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Showing NP-Card for Thymol methyl ether (NP0048402)

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Record Information
Version2.0
Created at2022-03-17 20:55:55 UTC
Updated at2022-03-17 20:55:55 UTC
NP-MRD IDNP0048402
Secondary Accession NumbersNone
Natural Product Identification
Common NameThymol methyl ether
DescriptionThymol methyl ether, also known as methylthymol or 3-methoxy-p-cymene, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Thymol methyl ether is an extremely weak basic (essentially neutral) compound (based on its pKa). Thymol methyl ether is a burnt, smoky, and woody tasting compound. Outside of the human body, Thymol methyl ether is found, on average, in the highest concentration within a few different foods, such as common thymes, common oregano, and mandarin orange (clementine, tangerine) and in a lower concentration in limes and sweet basils. Thymol methyl ether has also been detected, but not quantified in, several different foods, such as carrots, citrus, herbs and spices, and pot marjorams. Thymol methyl ether is found in Abies sibirica, Ambrosia trifida, Arnica montana , Asarum canadense, Asarum celsum, Asarum sieboldii , Asarum trigynum, Atractylodes lancea, Bidens andicola, Bidens bipinnata, Citrus limon , Citrus spp., Conobea scoparioides, Conocliniopsis prasiifolia, Crithmum maritimum , Cyathocline purpurea, Eupatorium capillifolium, Eupatorium fortunei , Houttuynia cordata , Juniperus jaliscana, Laggera alata, Larix gmelinii, Larix gmelinii, Larix sibirica, Lavandula angustifolia, Lippia origanoides, Mosla dianthera, Mutisia orbignyana, Nardostachys jatamansi, Nepeta cataria, Ocimum gratissimum, Origanum adanense, Origanum sipyleum, Orthodon hadai, Panax notoginseng, Petasites albus , Petasites hybridus , Petasites japonicus , Picea abies, Picea koraiensis, Picea schrenkiana, Pimenta racemosa, Pinus mugo subsp. Mugo , Pinus sibirica, Porophyllum ruderale, Pulicaria dysenterica , Rhaponticum carthamoides , Schisandra chinensis , Senecio elegans, Tanacetum macrophyllum, Thymus citriodorus, Thymus marschallianus, Thymus quinquecostatus, Uvaria chamae, Valeriana jatamansi, Xylopia sericea and Zataria multiflora. This could make thymol methyl ether a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048402 (Thymol methyl ether)


  Mrv0541 05061308502D          

 12 12  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12  4  1  0  0  0  0
 12 11  1  0  0  0  0
M  END
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3D MOL for NP0048402 (Thymol methyl ether)

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3D SDF for NP0048402 (Thymol methyl ether)

  Mrv0541 05061308502D          

 12 12  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12  4  1  0  0  0  0
 12 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048402

> <DATABASE_NAME>
NP-MRD

> <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

> <FORMULA>
C11H16O

> <MOLECULAR_WEIGHT>
164.2441

> <EXACT_MASS>
164.120115134

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
19.80091507297409

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-4-methyl-1-(propan-2-yl)benzene

> <ALOGPS_LOGP>
4.09

> <JCHEM_LOGP>
3.574005090333333

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.825208489098809

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
51.75320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-isopropyl-2-methoxy-4-methylbenzene

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0048402 (Thymol methyl ether)
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PDB for NP0048402 (Thymol methyl ether)
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

