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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:03:05 UTC

Update Date

2023-02-21 17:24:59 UTC

HMDB ID

HMDB0035989

Secondary Accession Numbers

HMDB35989

Metabolite Identification

Common Name

Thymol methyl ether

Description

Thymol methyl ether belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a significant number of articles have been published on Thymol methyl ether.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4   12                                                            
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    9   11                                                       
CONECT    8    1    2   10                                                  
CONECT    9    3    5    7                                                  
CONECT   10    6    8   11                                                  
CONECT   11    7   10   12                                                  
CONECT   12    4   11                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0035989
HETATM    1  C1  UNL     1       0.426   3.171  -0.946  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.300   2.067  -0.521  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.258   0.853  -0.218  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.651   0.627  -0.263  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.191  -0.605   0.031  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.655  -0.839  -0.132  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.351  -1.660   0.390  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.000  -1.468   0.445  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.514  -0.231   0.146  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.982  -0.032   0.225  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.607  -1.214  -0.578  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.550  -0.306   1.624  1.00  0.00           C  
HETATM   13  H1  UNL     1       0.138   4.121  -0.414  1.00  0.00           H  
HETATM   14  H2  UNL     1       1.511   3.099  -0.885  1.00  0.00           H  
HETATM   15  H3  UNL     1       0.147   3.425  -2.043  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.326   1.427  -0.550  1.00  0.00           H  
HETATM   17  H5  UNL     1       4.288  -0.250   0.506  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.891  -1.929  -0.034  1.00  0.00           H  
HETATM   19  H7  UNL     1       3.885  -0.607  -1.230  1.00  0.00           H  
HETATM   20  H8  UNL     1       1.810  -2.617   0.625  1.00  0.00           H  
HETATM   21  H9  UNL     1      -0.646  -2.316   0.742  1.00  0.00           H  
HETATM   22  H10 UNL     1      -2.300   0.884  -0.150  1.00  0.00           H  
HETATM   23  H11 UNL     1      -3.475  -1.637  -0.102  1.00  0.00           H  
HETATM   24  H12 UNL     1      -1.848  -1.948  -0.828  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.934  -0.752  -1.563  1.00  0.00           H  
HETATM   26  H14 UNL     1      -3.663  -0.427   1.429  1.00  0.00           H  
HETATM   27  H15 UNL     1      -2.436   0.497   2.318  1.00  0.00           H  
HETATM   28  H16 UNL     1      -2.273  -1.332   1.978  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   16
CONECT    5    6    7    7
CONECT    6   17   18   19
CONECT    7    8   20
CONECT    8    9    9   21
CONECT    9   10
CONECT   10   11   12   22
CONECT   11   23   24   25
CONECT   12   26   27   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Isopropyl-2-methoxy-4-methylbenzene	HMDB
1-Methyl-3-methoxy-4-isopropylbenzene	HMDB
2-Isopropyl-5-methyl-anisole	HMDB
2-Isopropyl-5-methylanisole	HMDB
2-Methoxy-4-methyl-1-(1-methylethyl)-benzene	HMDB
2-Methoxy-4-methyl-1-(1-methylethyl)benzene	HMDB
3-Methoxy-P-cymene	HMDB
4-Isopropyl-3-methoxytoluene	HMDB
4-Methoxyphenylglyoxal	HMDB
Methyl thymol ether	HMDB
Methyl thymyl ether	HMDB
Methyl thymyl oxide	HMDB
Methylthymol	HMDB
O-Methylthymol	HMDB
Thymol me ether	HMDB
Thymol methyl	HMDB
Thymol methyl ether (= methyl thymol)	HMDB
Thymyl methyl ether	HMDB, MeSH
THYMYL methyl oxide	HMDB

Chemical Formula

C₁₁H₁₆O

Average Molecular Weight

164.2441

Monoisotopic Molecular Weight

164.120115134

IUPAC Name

2-methoxy-4-methyl-1-(propan-2-yl)benzene

Traditional Name

1-isopropyl-2-methoxy-4-methylbenzene

CAS Registry Number

1076-56-8

SMILES

COC1=C(C=CC(C)=C1)C(C)C

InChI Identifier

InChI=1S/C11H16O/c1-8(2)10-6-5-9(3)7-11(10)12-4/h5-8H,1-4H3

InChI Key

LSQXNMXDFRRDSJ-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
Phenylpropane
Cumene
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Toluene
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035989)

