ChemFOnt: Showing chemical card for Thymunic acid (CFc000334686)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:26:44 UTC

Chemfont ID

CFc000334686

Molecule Identification

Common Name

Thymunic acid

Definition

Thymol, also known as 3-p-cymenol, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids. Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. In a 1994 report released by five top cigarette companies, thymol is one of the 599 additives to cigarettes. Thymol is a very hydrophobic molecule, practically insoluble in water, but fairly soluble in organic solvents. Thus, thymol is considered to be an isoprenoid lipid molecule. Thymol is found in the essential oil of thyme and in the essential oils of several different plants. It can be extracted from Thymus vulgaris (common thyme), Ajwain 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.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Hydroxy-5-methyl-2-isopropylbenzene	ChEBI
2-Isopropyl-5-methylphenol	ChEBI
3-p-Cymenol	ChEBI
5-METHYL-2-(1-methylethyl)phenol	ChEBI
5-Methyl-2-isopropylphenol	ChEBI
6-Isopropyl-3-methylphenol	ChEBI
6-Isopropyl-m-cresol	ChEBI
1-Methyl-3-hydroxy-4-isopropylbenzene	HMDB
2-Hydroxy-1-isopropyl-4-methylbenzene	HMDB
3-Hydroxy-1-methyl-4-isopropylbenzene	HMDB
3-Hydroxy-P-cymene	HMDB
3-Methyl-6-isopropylphenol	HMDB
5-Methyl-2-isopropyl-1-phenol	HMDB
6-Isopropyl-P-cresol	HMDB
Isopropyl cresol	HMDB
Isopropyl-m-cresol	HMDB
m-Thymol	HMDB
P-Cymen-3-ol	HMDB
Thymate	HMDB
Thyme camphor	HMDB
Thymic acid	HMDB
Thymol crystal puriss	HMDB
Thymol swarm brand	MeSH, HMDB
Apiguard	MeSH, HMDB
Swarm brand OF thymol	MeSH, HMDB

Chemical Formula

C₁₀H₁₄O

Average Molecular Weight

150.221

Monoisotopic Molecular Weight

150.104465071

IUPAC Name

5-methyl-2-(propan-2-yl)phenol

Traditional Name

thymol

CAS Registry Number

89-83-8

SMILES

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

InChI Identifier

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

InChI Key

MGSRCZKZVOBKFT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

P-cymene
Aromatic monoterpenoid
Monocyclic monoterpenoid
Cumene
Phenylpropane
M-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Benzenoid
Monocyclic benzene moiety
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:27607 )
monoterpenoid (CHEBI:27607 )
Menthane monoterpenoids (C09908 )
Cyclic monoterpenes (C09908 )
Menthane monoterpenoids (LMPR0102090029 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0001878)
Saliva (HMDB: HMDB0001878)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0001878)

Organ

Liver (HMDB: HMDB0001878)

Tissue

Muscle tissue

Skeletal muscle (HMDB: HMDB0001878)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001878)

Source

Exogenous

Exogenous (HMDB: HMDB0001878)

Food

Food (HMDB: HMDB0001878)

Herb and spice

Herb

Common oregano (FooDB: FOOD00124)
Common thyme (FooDB: FOOD00183)

Endogenous

Plant

Plant (HMDB: HMDB0001878)
Poaceae (HMDB: HMDB0001878)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0001878)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0001878)

Lipid metabolism pathway (HMDB: HMDB0001878)

Cellular process

Cell signaling (HMDB: HMDB0001878)

Biochemical process

Lipid transport (HMDB: HMDB0001878)

Role

Biological role

Energy source (HMDB: HMDB0001878)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001878)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001878)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.64 g/L	ALOGPS
logP	3.16	ALOGPS
logP	3.43	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	10.59	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.27 m³·mol⁻¹	ChemAxon
Polarizability	17.84 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon