Milk Composition Database: Showing metabocard for Thymol (BMDB0062038)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-06-25 21:45:53 UTC

Update Date

2020-05-11 20:27:19 UTC

MCDB ID

BMDB0062038

Secondary Accession Numbers

BMDB62038

Metabolite Identification

Common Name

Thymol

Description

Thymol, also known as 3-p-cymenol or apiguard, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Thus, thymol is considered to be an isoprenoid lipid molecule. Thymol exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Thymol exists in all eukaryotes, ranging from yeast to humans.

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 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	51.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.9 mg/mL at 20 °C	Not Available
LogP	3.3	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
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	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-0900000000-333dc57384e65e3b4cfa	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-1900000000-3679938a5ea114a30e48	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-3900000000-8ce5865e48dad7250d5e	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-0109030000-5562c203cb318f30321b	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0a4i-2492200000-85342d698be72263a95f	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-0900000000-333dc57384e65e3b4cfa	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-1900000000-3679938a5ea114a30e48	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-3900000000-8ce5865e48dad7250d5e	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-0109030000-5562c203cb318f30321b	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0a4i-2492200000-85342d698be72263a95f	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f79-3900000000-e309fdc1ab0cd926b420	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0ab9-9880000000-3a69bebdbca0f95e862a	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-01p9-9700000000-e1a28495617d7b014e5c	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-014i-9300000000-baeee6cdcafaadeebdec	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-015c-9100000000-e1efa41eaf818832448a	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (SHIMADZU LKB-9000B) , Positive	splash10-000i-0900000000-333dc57384e65e3b4cfa	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positive	splash10-000i-1900000000-3679938a5ea114a30e48	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-000i-3900000000-f72f603d97f0f7081b8d	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-QFT 10V, negative	splash10-0002-0900000000-d3ae016121d86e17ddb4	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-QFT 13V, negative	splash10-0002-1900000000-3e340243a54a9e3f0da4	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-QFT 19V, negative	splash10-00dm-8900000000-82e846f2a3546e27414c	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, negative	splash10-0002-0900000000-844f0c545c66f6c63993	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, negative	splash10-0a4i-0900000000-d30a5d305446b3540d85	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2900000000-4e6c9c70215576f53b60	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-001i-2900000000-eeb06bc7587fcef0ba86	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-a8236f8b0194b3d08844	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-be4566e335ee9b00c724	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-fde7d3d2a42203ba2b95	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-92d1da1fba9df31389ed	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-32e3f430e6dfc819272b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-2900000000-19305d290c7303afc3f5	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pw9-7900000000-b0fcecf9ea71d3528408	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-1b21dedfdc78e416ea8f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-43b3e1a99ba193849bf4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0532-3900000000-a152936b0bcf0d320092	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052f-9800000000-947167dd66d5b6947416	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9600000000-df6822dada158a51482c	2021-09-22	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-000i-4900000000-73edaa628c1f5f2e1bd9	2015-03-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Not Available	2012-12-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Not Available	2015-03-12	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	2012-12-05	View Spectrum

Concentrations

Status	Value		Reference	Details
Detected but not Quantified	Not Applicable		PMID: 23438684	details
Detected but not Quantified	Not Applicable		PMID: 25599412	details

External Links

HMDB ID

HMDB0001878

DrugBank ID

DB02513

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Thymol

METLIN ID

4245

PubChem Compound

6989

PDB ID

Not Available

ChEBI ID

27607

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]
Sun HZ, Wang DM, Wang B, Wang JK, Liu HY, Guan le L, Liu JX: Metabolomics of four biofluids from dairy cows: potential biomarkers for milk production and quality. J Proteome Res. 2015 Feb 6;14(2):1287-98. doi: 10.1021/pr501305g. Epub 2015 Jan 28. [PubMed:25599412 ]

Showing metabocard for Thymol (BMDB0062038)

Structure for BMDB0062038 (Thymol)