Source

Endogenous

Endogenous (HMDB: HMDB0035989)

Plant

Plant (HMDB: HMDB0035989)

Animal

Animal (HMDB: HMDB0035989)

Exogenous

Food

Food (HMDB: HMDB0035989)

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)

Fruit

Citrus

Lime (FooDB: FOOD00053)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Citrus (FooDB: FOOD00859)

Herb and spice

Herb

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0035989)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035989)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035989)

Lipid metabolism pathway (HMDB: HMDB0035989)

Cellular process

Cell signaling (HMDB: HMDB0035989)

Biochemical process

Lipid transport (HMDB: HMDB0035989)

Role

Biological role

Energy source (HMDB: HMDB0035989)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035989)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	214.00 to 216.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	21.57 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.347 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.036 g/L	ALOGPS
logP	4.09	ALOGPS
logP	3.57	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	51.75 m³·mol⁻¹	ChemAxon
Polarizability	19.8 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	137.109	31661259
DarkChem	[M-H]-	136.672	31661259
DeepCCS	[M+H]+	143.65	30932474
DeepCCS	[M-H]-	141.209	30932474
DeepCCS	[M-2H]-	176.536	30932474
DeepCCS	[M+Na]+	151.991	30932474
AllCCS	[M+H]+	132.7	32859911
AllCCS	[M+H-H2O]+	128.3	32859911
AllCCS	[M+NH4]+	136.9	32859911
AllCCS	[M+Na]+	138.1	32859911
AllCCS	[M-H]-	137.5	32859911
AllCCS	[M+Na-2H]-	138.7	32859911
AllCCS	[M+HCOO]-	140.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.75 minutes	32390414
Predicted by Siyang on May 30, 2022	18.0143 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.73 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2140.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	654.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	247.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	423.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	344.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	779.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	765.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	151.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1545.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	577.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1603.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	525.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	458.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	469.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	484.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	12.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thymol methyl ether	COC1=C(C=CC(C)=C1)C(C)C	1587.2	Standard polar	33892256
Thymol methyl ether	COC1=C(C=CC(C)=C1)C(C)C	1215.8	Standard non polar	33892256
Thymol methyl ether	COC1=C(C=CC(C)=C1)C(C)C	1234.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Thymol methyl ether GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-2900000000-0f4f0c7c417e663452cd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymol methyl ether GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 10V, Positive-QTOF	splash10-014i-0900000000-db50d5ef6f3fc3164ac2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 20V, Positive-QTOF	splash10-014i-1900000000-0180f22fe42f69c0e162	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 40V, Positive-QTOF	splash10-0kur-6900000000-f2ab7345f07c0d76104a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 10V, Negative-QTOF	splash10-03di-0900000000-aa22480b0508272c0b4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 20V, Negative-QTOF	splash10-03di-0900000000-3ef24b96d6fcfb1f873e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 40V, Negative-QTOF	splash10-000t-3900000000-1cbba2b4f17fda6001c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 10V, Positive-QTOF	splash10-01b9-1900000000-e746542db68565afa34a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 20V, Positive-QTOF	splash10-01bc-5900000000-0b93fc077f2558bdff57	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 40V, Positive-QTOF	splash10-0006-9300000000-e936fa01a96c3bc720af	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 10V, Negative-QTOF	splash10-03di-0900000000-defd12a7f890bc945918	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 20V, Negative-QTOF	splash10-03dj-0900000000-bf4f03e4b973bbdc3b29	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymol methyl ether 40V, Negative-QTOF	splash10-02u1-9600000000-db814bbbef808b009f5f	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014797

KNApSAcK ID

C00010866

Chemspider ID

13482

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14104

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1036161

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Thymol methyl ether (HMDB0035989)

MOL for HMDB0035989 (Thymol methyl ether)

3D MOL for HMDB0035989 (Thymol methyl ether)

3D SDF for HMDB0035989 (Thymol methyl ether)

3D-SDF for HMDB0035989 (Thymol methyl ether)

PDB for HMDB0035989 (Thymol methyl ether)

3D PDB for HMDB0035989 (Thymol methyl ether)

SMILES for HMDB0035989 (Thymol methyl ether)

INCHI for HMDB0035989 (Thymol methyl ether)

Structure for HMDB0035989 (Thymol methyl ether)

3D Structure for HMDB0035989 (Thymol methyl ether)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra