NP-MRD: Showing NP-Card for N1,N10-Bis(4-hydroxycinnamoyl)spermidine (NP0084547)

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Record Information

Version

2.0

Created at

2022-04-29 05:15:23 UTC

Updated at

2022-04-29 05:15:24 UTC

NP-MRD ID

NP0084547

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N1,N10-Bis(4-hydroxycinnamoyl)spermidine

Description

N1,N10-Dicoumaroylspermidine 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. N1,N10-Dicoumaroylspermidine is a very strong basic compound (based on its pKa). Outside of the human body, N1,N10-Dicoumaroylspermidine has been detected, but not quantified in, a few different foods, such as fats and oils, pomes, and pulses. This could make N1,N10-dicoumaroylspermidine a potential biomarker for the consumption of these foods. N1,N10-Bis(4-hydroxycinnamoyl)spermidine is found in Aphelandra tetragona, Helianthus annuus , Pyrus communis and Vicia faba . A secondary amino compound that is spermidine in which each of the primary amino groups has been mono-acylated by formal condensation with trans-coumaric acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02081303232D          

 32 33  0  0  0  0            999 V2000
   -2.9464   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -8.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -8.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -8.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754   -8.8786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8030   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885   -6.4036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259   -7.6411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3404   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0549   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7693   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4838   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -7.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9127   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6272   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6285   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3430   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3430   -6.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6285   -5.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9140   -6.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9140   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0574   -5.9911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1996   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4851   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7706   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0562   -7.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7706   -8.4661    0.0000 O   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
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 10 11  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  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
 19 20  1  0  0  0  0
 20 31  1  0  0  0  0
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 22 23  1  0  0  0  0
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 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
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 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

     RDKit          3D

 63 64  0  0  0  0  0  0  0  0999 V2000
    2.9597    1.5284    1.3119 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2737    0.4335    1.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6192   -0.0936    1.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4418    0.5835    0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7573    0.0861    0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3106   -0.7132   -0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5858   -1.1603   -0.7555 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8269    0.4936   -0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5675    0.8730   -0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092   -0.3094    2.6115 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0994    0.0324    3.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028    0.0969    2.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204    1.0388    0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2035    0.9566    0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1407    1.8325   -1.0441 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2521    1.5360   -2.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5380    0.3872   -2.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7973    0.6094   -3.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390    0.7211   -2.9117 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3332   -0.3677   -2.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7207   -1.4592   -2.0860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -0.1873   -1.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663   -1.1274   -0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1325   -1.0079    0.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8964    0.1294    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0035    0.2239    1.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3832   -0.8344    2.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4847   -0.7597    2.9617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6231   -1.9863    2.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5190   -2.0709    1.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8796   -1.0435    1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1231    1.5356    0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7038   -1.7455    1.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9360   -2.4708    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6341   -1.7220   -1.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1977    1.8280   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044   -1.2507    2.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1499    1.0435    3.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -0.6402    3.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708   -0.9461    1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9368    0.3761    2.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8650    0.6100    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100    2.0444    1.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2743   -0.1253   -0.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0630    1.2248    0.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9416    2.4055   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1269    2.5010   -2.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7962    1.3721   -1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3217    0.2155   -3.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6135   -0.5825   -2.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059    1.4879   -4.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9006   -0.2765   -4.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4796    1.6378   -2.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0367    0.7446   -1.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4160   -2.0642   -0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6631    0.9860   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6006    1.1335    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3735   -0.4300    3.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9247   -2.8210    2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9301   -2.9900    1.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
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 29 30  1  0
 29 31  1  0
 31 32  2  0
  5 11  1  0
 11 10  2  0
 10  8  1  0
 32 26  1  0
  9 37  1  0
  7 36  1  0
  6 35  1  0
  4 34  1  0
  3 33  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
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 15 45  1  0
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 18 50  1  0
 18 51  1  0
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 25 58  1  0
 27 59  1  0
 28 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
 11 39  1  0
 10 38  1  0
M  END


