NP-MRD: Showing NP-Card for N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide] (NP0085174)

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Record Information

Version

2.0

Created at

2022-04-29 05:46:20 UTC

Updated at

2022-04-29 05:46:20 UTC

NP-MRD ID

NP0085174

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide]

Description

Di-4-coumaroylputrescine belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Di-4-coumaroylputrescine is a moderately basic compound (based on its pKa). Outside of the human body, Di-4-coumaroylputrescine has been detected, but not quantified in, several different foods, such as fats and oils, fruits, pomes, pulses, and red raspberries. N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide] is found in Helianthus annuus , Pyrus communis , Rubus idaeus and Vicia faba . This could make di-4-coumaroylputrescine a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241220102D          

 28 29  0  0  0  0            999 V2000
   -1.7846    0.2055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0699   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872   -0.2067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2124    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -1.0327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6404    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    1.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6430   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6404    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591    1.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0738    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0738    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6430   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3604   -1.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0722   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0722   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3604    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7856    1.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7856   -1.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 17  2  0  0  0  0
 11 21  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 22  2  0  0  0  0
 16 26  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 27  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

     RDKit          3D

 52 53  0  0  0  0  0  0  0  0999 V2000
    4.5683   -1.4004   -0.8083 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9461   -0.3231   -0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7709    0.8359   -0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0926    0.7421   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0091    1.7906   -0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6956    3.0769    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6881    4.0115    0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0210    3.7025    0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0668    4.5807    0.7834 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3639    2.4170    0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3849    1.4867   -0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052   -0.3594   -0.4286 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9394   -1.6065   -0.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3542   -1.1352   -1.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7289   -1.7502   -1.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3066   -1.7335    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0749   -2.0908    1.6811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7095   -1.2187    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5902   -1.2074    1.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9616   -0.7254    1.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3640   -0.0775   -0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6837    0.2454   -0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6466   -0.0902    0.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9571    0.2527    0.3220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2816   -0.7283    1.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9374   -1.0377    1.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3523    1.7697    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4901   -0.2490   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6840    3.3846    0.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4141    5.0107    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4338    4.6456    1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3962    2.1156    0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6938    0.4862   -0.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9697    0.4638   -0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075   -1.8461   -1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0841   -1.3291   -2.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4010   -0.0378   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2680   -1.5690    2.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6391    0.1932   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9318    0.7555   -1.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6624    0.0109    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0394   -0.9842    2.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7015   -1.5513    2.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
  5 11  1  0
 11 10  2  0
 10  8  1  0
 28 22  1  0
  9 33  1  0
  7 32  1  0
  6 31  1  0
  4 30  1  0
  3 29  1  0
 12 36  1  0
 13 37  1  0
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 14 39  1  0
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 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 11 35  1  0
 10 34  1  0
M  END


  Mrv0541 02241220102D          

 28 29  0  0  0  0            999 V2000
   -1.7846    0.2055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0699   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3579   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872   -0.2067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2124    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -1.0327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6404    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    1.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6430   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6404    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591    1.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0738    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0738    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6430   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3604   -1.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0722   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0722   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3604    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7856    1.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7856   -1.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 17  2  0  0  0  0
 11 21  1  0  0  0  0
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 12 14  2  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 22  2  0  0  0  0
 16 26  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 27  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0085174

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(\C=C\C(=O)NCCCCNC(=O)\C=C\C2=CC=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O4/c25-19-9-3-17(4-10-19)7-13-21(27)23-15-1-2-16-24-22(28)14-8-18-5-11-20(26)12-6-18/h3-14,25-26H,1-2,15-16H2,(H,23,27)(H,24,28)/b13-7+,14-8+

> <INCHI_KEY>
PYVBFDCHJDMSMM-FNCQTZNRSA-N

> <FORMULA>
C22H24N2O4

> <MOLECULAR_WEIGHT>
380.437

> <EXACT_MASS>
380.173607266

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
42.977956534552206

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(4-hydroxyphenyl)-N-{4-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butyl}prop-2-enamide

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
2.9043062473333334

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.721097168664974

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.119037425396323

> <JCHEM_PKA_STRONGEST_BASIC>
1.824683880961912

> <JCHEM_POLAR_SURFACE_AREA>
98.66

> <JCHEM_REFRACTIVITY>
111.06040000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(4-hydroxyphenyl)-N-{4-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butyl}prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      -3.331   0.384   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.997  -0.386   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.663   0.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.668  -0.386   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.002   0.384   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.336  -0.386   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -4.663  -0.386   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.996   0.384   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.663  -1.928   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -7.328  -0.386   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.662   0.384   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.667   0.384   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.002  -0.386   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.667   1.925   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.333   0.384   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.667  -0.386   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.662   1.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.004   2.677   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -11.338   1.925   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -11.338   0.384   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -10.004  -0.386   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.667  -1.928   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.006  -2.682   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.335  -1.928   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.335  -0.386   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.006   0.384   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -12.666   2.703   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      12.666  -2.703   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5   12                                                       
CONECT    7    1    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7                                                            
CONECT   10    8   11                                                       
CONECT   11   10   17   21                                                  
CONECT   12    6   13   14                                                  
CONECT   13   12   15                                                       
CONECT   14   12                                                            
CONECT   15   13   16                                                       
CONECT   16   15   22   26                                                  
CONECT   17   11   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   11   20                                                       
CONECT   22   16   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   16   25                                                       
CONECT   27   19                                                            
CONECT   28   24                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
N,N'-1,4-butanediylbis[3-(4-hydroxyphenyl)-2-propenamide], 9ci	HMDB
N,N'-bis(4-hydroxycinnamoyl)-1,4-butanediamine	HMDB
(2E)-N-(4-{[(2E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-en-1-ylidene]amino}butyl)-3-(4-hydroxyphenyl)prop-2-enimidate	Generator

Chemical Formula

C₂₂H₂₄N₂O₄

Average Mass

380.4370 Da

Monoisotopic Mass

380.17361 Da

IUPAC Name

(2E)-3-(4-hydroxyphenyl)-N-{4-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butyl}prop-2-enamide

Traditional Name

(2E)-3-(4-hydroxyphenyl)-N-{4-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butyl}prop-2-enamide

CAS Registry Number

Not Available

SMILES

OC1=CC=C(\C=C\C(=O)NCCCCNC(=O)\C=C\C2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C22H24N2O4/c25-19-9-3-17(4-10-19)7-13-21(27)23-15-1-2-16-24-22(28)14-8-18-5-11-20(26)12-6-18/h3-14,25-26H,1-2,15-16H2,(H,23,27)(H,24,28)/b13-7+,14-8+

InChI Key

PYVBFDCHJDMSMM-FNCQTZNRSA-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
Helianthus annuus L.	Plant	KNApSAcK
Pyrus communis	Plant	KNApSAcK
Rubus idaeus	Plant	KNApSAcK
Vicia faba	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Cinnamic acid amide
Coumaric acid or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
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	2.74	ALOGPS
logP	2.9	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.12	ChemAxon
pKa (Strongest Basic)	1.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	98.66 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	111.06 m³·mol⁻¹	ChemAxon
Polarizability	42.98 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

HMDB0033466

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011508

KNApSAcK ID

Not Available

Chemspider ID

30777007

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44241258

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide] (NP0085174)

MOL for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])

3D MOL for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])

3D SDF for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])

3D-SDF for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])

PDB for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])

3D PDB for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])

SMILES for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])

INCHI for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])

Structure for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])

3D Structure for NP0085174 (N,N'-1,4-Butanediylbis[3-(4-hydroxyphenyl)-2-propenamide])