NP-MRD: Showing NP-Card for n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid (NP0177564)

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Record Information

Version

2.0

Created at

2022-09-03 15:25:19 UTC

Updated at

2022-09-03 15:25:19 UTC

NP-MRD ID

NP0177564

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid

Description

N-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid 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. n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid is found in Penicillium miczynskii. Based on a literature review very few articles have been published on N-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032217252D          

 25 26  0  0  0  0            999 V2000
   -1.4289    1.6500    0.0000 N   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
   -0.7145   -2.8875    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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   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
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  4  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  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  5 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  4  0  0  0
M  END

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
   -0.0680   -1.6686    0.4656 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0671   -0.5326    0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2558    0.8558   -0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546    1.2418   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6712    0.3607   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7293    0.7814    0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8378   -0.0059    0.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735   -1.2463    0.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1125   -2.0314    0.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9354   -1.6576   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0453   -2.9023   -1.0090 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8147   -0.8858   -0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7952    1.8185   -0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0524    1.5878   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8120    0.3737   -0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7879    0.2642    0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5654   -0.8701    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4041   -1.9289    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1976   -3.0733    0.1227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4523   -1.8347   -0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -2.8723   -1.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676   -0.6777   -1.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3480    3.1925   -0.4667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5789    4.0875    0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117    5.3719    0.1956 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7269    2.2996   -0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6449    1.7518    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6396    0.3589    1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1444   -2.9379    0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345   -3.2814   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0211   -1.2429   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    2.5097   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058    1.1073    1.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3198   -0.9767    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1188   -3.8557   -0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5736   -2.8341   -2.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9203   -0.5898   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1353    3.8342    1.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329    6.1086   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  2  0
 23 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 13  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  3  2  1  0
  2  1  3  0
 22 15  1  0
 12  5  1  0
 25 39  1  0
 24 38  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 21 36  1  0
 22 37  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
M  END


  Mrv1652309032217252D          

 25 26  0  0  0  0            999 V2000
   -1.4289    1.6500    0.0000 N   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
   -0.7145   -2.8875    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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   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
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  4  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  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  5 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  4  0  0  0
M  END
> <DATABASE_ID>
NP0177564

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC=NC(=CC1=CC=C(O)C(O)=C1)C(=CC1=CC=C(O)C(O)=C1)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C18H14N2O5/c19-9-13(5-11-1-3-15(22)17(24)7-11)14(20-10-21)6-12-2-4-16(23)18(25)8-12/h1-8,10,22-25H,(H,20,21)

> <INCHI_KEY>
VDPHYDSLIYDKAP-UHFFFAOYSA-N

> <FORMULA>
C18H14N2O5

> <MOLECULAR_WEIGHT>
338.319

> <EXACT_MASS>
338.090271559

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
33.37582951577694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid

> <JCHEM_LOGP>
1.9775927459907274

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.342580511603371

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5345162661030787

> <JCHEM_PKA_STRONGEST_BASIC>
3.858646670031582

> <JCHEM_POLAR_SURFACE_AREA>
137.3

> <JCHEM_REFRACTIVITY>
93.75830000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  N   UNK     0      -2.667   3.080   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -5.335   0.000   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -8.002   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    5                                                       
CONECT   13    3   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15                                                       
CONECT   23   13   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
N-[3-Cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidate	Generator

Chemical Formula

C₁₈H₁₄N₂O₅

Average Mass

338.3190 Da

Monoisotopic Mass

338.09027 Da

IUPAC Name

N-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid

Traditional Name

N-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid

CAS Registry Number

Not Available

SMILES

OC=NC(=CC1=CC=C(O)C(O)=C1)C(=CC1=CC=C(O)C(O)=C1)C#N

InChI Identifier

InChI=1S/C18H14N2O5/c19-9-13(5-11-1-3-15(22)17(24)7-11)14(20-10-21)6-12-2-4-16(23)18(25)8-12/h1-8,10,22-25H,(H,20,21)

InChI Key

VDPHYDSLIYDKAP-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Penicillium miczynskii	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
Catechol
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Nitrile
Carbonitrile
Carboximidic acid derivative
Carboximidic acid
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Cyanide
Organic oxygen 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	1.98	ChemAxon
pKa (Strongest Acidic)	2.53	ChemAxon
pKa (Strongest Basic)	3.86	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	137.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	93.76 m³·mol⁻¹	ChemAxon
Polarizability	33.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72829777

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid (NP0177564)

MOL for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)

3D MOL for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)

3D SDF for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)

3D-SDF for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)

PDB for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)

3D PDB for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)

SMILES for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)

INCHI for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)

Structure for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)

3D Structure for NP0177564 (n-[3-cyano-1-(3,4-dihydroxyphenyl)-3-[(3,4-dihydroxyphenyl)methylidene]prop-1-en-2-yl]carboximidic acid)