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Showing NP-Card for Methyl-[10]-shogaol (NP0047204)

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Record Information
Version2.0
Created at2022-03-17 20:36:20 UTC
Updated at2022-03-17 20:36:20 UTC
NP-MRD IDNP0047204
Secondary Accession NumbersNone
Natural Product Identification
Common NameMethyl-[10]-shogaol
DescriptionMethyl-[10]-shogaol 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. Methyl-[10]-shogaol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Methyl-[10]-shogaol has been detected, but not quantified in, gingers. This could make methyl-[10]-shogaol a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047204 (Methyl-[10]-shogaol)


  Mrv0541 05061305572D          

 25 25  0  0  0  0            999 V2000
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 19 14  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  2  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  2  0  0  0  0
 23 20  2  0  0  0  0
 24  2  1  0  0  0  0
 24 21  1  0  0  0  0
 25  3  1  0  0  0  0
 25 22  1  0  0  0  0
M  END
Download

3D MOL for NP0047204 (Methyl-[10]-shogaol)

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3D SDF for NP0047204 (Methyl-[10]-shogaol)

  Mrv0541 05061305572D          

 25 25  0  0  0  0            999 V2000
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 19 14  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  2  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  2  0  0  0  0
 23 20  2  0  0  0  0
 24  2  1  0  0  0  0
 24 21  1  0  0  0  0
 25  3  1  0  0  0  0
 25 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047204

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCC\C=C\C(=O)CCC1=CC(OC)=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O3/c1-4-5-6-7-8-9-10-11-12-13-20(23)16-14-19-15-17-21(24-2)22(18-19)25-3/h12-13,15,17-18H,4-11,14,16H2,1-3H3/b13-12+

> <INCHI_KEY>
KKRNHCNPKJGKDR-OUKQBFOZSA-N

> <FORMULA>
C22H34O3

> <MOLECULAR_WEIGHT>
346.5036

> <EXACT_MASS>
346.250794954

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.6918507382438

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E)-1-(3,4-dimethoxyphenyl)tetradec-4-en-3-one

> <ALOGPS_LOGP>
6.75

> <JCHEM_LOGP>
6.769323083333334

> <ALOGPS_LOGS>
-6.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.320050161003963

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
105.57329999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.13e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-1-(3,4-dimethoxyphenyl)tetradec-4-en-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0047204 (Methyl-[10]-shogaol)
Download
PDB for NP0047204 (Methyl-[10]-shogaol)
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  15.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.338  25.410   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.337  24.640   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  16.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  16.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  16.170   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  15.400   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  16.170   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  15.400   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  16.170   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  15.400   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004  18.480   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.338  20.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.671  17.710   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.338  22.330   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.671  20.790   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.004  20.020   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.671  16.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.004  23.100   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.671  22.330   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.004  15.400   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      16.004  24.640   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      13.337  23.100   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   20                                                       
CONECT   14   16   19                                                       
CONECT   15   17   19                                                       
CONECT   16   14   20                                                       
CONECT   17   15   21                                                       
CONECT   18   19   22                                                       
CONECT   19   14   15   18                                                  
CONECT   20   13   16   23                                                  
CONECT   21   17   22   24                                                  
CONECT   22   18   21   25                                                  
CONECT   23   20                                                            
CONECT   24    2   21                                                       
CONECT   25    3   22                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

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3D PDB for NP0047204 (Methyl-[10]-shogaol)
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SMILES for NP0047204 (Methyl-[10]-shogaol)
CCCCCCCCC\C=C\C(=O)CCC1=CC(OC)=C(OC)C=C1
Download
INCHI for NP0047204 (Methyl-[10]-shogaol)
InChI=1S/C22H34O3/c1-4-5-6-7-8-9-10-11-12-13-20(23)16-14-19-15-17-21(24-2)22(18-19)25-3/h12-13,15,17-18H,4-11,14,16H2,1-3H3/b13-12+
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View in JSmol
Synonyms
ValueSource
1-(3,4-Dimethoxyphenyl)-4-tetradecen-3-oneHMDB
Methyl[10]-shogaolHMDB
Chemical FormulaC22H34O3
Average Mass346.5036 Da
Monoisotopic Mass346.25079 Da
IUPAC Name(4E)-1-(3,4-dimethoxyphenyl)tetradec-4-en-3-one
Traditional Name(4E)-1-(3,4-dimethoxyphenyl)tetradec-4-en-3-one
CAS Registry NumberNot Available
SMILES
CCCCCCCCC\C=C\C(=O)CCC1=CC(OC)=C(OC)C=C1
InChI Identifier
InChI=1S/C22H34O3/c1-4-5-6-7-8-9-10-11-12-13-20(23)16-14-19-15-17-21(24-2)22(18-19)25-3/h12-13,15,17-18H,4-11,14,16H2,1-3H3/b13-12+
InChI KeyKKRNHCNPKJGKDR-OUKQBFOZSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Zingiber officinaleFooDB
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
    • 

  • Anisole
    • 

  • Phenol ether
    • 

  • Alkyl aryl ether
    • 

  • Acryloyl-group
    • 

  • Alpha,beta-unsaturated ketone
    • 

  • Enone
    • 

  • Ketone
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • 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
logP6.75ALOGPS
logP6.77ChemAxon
logS-6.8ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity105.57 m³·mol⁻¹ChemAxon
Polarizability42.69 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031465  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB007808  
KNApSAcK IDNot Available
Chemspider ID30776903  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound91721159  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available