NP-MRD: Showing NP-Card for Cannabisin G (NP0045217)

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Record Information

Version

1.0

Created at

2022-03-10 18:59:58 UTC

Updated at

2022-03-10 22:19:30 UTC

NP-MRD ID

NP0045217

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cannabisin G

Description

Cannabisin G is a lignanamide that belongs to the class of organic compounds known as lignans, neolignans and related compounds. Structurally, cannabisin G and its analogs cannabisin E and cannabisin F are the dimeric forms of N-trans-feruloyltyramine. Lignanamides are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9‚Äö√†√∂‚àö√°¬¨¬®¬¨‚Ä¢ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Cannabisin G has been isolated only from the roots and fruits of cannabis plants (PMID: 28799497 ). It is a neutral, hydrophobic molecule that is largely insoluble in water. Cannabisins and other lignanamides exhibit interesting and diverse biological activities, including feeding deterrent activity and insecticidal effects (that protect the plant) as well as anti-inflammatory, antioxidant and anti-acetylcholinesterase activity, which may have beneficial health effects (PMID: 26585089 ). Cannabisins have been found to suppress the production and lower the levels of mRNA of pro-inflammatory mediators such as interleukin 6 (IL-6) and tumor necrosis factor alpha (TNF-alpha) in a concentration-dependent manner in LPS-stimulated BV2 microglia cells (PMID: 30691004 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306242018332D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306242018332D          

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    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0036   -7.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    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
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7550   -5.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1761   -6.0013    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
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4224   -6.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7573   -7.3067    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
   -7.8435   -6.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4247   -7.7916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5972   -6.1507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4817   -5.4615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  2  0  0  0  0
 14  8  2  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 23  3  2  0  0  0  0
 23  4  1  0  0  0  0
 23 15  1  0  0  0  0
 24  5  2  0  0  0  0
 24  6  1  0  0  0  0
 24 16  1  0  0  0  0
 25  7  1  0  0  0  0
 25 19  1  0  0  0  0
 25 21  2  0  0  0  0
 26  8  1  0  0  0  0
 26 20  1  0  0  0  0
 26 22  2  0  0  0  0
 27  9  2  0  0  0  0
 27 10  1  0  0  0  0
 28 11  2  0  0  0  0
 28 12  1  0  0  0  0
 29 19  2  0  0  0  0
 30 20  2  0  0  0  0
 30 29  1  0  0  0  0
 31 13  1  0  0  0  0
 32 14  1  0  0  0  0
 33 21  1  0  0  0  0
 33 31  2  0  0  0  0
 34 22  1  0  0  0  0
 34 32  2  0  0  0  0
 35 29  1  0  0  0  0
 36 30  1  0  0  0  0
 37 17  1  4  0  0  0
 37 35  2  0  0  0  0
 38 18  1  4  0  0  0
 38 36  2  0  0  0  0
 39 27  1  0  0  0  0
 40 28  1  0  0  0  0
 41 31  1  0  0  0  0
 42 32  1  0  0  0  0
 43 35  1  0  0  0  0
 44 36  1  0  0  0  0
 45  1  1  0  0  0  0
 45 33  1  0  0  0  0
 46  2  1  0  0  0  0
 46 34  1  0  0  0  0
 47 19  1  0  0  0  0
 48 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045217

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C(=C(C(O)=NCCC1=CC=C(O)C=C1)C(=C(\[H])C1=CC(OC)=C(O)C=C1)\C(O)=NCCC1=CC=C(O)C=C1)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H36N2O8/c1-45-33-21-25(7-13-31(33)41)19-29(35(43)37-17-15-23-3-9-27(39)10-4-23)30(20-26-8-14-32(42)34(22-26)46-2)36(44)38-18-16-24-5-11-28(40)12-6-24/h3-14,19-22,39-42H,15-18H2,1-2H3,(H,37,43)(H,38,44)/b29-19+,30-20+

> <INCHI_KEY>
FGAVHWSCPSBSMG-CZYCKNNWSA-N

> <FORMULA>
C36H36N2O8

> <MOLECULAR_WEIGHT>
624.69

> <EXACT_MASS>
624.247166127

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
67.32361376164545

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methylidene]-N,N'-bis[2-(4-hydroxyphenyl)ethyl]butanediimidic acid

> <ALOGPS_LOGP>
5.17

> <JCHEM_LOGP>
5.843091384090508

> <ALOGPS_LOGS>
-5.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.266231633640812

