A
1
JPS60111140A
1
JPS6013707A
1
JPS6327470A
1

Sample Use Guides

In Vivo Use Guide
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
In Vitro Use Guide
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.
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
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
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
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
EVMPD
SUB15555MIG
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
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
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
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
ACTIVE MOIETY
Structure of Thymol
NIH
NCATS
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ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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