  Mrv0541 02081303232D          

 32 33  0  0  0  0            999 V2000
   -2.9464   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -8.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -8.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -8.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754   -8.8786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8030   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0885   -6.4036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259   -7.6411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3404   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0549   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7693   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4838   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -7.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9127   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6272   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6285   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3430   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3430   -6.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6285   -5.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9140   -6.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9140   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0574   -5.9911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1996   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4851   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7706   -7.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0562   -7.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7706   -8.4661    0.0000 O   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
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 10 11  2  0  0  0  0
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 17 18  1  0  0  0  0
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 22 23  1  0  0  0  0
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 21 26  1  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0084547

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H31N3O4/c29-22-10-4-20(5-11-22)8-14-24(31)27-18-2-1-16-26-17-3-19-28-25(32)15-9-21-6-12-23(30)13-7-21/h4-15,26,29-30H,1-3,16-19H2,(H,27,31)(H,28,32)/b14-8+,15-9+

> <INCHI_KEY>
QYBCBMVQSCJMSA-VOMDNODZSA-N

> <FORMULA>
C25H31N3O4

> <MOLECULAR_WEIGHT>
437.5313

> <EXACT_MASS>
437.231456495

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
51.37231496499891

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
1.3636353343971797

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.627955274776435

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.082950840153808

> <JCHEM_PKA_STRONGEST_BASIC>
10.310535432801695

> <JCHEM_POLAR_SURFACE_AREA>
110.69

> <JCHEM_REFRACTIVITY>
128.65019999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-FEB-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-FEB-13         0                                  
HETATM    1  C   UNK     0      -5.500 -13.493   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.834 -14.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.834 -15.803   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.500 -16.573   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.166 -15.803   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.166 -14.263   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.167 -16.573   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.833 -13.493   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.499 -14.263   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.165 -13.493   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.165 -11.953   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       1.168 -14.263   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.502 -13.493   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.836 -14.263   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.169 -13.493   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.503 -14.263   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       7.837 -13.493   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       9.170 -14.263   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.504 -13.493   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.838 -14.263   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.840 -14.263   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.174 -13.493   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.174 -11.953   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.840 -11.183   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.506 -11.953   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.506 -13.493   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      22.507 -11.183   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      17.173 -14.263   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.839 -13.493   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.505 -14.263   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      13.172 -13.493   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0      14.505 -15.803   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    8                                                  
CONECT    7    3                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   12   11                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   31                                                       
CONECT   21   22   26                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21   28                                                  
CONECT   27   23                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   20   30                                                       
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Value	Source
N1,N10-Bis(4-hydroxycinnamoyl)spermidine	HMDB

Chemical Formula

C₂₅H₃₁N₃O₄

Average Mass

437.5313 Da

Monoisotopic Mass

437.23146 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C25H31N3O4/c29-22-10-4-20(5-11-22)8-14-24(31)27-18-2-1-16-26-17-3-19-28-25(32)15-9-21-6-12-23(30)13-7-21/h4-15,26,29-30H,1-3,16-19H2,(H,27,31)(H,28,32)/b14-8+,15-9+

InChI Key

QYBCBMVQSCJMSA-VOMDNODZSA-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
Aphelandra tetragona	LOTUS Database	35616633
Helianthus annuus L.	Plant	KNApSAcK
Pyrus communis	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
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary aliphatic amine
Carboxylic acid derivative
Secondary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

secondary amino compound (CHEBI:85530 )
polyphenol (CHEBI:85530 )
enamide (CHEBI:85530 )

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	2.57	ALOGPS
logP	1.36	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	9.08	ChemAxon
pKa (Strongest Basic)	10.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.69 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	128.65 m³·mol⁻¹	ChemAxon
Polarizability	51.37 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

HMDB0033469

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011511

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

15270795

PDB ID

Not Available

ChEBI ID

85530

Good Scents ID

Not Available

References

General References

Showing NP-Card for N1,N10-Bis(4-hydroxycinnamoyl)spermidine (NP0084547)

MOL for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)

3D MOL for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)

3D SDF for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)

3D-SDF for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)

PDB for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)

3D PDB for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)

SMILES for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)

INCHI for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)

Structure for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)

3D Structure for NP0084547 (N1,N10-Bis(4-hydroxycinnamoyl)spermidine)