NP-MRD: Showing NP-Card for Methyl [6]-Shogaol (NP0074459)

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Record Information

Version

2.0

Created at

2022-04-28 19:42:51 UTC

Updated at

2022-04-28 19:42:51 UTC

NP-MRD ID

NP0074459

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Methyl [6]-Shogaol

Description

CHEMBL3884622 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 [6]-Shogaol is found in Zingiber officinale . Based on a literature review very few articles have been published on CHEMBL3884622.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 47  0  0  0  0  0  0  0  0999 V2000
    6.4166    0.9503   -1.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6486    0.0412   -0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9460    0.4772    0.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747    0.5392    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564   -0.7779    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3774   -0.5136   -0.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4944   -1.1834    0.6635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529   -0.9847    0.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4187   -0.1255   -0.1864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8288   -1.7990    1.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8981   -1.0664    2.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8176   -0.3314    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061    1.0034    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4610    1.7232    0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5741    1.1430   -0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4750    1.8080   -1.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2687    3.1660   -1.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868   -0.2075   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9273   -0.7825   -0.6366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2270   -2.1410   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387   -0.9196    0.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3909    1.3083   -2.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8274    1.8451   -1.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9446    0.3572   -2.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2979   -1.0035   -0.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7448   -0.0404   -0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2247   -0.1605    1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2974    1.5299    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9541    0.8449    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2243    1.2617   -0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252   -1.1204   -0.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9694   -1.5602    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093    0.2317   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9161   -1.9309    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3264   -2.6184    0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2033   -2.3160    2.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3566   -0.3739    2.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4705   -1.7353    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7671    1.5709    1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2550    2.7804   -0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8718    3.7786   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2329    3.6535   -1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5533    3.1880   -2.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4865   -2.2608    0.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0787   -2.4980   -0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3283   -2.7915   -0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1350   -1.9599    0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 13 39  1  0
 14 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
M  END


  Mrv1652304282221422D          

 21 21  0  0  0  0            999 V2000
    0.7145   -0.4125    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 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
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  1 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0074459

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H26O3/c1-4-5-6-7-8-9-16(19)12-10-15-11-13-17(20-2)18(14-15)21-3/h8-9,11,13-14H,4-7,10,12H2,1-3H3/b9-8+

> <INCHI_KEY>
NBXXCGNHVWDCHB-CMDGGOBGSA-N

> <FORMULA>
C18H26O3

> <MOLECULAR_WEIGHT>
290.403

> <EXACT_MASS>
290.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
35.08215312479531

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.01

> <JCHEM_LOGP>
4.991048423333333

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.320049599396936

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
87.16929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2    6   20                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20    1   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₆O₃

Average Mass

290.4030 Da

Monoisotopic Mass

290.18819 Da

IUPAC Name

(4E)-1-(3,4-dimethoxyphenyl)dec-4-en-3-one

Traditional Name

(4E)-1-(3,4-dimethoxyphenyl)dec-4-en-3-one

CAS Registry Number

Not Available

SMILES

CCCCC\C=C\C(=O)CCC1=CC=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C18H26O3/c1-4-5-6-7-8-9-16(19)12-10-15-11-13-17(20-2)18(14-15)21-3/h8-9,11,13-14H,4-7,10,12H2,1-3H3/b9-8+

InChI Key

NBXXCGNHVWDCHB-CMDGGOBGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Zingiber officinale	Plant	KNApSAcK

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

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 Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.01	ALOGPS
logP	4.99	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	87.17 m³·mol⁻¹	ChemAxon
Polarizability	35.08 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00035688

Chemspider ID

76809725

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91721066

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Methyl [6]-Shogaol (NP0074459)

MOL for NP0074459 (Methyl [6]-Shogaol)

3D MOL for NP0074459 (Methyl [6]-Shogaol)

3D SDF for NP0074459 (Methyl [6]-Shogaol)

3D-SDF for NP0074459 (Methyl [6]-Shogaol)

PDB for NP0074459 (Methyl [6]-Shogaol)

3D PDB for NP0074459 (Methyl [6]-Shogaol)

SMILES for NP0074459 (Methyl [6]-Shogaol)

INCHI for NP0074459 (Methyl [6]-Shogaol)

Structure for NP0074459 (Methyl [6]-Shogaol)

3D Structure for NP0074459 (Methyl [6]-Shogaol)