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Showing NP-Card for Nb-trans-p-Coumaroylserotonin glucoside (NP0337170)

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Record Information
Version2.0
Created at2024-09-11 09:37:37 UTC
Updated at2024-09-11 09:37:38 UTC
NP-MRD IDNP0337170
Secondary Accession NumbersNone
Natural Product Identification
Common NameNb-trans-p-Coumaroylserotonin glucoside
DescriptionNb-trans-p-Coumaroylserotonin glucoside belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review very few articles have been published on Nb-trans-p-Coumaroylserotonin glucoside.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337170 (Nb-trans-p-Coumaroylserotonin glucoside)


  Mrv2104 05262312092D          

 35 38  0  0  0  0            999 V2000
    1.5803   -0.4619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0364   -1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1313   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2329   -0.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3111    0.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    1.4388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8616   -0.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0488    0.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0488    1.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8616    1.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5885    1.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5885    0.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4045   -0.1898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572   -0.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6839   -1.5452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279   -0.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9673   -0.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816   -0.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2897   -0.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8994   -0.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8994    0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2897    0.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816    0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5058    0.9089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7613   -0.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    0.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378    0.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4397    0.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8023    0.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617   -0.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767    1.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7805    1.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5058    0.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8242   -1.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4835   -1.6217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 26  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  2  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 31  1  0  0  0  0
 28 29  1  0  0  0  0
 28 32  1  0  0  0  0
 29 30  1  0  0  0  0
 29 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
Download

3D MOL for NP0337170 (Nb-trans-p-Coumaroylserotonin glucoside)

Download
3D SDF for NP0337170 (Nb-trans-p-Coumaroylserotonin glucoside)

  Mrv2104 05262312092D          

 35 38  0  0  0  0            999 V2000
    1.5803   -0.4619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0364   -1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1313   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2329   -0.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3111    0.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    1.4388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8616   -0.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0488    0.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0488    1.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8616    1.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5885    1.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5885    0.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4045   -0.1898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572   -0.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6839   -1.5452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279   -0.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9673   -0.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816   -0.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2897   -0.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8994   -0.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8994    0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2897    0.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816    0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5058    0.9089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7613   -0.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    0.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378    0.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4397    0.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8023    0.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617   -0.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767    1.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7805    1.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5058    0.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8242   -1.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4835   -1.6217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 26  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  2  0  0  0  0
 25 26  1  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 31  1  0  0  0  0
 28 29  1  0  0  0  0
 28 32  1  0  0  0  0
 29 30  1  0  0  0  0
 29 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337170

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2=CC3=C(NC=C3CCNC(=O)\C=C\C3=CC=C(O)C=C3)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/C25H28N2O8/c28-13-20-22(31)23(32)24(33)25(35-20)34-17-6-7-19-18(11-17)15(12-27-19)9-10-26-21(30)8-3-14-1-4-16(29)5-2-14/h1-8,11-12,20,22-25,27-29,31-33H,9-10,13H2,(H,26,30)/b8-3+

> <INCHI_KEY>
LPGWQGDUKIPAME-FPYGCLRLNA-N

> <FORMULA>
C25H28N2O8

> <MOLECULAR_WEIGHT>
484.505

> <EXACT_MASS>
484.18456587

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
50.77112682078655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-(4-hydroxyphenyl)-N-[2-(5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H-indol-3-yl)ethyl]prop-2-enamide