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.432233626609182

> <JCHEM_PKA_STRONGEST_BASIC>
5.4639075417603475

> <JCHEM_POLAR_SURFACE_AREA>
164.56

> <JCHEM_REFRACTIVITY>
177.89620000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.23e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methylidene]-N,N'-bis[2-(4-hydroxyphenyl)ethyl]butanediimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-20         0                                  
HETATM    1  C   UNK     0     -17.294 -12.386   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336 -19.250   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.828 -13.360   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.669 -13.860   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -13.073 -14.266   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.743 -10.924   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -13.395 -11.202   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -11.988 -11.829   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -14.480 -13.639   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.003 -16.170   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -14.641 -12.108   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.669 -16.940   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0     -10.669  -9.240   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      -5.335 -12.320   0.000  0.00  0.00           N+0
HETATM   39  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -15.726 -14.544   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -13.337 -16.940   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0     -16.048 -11.481   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0     -10.669 -18.480   0.000  0.00  0.00           O+0
HETATM   47  H   UNK     0     -12.099 -10.195   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.668 -14.630   0.000  0.00  0.00           H+0
CONECT    1   45                                                            
CONECT    2   46                                                            
CONECT    3    9   23                                                       
CONECT    4   10   23                                                       
CONECT    5   11   24                                                       
CONECT    6   12   24                                                       
CONECT    7   13   25                                                       
CONECT    8   14   26                                                       
CONECT    9    3   27                                                       
CONECT   10    4   27                                                       
CONECT   11    5   28                                                       
CONECT   12    6   28                                                       
CONECT   13    7   31                                                       
CONECT   14    8   32                                                       
CONECT   15   17   23                                                       
CONECT   16   18   24                                                       
CONECT   17   15   37                                                       
CONECT   18   16   38                                                       
CONECT   19   25   29   47                                                  
CONECT   20   26   30   48                                                  
CONECT   21   25   33                                                       
CONECT   22   26   34                                                       
CONECT   23    3    4   15                                                  
CONECT   24    5    6   16                                                  
CONECT   25    7   19   21                                                  
CONECT   26    8   20   22                                                  
CONECT   27    9   10   39                                                  
CONECT   28   11   12   40                                                  
CONECT   29   19   30   35                                                  
CONECT   30   20   29   36                                                  
CONECT   31   13   33   41                                                  
CONECT   32   14   34   42                                                  
CONECT   33   21   31   45                                                  
CONECT   34   22   32   46                                                  
CONECT   35   29   37   43                                                  
CONECT   36   30   38   44                                                  
CONECT   37   17   35                                                       
CONECT   38   18   36                                                       
CONECT   39   27                                                            
CONECT   40   28                                                            
CONECT   41   31                                                            
CONECT   42   32                                                            
CONECT   43   35                                                            
CONECT   44   36                                                            
CONECT   45    1   33                                                       
CONECT   46    2   34                                                       
CONECT   47   19                                                            
CONECT   48   20                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₃₆N₂O₈

Average Mass

624.6900 Da

Monoisotopic Mass

624.24717 Da

IUPAC Name

(2E)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methylidene]-N,N'-bis[2-(4-hydroxyphenyl)ethyl]butanediimidic acid

Traditional Name

(2E)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methylidene]-N,N'-bis[2-(4-hydroxyphenyl)ethyl]butanediimidic acid

CAS Registry Number

Not Available

SMILES

[H]C(=C(C(O)=NCCC1=CC=C(O)C=C1)C(=C(\[H])C1=CC(OC)=C(O)C=C1)\C(O)=NCCC1=CC=C(O)C=C1)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C36H36N2O8/c1-45-33-21-25(7-13-31(33)41)19-29(35(43)37-17-15-23-3-9-27(39)10-4-23)30(20-26-8-14-32(42)34(22-26)46-2)36(44)38-18-16-24-5-11-28(40)12-6-24/h3-14,19-22,39-42H,15-18H2,1-2H3,(H,37,43)(H,38,44)/b29-19+,30-20+

InChI Key

FGAVHWSCPSBSMG-CZYCKNNWSA-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
Berberis vulgaris	LOTUS Database	35616633
Cannabis sativa	NULL	Not Available
Hyosciamus niger	-	KNApSAcK
Hyoscyamus niger	Plant	KNApSAcK
Mitrephora thorelii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Norlignan skeleton
Cinnamic acid amide
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
N-acyl-amine
Carboxamide group
Secondary carboxylic acid amide
Ether
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
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	5.17	ALOGPS
logP	5.84	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	5.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	164.56 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	177.9 m³·mol⁻¹	ChemAxon
Polarizability	67.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C17911

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10438919

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yan X, Tang J, dos Santos Passos C, Nurisso A, Simoes-Pires CA, Ji M, Lou H, Fan P: Characterization of Lignanamides from Hemp (Cannabis sativa L.) Seed and Their Antioxidant and Acetylcholinesterase Inhibitory Activities. J Agric Food Chem. 2015 Dec 16;63(49):10611-9. doi: 10.1021/acs.jafc.5b05282. Epub 2015 Dec 2. [PubMed:26585089 ]
Wang S, Luo Q, Fan P: Cannabisin F from Hemp (Cannabis sativa) Seed Suppresses Lipopolysaccharide-Induced Inflammatory Responses in BV2 Microglia as SIRT1 Modulator. Int J Mol Sci. 2019 Jan 25;20(3). pii: ijms20030507. doi: 10.3390/ijms20030507. [PubMed:30691004 ]
Pollastro F, Minassi A, Fresu LG: Cannabis Phenolics and their Bioactivities. Curr Med Chem. 2018;25(10):1160-1185. doi: 10.2174/0929867324666170810164636. [PubMed:28799497 ]

Showing NP-Card for Cannabisin G (NP0045217)

MOL for NP0045217 (Cannabisin G)

3D MOL for NP0045217 (Cannabisin G)

3D SDF for NP0045217 (Cannabisin G)

3D-SDF for NP0045217 (Cannabisin G)

PDB for NP0045217 (Cannabisin G)

3D PDB for NP0045217 (Cannabisin G)

SMILES for NP0045217 (Cannabisin G)

INCHI for NP0045217 (Cannabisin G)

Structure for NP0045217 (Cannabisin G)

3D Structure for NP0045217 (Cannabisin G)