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3D PDB for NP0048402 (Thymol methyl ether)
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SMILES for NP0048402 (Thymol methyl ether)
COC1=C(C=CC(C)=C1)C(C)C
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INCHI for NP0048402 (Thymol methyl ether)
InChI=1S/C11H16O/c1-8(2)10-6-5-9(3)7-11(10)12-4/h5-8H,1-4H3
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Synonyms
ValueSource
1-Isopropyl-2-methoxy-4-methylbenzeneHMDB
1-Methyl-3-methoxy-4-isopropylbenzeneHMDB
2-Isopropyl-5-methyl-anisoleHMDB
2-Isopropyl-5-methylanisoleHMDB
2-Methoxy-4-methyl-1-(1-methylethyl)-benzeneHMDB
2-Methoxy-4-methyl-1-(1-methylethyl)benzeneHMDB
3-Methoxy-p-cymeneHMDB
4-Isopropyl-3-methoxytolueneHMDB
4-MethoxyphenylglyoxalHMDB
Methyl thymol etherHMDB
Methyl thymyl etherHMDB
Methyl thymyl oxideHMDB
MethylthymolHMDB
O-MethylthymolHMDB
Thymol me etherHMDB
Thymol methylHMDB
Thymol methyl ether (= methyl thymol)HMDB
Thymyl methyl etherHMDB
THYMYL methyl oxideHMDB
Chemical FormulaC11H16O
Average Mass164.2441 Da
Monoisotopic Mass164.12012 Da
IUPAC Name2-methoxy-4-methyl-1-(propan-2-yl)benzene
Traditional Name1-isopropyl-2-methoxy-4-methylbenzene
CAS Registry Number1076-56-8
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 KeyLSQXNMXDFRRDSJ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abies sibiricaLOTUS Database
Ambrosia trifidaPlant
Arnica montanaPlant
Asarum canadenseLOTUS Database
Asarum celsumLOTUS Database
Asarum sieboldiiPlant
Asarum trigynumLOTUS Database
Atractylodes lanceaLOTUS Database
Bidens andicolaLOTUS Database
Bidens bipinnataLOTUS Database
Citrus aurantiifoliaFooDB
Citrus limonPlant
Citrus reticulataFooDB
Citrus spp.Plant
Conobea scoparioidesLOTUS Database
Conocliniopsis prasiifoliaLOTUS Database
Crithmum maritimumPlant
Cyathocline purpureaPlant
Daucus carota ssp. sativusFooDB
Eupatorium capillifoliumLOTUS Database
Eupatorium fortuneiPlant
Houttuynia cordataPlant
Juniperus jaliscanaLOTUS Database
Laggera alataLOTUS Database
Larix gmeliniLOTUS Database
Larix gmelinii var. olgensisLOTUS Database
Larix sibiricaLOTUS Database
Lavandula angustifoliaLOTUS Database
Lippia origanoidesLOTUS Database
Mosla diantheraLOTUS Database
Mutisia orbignyanaLOTUS Database
Nardostachys jatamansiLOTUS Database
Nepeta catariaLOTUS Database
Ocimum basilicumFooDB
Ocimum gratissimumLOTUS Database
Origanum adanenseLOTUS Database
Origanum onitesFooDB
Origanum sipyleumLOTUS Database
Origanum vulgareFooDB
Orthodon hadaiAnimalia
Panax notoginsengLOTUS Database
Petasites albusPlant
Petasites hybridusPlant
Petasites japonicusPlant
Picea abiesLOTUS Database
Picea koraiensisLOTUS Database
Picea schrenkianaLOTUS Database
Pimenta racemosaLOTUS Database
Pinus mugo subsp. MugoPlant
Pinus sibiricaLOTUS Database
Porophyllum ruderaleLOTUS Database
Pulicaria dysentericaPlant
Rhaponticum carthamoidesPlant
Schisandra chinensisPlant
Senecio elegansLOTUS Database
Tanacetum macrophyllumPlant
Thymus citriodorusLOTUS Database
Thymus marschallianusLOTUS Database
Thymus quinquecostatusLOTUS Database
Thymus vulgarisFooDB
Uvaria chamaeLOTUS Database
Valeriana jatamansiLOTUS Database
Xylopia sericeaPlant
Zataria multifloraLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentAromatic 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 FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.09ALOGPS
logP3.57ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity51.75 m³·mol⁻¹ChemAxon
Polarizability19.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035989  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014797  
KNApSAcK IDC00010866  
Chemspider ID13482  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14104  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References