> <JCHEM_LOGP>
0.7895172906666659

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.20055927835525

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.419345261386606

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3874825090205376

> <JCHEM_POLAR_SURFACE_AREA>
164.5

> <JCHEM_REFRACTIVITY>
126.33909999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(4-hydroxyphenyl)-N-[2-(5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H-indol-3-yl)ethyl]prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0337170 (Nb-trans-p-Coumaroylserotonin glucoside)
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PDB for NP0337170 (Nb-trans-p-Coumaroylserotonin glucoside)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  N   UNK     0       2.950  -0.862   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.935  -2.050   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.245  -1.711   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.435  -0.019   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.581   1.335   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.262   2.686   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -3.475  -0.354   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.958   0.489   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.958   2.184   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.475   3.027   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.832   2.184   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.832   0.489   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -6.355  -0.354   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.587  -1.300   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.010  -2.884   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.025  -0.354   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.406  -1.037   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.739  -0.267   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.874  -0.923   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.012  -0.267   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.012   1.040   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.874   1.697   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.739   1.040   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.144   1.697   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -8.888  -0.775   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -8.211   0.349   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.844   1.495   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -10.154   1.516   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.831   0.392   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -10.195  -0.751   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -8.170   2.622   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0     -10.790   2.665   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0     -12.144   0.416   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -10.872  -1.877   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -10.236  -3.027   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    9                                                       
CONECT    7    8   12                                                       
CONECT    8    4    7    9                                                  
CONECT    9    6    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    7   11   13                                                  
CONECT   13   12   26                                                       
CONECT   14    1   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   18   22                                                       
CONECT   24   21                                                            
CONECT   25   26   30                                                       
CONECT   26   13   25   27                                                  
CONECT   27   26   28   31                                                  
CONECT   28   27   29   32                                                  
CONECT   29   28   30   33                                                  
CONECT   30   25   29   34                                                  
CONECT   31   27                                                            
CONECT   32   28                                                            
CONECT   33   29                                                            
CONECT   34   30   35                                                       
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

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3D PDB for NP0337170 (Nb-trans-p-Coumaroylserotonin glucoside)
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SMILES for NP0337170 (Nb-trans-p-Coumaroylserotonin glucoside)
OCC1OC(OC2=CC3=C(NC=C3CCNC(=O)\C=C\C3=CC=C(O)C=C3)C=C2)C(O)C(O)C1O
Download
INCHI for NP0337170 (Nb-trans-p-Coumaroylserotonin glucoside)
InChI=1/C25H28N2O8/c28-13-20-22(31)23(32)24(33)25(35-20)34-17-6-7-19-18(11-17)15(12-27-19)9-10-26-21(30)8-3-14-1-4-16(29)5-2-14/h1-8,11-12,20,22-25,27-29,31-33H,9-10,13H2,(H,26,30)/b8-3+
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View in JSmol
SynonymsNot Available
Chemical FormulaC25H28N2O8
Average Mass484.5050 Da
Monoisotopic Mass484.18457 Da
IUPAC Name(2E)-3-(4-hydroxyphenyl)-N-[2-(5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H-indol-3-yl)ethyl]prop-2-enamide
Traditional Name(2E)-3-(4-hydroxyphenyl)-N-[2-(5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H-indol-3-yl)ethyl]prop-2-enamide
CAS Registry NumberNot Available
SMILES
OCC1OC(OC2=CC3=C(NC=C3CCNC(=O)\C=C\C3=CC=C(O)C=C3)C=C2)C(O)C(O)C1O
InChI Identifier
InChI=1/C25H28N2O8/c28-13-20-22(31)23(32)24(33)25(35-20)34-17-6-7-19-18(11-17)15(12-27-19)9-10-26-21(30)8-3-14-1-4-16(29)5-2-14/h1-8,11-12,20,22-25,27-29,31-33H,9-10,13H2,(H,26,30)/b8-3+
InChI KeyLPGWQGDUKIPAME-FPYGCLRLNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentPhenolic glycosides  
Alternative Parents
Substituents
  • Phenolic glycoside
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  • Hydroxycinnamic acid or derivatives
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  • Cinnamic acid amide
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  • Cinnamic acid or derivatives
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  • Hexose monosaccharide
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  • Coumaric acid or derivatives
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  • O-glycosyl compound
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  • 3-alkylindole
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  • Indole or derivatives
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  • Indole
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  • Styrene
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  • 1-hydroxy-2-unsubstituted benzenoid
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  • Phenol
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  • Benzenoid
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  • Substituted pyrrole
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  • Monosaccharide
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  • Monocyclic benzene moiety
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  • Oxane
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  • Pyrrole
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  • Heteroaromatic compound
    • 

  • Secondary carboxylic acid amide
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  • Secondary alcohol
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  • Carboxamide group
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  • Acetal
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  • Carboxylic acid derivative
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  • Oxacycle
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  • Azacycle
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  • Organoheterocyclic compound
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  • Polyol
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  • Hydrocarbon derivative
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  • Organic oxide
    • 

  • Alcohol
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  • Organic nitrogen compound
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  • Carbonyl group
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  • Primary alcohol
    • 

  • Organopnictogen compound
    • 

  • Organonitrogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.79ChemAxon
pKa (Strongest Acidic)9.42ChemAxon
pKa (Strongest Basic)-0.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area164.5 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity126.34 m³·mol⁻¹ChemAxon
Polarizability50.77 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References