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Showing NP-Card for isoeugenyl methyl ether (NP0306800)

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Record Information
Version2.0
Created at2022-09-10 23:30:45 UTC
Updated at2022-09-10 23:30:45 UTC
NP-MRD IDNP0306800
Secondary Accession NumbersNone
Natural Product Identification
Common Nameisoeugenyl methyl ether
DescriptionIsomethyleugenol, also known as 4-propenylveratrole or isohomogenol, 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. isoeugenyl methyl ether is found in Acorus calamus, Acorus gramineus, Apis cerana, Asarum europaeum, Chelonanthus albus, Scrophularia ningpoensis, Solidago odora and Tagetes filifolia. Isomethyleugenol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0306800 (isoeugenyl methyl ether)


  Mrv1533004161523502D          

 13 13  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
    0.7145    2.0625    0.0000 O   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
    1.4289    0.8250    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
    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    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
    0.0000    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for NP0306800 (isoeugenyl methyl ether)

     RDKit          3D

 27 27  0  0  0  0  0  0  0  0999 V2000
    3.8959    1.0673   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275   -0.3611   -0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -0.8959   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280   -0.3453   -0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7752    1.0016   -0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    1.4311   -0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6179    0.5523   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9349    0.9855   -0.0837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920    2.3542   -0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3795   -0.8027   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -1.6784   -0.0829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -3.0667   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -1.2203   -0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0389    1.1771   -0.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278    1.6109    0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162    1.5896   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4198   -1.0585   -0.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3879   -2.0318   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5490    1.7459   -0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7284    2.5030   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3390    2.4943   -0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0912    2.7498    0.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6038    2.9020   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058   -3.4005    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -3.4720   -1.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2561   -3.5441    0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0854   -2.2872   -0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  4 13  1  0
 13 10  2  0
 10 11  1  0
 11 12  1  0
 10  7  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
  6 20  1  0
  5 19  1  0
  3 18  1  0
  2 17  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
 13 27  1  0
 12 24  1  0
 12 25  1  0
 12 26  1  0
M  END
Download

3D SDF for NP0306800 (isoeugenyl methyl ether)


  Mrv1533004161523502D          

 13 13  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
    0.7145    2.0625    0.0000 O   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
    1.4289    0.8250    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
    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    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
    0.0000    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0306800

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=CC)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4-8H,1-3H3

> <INCHI_KEY>
NNWHUJCUHAELCL-UHFFFAOYSA-N

> <FORMULA>
C11H14O2

> <MOLECULAR_WEIGHT>
178.231

> <EXACT_MASS>
178.099379691

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.35105937050441

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2-dimethoxy-4-(prop-1-en-1-yl)benzene

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
2.781240347333333

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.591810561844535

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
54.3442

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isoeugenyl methyl ether

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0306800 (isoeugenyl methyl ether)

Download
PDB for NP0306800 (isoeugenyl methyl ether)
HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   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
HETATM   13  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    6   11                                                       
CONECT   11   10    3   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for NP0306800 (isoeugenyl methyl ether)
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SMILES for NP0306800 (isoeugenyl methyl ether)
COC1=CC=C(C=CC)C=C1OC
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INCHI for NP0306800 (isoeugenyl methyl ether)
InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4-8H,1-3H3
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View in JSmol
Synonyms
ValueSource
1,3,4-Isoeugenol methyl etherChEBI
1-Veratryl-1-propeneChEBI
4-PropenylveratroleChEBI
Isoeugenol methyl etherChEBI
Isoeugenyl methyl etherChEBI
IsohomogenolChEBI
MethylisoeugenolChEBI
Isomethyleugenol, (Z)-isomerMeSH
Isomethyleugenol, (e)-isomerMeSH
trans-IsomethyleugenolMeSH
IsomethyleugenolMeSH
Chemical FormulaC11H14O2
Average Mass178.2310 Da
Monoisotopic Mass178.09938 Da
IUPAC Name1,2-dimethoxy-4-(prop-1-en-1-yl)benzene
Traditional Nameisoeugenyl methyl ether
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=CC)C=C1OC
InChI Identifier
InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4-8H,1-3H3
InChI KeyNNWHUJCUHAELCL-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Acorus calamusLOTUS Database
Acorus gramineusLOTUS Database
Apis ceranaLOTUS Database
Asarum europaeumLOTUS Database
Chelonanthus albusLOTUS Database
Scrophularia ningpoensisLOTUS Database
Solidago odoraLOTUS Database
Tagetes filifoliaLOTUS 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
  • O-dimethoxybenzene
    • 

  • Dimethoxybenzene
    • 

  • Phenoxy compound
    • 

  • Styrene
    • 

  • Phenol ether
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
logP3.47ALOGPS
logP2.78ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.46 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity54.34 m³·mol⁻¹ChemAxon
Polarizability20.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethyl isoeugenol  
METLIN IDNot Available
PubChem Compound7128  
PDB IDNot Available
ChEBI ID14469  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]