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Showing NP-Card for 1,4-Dimethoxybenzene (NP0045443)

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Record Information
Version2.0
Created at2022-03-17 19:20:03 UTC
Updated at2022-03-17 19:20:03 UTC
NP-MRD IDNP0045443
Secondary Accession NumbersNone
Natural Product Identification
Common Name1,4-Dimethoxybenzene
Description1,4-Dimethoxybenzene, also known as dimethyl hydroquinone or p-methoxy-anisole, belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. 1,4-Dimethoxybenzene is an extremely weak basic (essentially neutral) compound (based on its pKa). 1,4-Dimethoxybenzene is a sweet, bitter, and fennel tasting compound. Outside of the human body, 1,4-Dimethoxybenzene is found, on average, in the highest concentration within peppermints. This could make 1,4-dimethoxybenzene a potential biomarker for the consumption of these foods. It is one of three isomers of dimethoxybenzene. It occurs naturally in willow (Salix), tea, hyacinth, zucchini (Cucurbita pepo). It is produced by the methylation of hydroquinone using dimethylsulfate and an alkali.1,4-Dimethoxybenzene is mainly used in perfumes and soaps. It is an intermediate in synthesis of organic compounds, including pharmaceuticals. 1,4-Dimethoxybenzene is an organic compound with the formula C6H4(OCH3)2. It can be used as a developer in black and white film, and as a base in synthesizing catecholamines and phenethylamines. It is a white solid with an intensely sweet floral odor. 1,4-Dimethoxybenzene is found in Achillea abrotanoides, Foeniculum vulgare , Chondromyces crocatus, Clusia spiritu-sanctensis, Nymphaea lasiophylla, Nymphaea rudgeana , Nymphaea tenerinervia and Pyrola media. It appears to attract bees as it has a powerful response in their antenna.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0045443 (1,4-Dimethoxybenzene)


  Mrv1652304272018462D          

 10 10  0  0  0  0            999 V2000
    1.6500    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  3  5  2  0  0  0  0
  3  7  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  8  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
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3D MOL for NP0045443 (1,4-Dimethoxybenzene)

     RDKit          3D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -3.5739    0.2880    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8189   -0.5098   -0.4456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4348   -0.4330   -0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    0.4222    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6814    0.4702    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789   -0.3237   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7584   -0.3064   -0.8092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5851    0.5257   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6481   -1.1772   -1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281   -1.2197   -1.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    0.2658    0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403    1.3125    0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3903   -0.1140    1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2071    1.0704    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2769    1.1337    0.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6438    0.2709   -0.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4709    1.5975   -0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3430    0.4265    1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1734   -1.8113   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119   -1.8882   -2.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
 10  3  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  5 15  1  0
  8 16  1  0
  8 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
M  END
Download

3D SDF for NP0045443 (1,4-Dimethoxybenzene)


  Mrv1652304272018462D          

 10 10  0  0  0  0            999 V2000
    1.6500    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  3  5  2  0  0  0  0
  3  7  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  8  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3

> <INCHI_KEY>
OHBQPCCCRFSCAX-UHFFFAOYSA-N

> <FORMULA>
C8H10O2

> <MOLECULAR_WEIGHT>
138.1638

> <EXACT_MASS>
138.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
14.83439491702344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,4-dimethoxybenzene

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
1.657903284666667

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.509939179237655

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
38.98440000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4-dimethoxybenzene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0045443 (1,4-Dimethoxybenzene)

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PDB for NP0045443 (1,4-Dimethoxybenzene)
HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       3.080   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.540  -2.667   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    5    7                                                       
CONECT    4    6    7                                                       
CONECT    5    3    8                                                       
CONECT    6    4    8                                                       
CONECT    7    3    4    9                                                  
CONECT    8    5    6   10                                                  
CONECT    9    1    7                                                       
CONECT   10    2    8                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for NP0045443 (1,4-Dimethoxybenzene)
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SMILES for NP0045443 (1,4-Dimethoxybenzene)
COC1=CC=C(OC)C=C1
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INCHI for NP0045443 (1,4-Dimethoxybenzene)
InChI=1S/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3
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View in JSmol
Synonyms
ValueSource
14-DimethoxybenzeneHMDB
1, 3-Bis(hydroxymethyl)-2-benzimidazolinoneHMDB
1,3-Bis(hydroxymethyl)-2-benzimidazolinoneHMDB
1,4-Dimethoxy benzeneHMDB
1,4-Dimethoxy-benzeneHMDB
1,4-DimethoxybenzolHMDB
4-MethoxyanisoleHMDB
4-Methoxyphenol, methyl etherHMDB
Dimethyl ether hydroquinoneHMDB
Dimethyl hydroquinoneHMDB
Dimethylether hydrochinonuHMDB
DimethylhydroquinoneHMDB
Dimethylhydroquinone etherHMDB
DimethylolbenzimidazolonHMDB
DMBHMDB
Hydroquinone dimethyl etherHMDB
Hydroquinone, dimethyl etherHMDB
Methyl p-methoxyphenyl etherHMDB
p-Dimethoxy-benzeneHMDB
p-DimethoxybenzeneHMDB
p-Methoxy-anisoleHMDB
p-MethoxyanisoleHMDB
Quinol dimethyl etherHMDB
Para-dimethoxybenzeneHMDB
Chemical FormulaC8H10O2
Average Mass138.1638 Da
Monoisotopic Mass138.06808 Da
IUPAC Name1,4-dimethoxybenzene
Traditional Name1,4-dimethoxybenzene
CAS Registry Number150-78-7
SMILES
COC1=CC=C(OC)C=C1
InChI Identifier
InChI=1S/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3
InChI KeyOHBQPCCCRFSCAX-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Achillea abrotanoidesLOTUS Database
Anethum foeniculumPlant
Chondromyces crocatusLOTUS Database
Clusia spiritu-sanctensisPlant
Mentha x piperitaFooDB
Nymphaea lasiophyllaPlant
Nymphaea rudgeanaPlant
Nymphaea tenerinerviaPlant
Pyrola mediaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassMethoxybenzenes  
Direct ParentDimethoxybenzenes  
Alternative Parents
Substituents
  • P-dimethoxybenzene
    • 

  • Dimethoxybenzene
    • 

  • Phenoxy compound
    • 

  • Phenol ether
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP2.05ALOGPS
logP1.66ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.98 m³·mol⁻¹ChemAxon
Polarizability14.83 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029671  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000855  
KNApSAcK IDC00036386  
Chemspider ID21105878  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1,4-Dimethoxybenzene  
METLIN IDNot Available
PubChem Compound9016  
PDB IDNot Available
ChEBI ID1167379  
Good Scents IDNot Available
References
General ReferencesNot Available