NP-MRD: Showing NP-Card for 2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid (NP0284124)

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Record Information

Version

2.0

Created at

2022-09-09 11:41:45 UTC

Updated at

2022-09-09 11:41:45 UTC

NP-MRD ID

NP0284124

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid

Description

N-Caffeoyltryptophan belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Caffeoyltryptophan is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, N-Caffeoyltryptophan has been detected, but not quantified in, coffee and coffee products. 2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid is found in Athyrium filix-femina. This could make N-caffeoyltryptophan a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241208322D          

 27 29  0  0  0  0            999 V2000
   -1.1722    1.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3486    1.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0529    0.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6936    0.1815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3853    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    0.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658    1.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    1.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552    2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    2.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372    2.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    3.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372    1.4053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    2.8339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    0.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    1.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -0.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -2.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522   -1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -3.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900   -2.7239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  1  9  1  0  0  0  0
  2  3  2  0  0  0  0
  2 10  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  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  2  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 24 25  2  0  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    1.1504   -2.7766   -0.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7617   -1.7035    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7465   -0.6788    0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0369   -0.8335    0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367    0.1703    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3609   -0.1118    0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901    0.7807    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0999    1.9973    0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0909    2.9353    1.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7914    2.2860    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4971    3.5091    1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539    1.3939    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6199   -1.5407    0.2508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6055   -2.5460   -0.0649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4646   -2.1905   -1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4273   -1.1004   -0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7632   -1.3135   -0.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3676   -0.1224   -0.5318 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4692    0.8618   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6194    2.2307   -0.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020    3.0062   -0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731    2.4449   -1.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1837    1.0827   -1.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2620    0.2632   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3612   -2.9907    1.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233   -2.5069    2.2360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3453   -3.9494    0.9877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3751    0.2301    0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3579   -1.7907   -0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6631   -1.0598   -0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4253    0.5595    0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8626    3.8163    1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5422    3.7585    2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7318    1.6317    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9192   -0.6448    0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9939   -3.4410   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9549   -3.1115   -1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7586   -1.8767   -2.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2958   -2.2667   -0.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3799    0.0269   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5470    2.7360   -0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880    4.0763   -0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    3.0655   -1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424    0.6021   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1836   -4.9088    1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 25  1  0
 25 26  2  0
 25 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 24  2  0
 24 23  1  0
 23 22  2  0
 22 21  1  0
 21 20  2  0
 14 13  1  0
 13  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 12  2  0
 12 10  1  0
 10 11  1  0
 10  8  2  0
  8  9  1  0
  8  7  1  0
  7  6  2  0
 24 16  1  0
  6  5  1  0
 20 19  1  0
 27 45  1  0
 14 36  1  6
 15 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 23 44  1  0
 22 43  1  0
 21 42  1  0
 20 41  1  0
 13 35  1  0
  3 28  1  0
  4 29  1  0
 12 34  1  0
 11 33  1  0
  9 32  1  0
  7 31  1  0
  6 30  1  0
M  END


  Mrv0541 02241208322D          

 27 29  0  0  0  0            999 V2000
   -1.1722    1.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3486    1.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0529    0.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6936    0.1815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3853    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    0.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658    1.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    1.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552    2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    2.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372    2.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    3.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372    1.4053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    2.8339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    0.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    0.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    1.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -0.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -2.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522   -2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522   -1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -3.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0900   -2.7239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  1  9  1  0  0  0  0
  2  3  2  0  0  0  0
  2 10  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  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  2  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0284124

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C(CC1=CNC2=C1C=CC=C2)NC(=O)\C=C\C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18N2O5/c23-17-7-5-12(9-18(17)24)6-8-19(25)22-16(20(26)27)10-13-11-21-15-4-2-1-3-14(13)15/h1-9,11,16,21,23-24H,10H2,(H,22,25)(H,26,27)/b8-6+

> <INCHI_KEY>
XITPERBRJNUFSB-SOFGYWHQSA-N

> <FORMULA>
C20H18N2O5

> <MOLECULAR_WEIGHT>
366.3673

> <EXACT_MASS>
366.121571696

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.65692114082602

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
2.7475249799999997

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.22068128630543

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7124481240456704

> <JCHEM_PKA_STRONGEST_BASIC>
0.701451947049966

> <JCHEM_POLAR_SURFACE_AREA>
122.65

> <JCHEM_REFRACTIVITY>
100.02459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

> <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  C   UNK     0      -2.188   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.651   2.746   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.099   1.309   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.295   0.339   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.586   1.178   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.075   0.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.163   1.869   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.765   3.355   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.276   3.755   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.189   4.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.726   3.958   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.496   5.290   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.726   6.625   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       2.496   2.623   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       4.036   5.290   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.831   1.853   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.831   0.313   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.163   2.623   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.496  -0.459   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.496  -1.999   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.166  -2.772   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.166  -4.315   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.496  -5.085   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.831  -4.315   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.831  -2.772   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.496  -6.625   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.168  -5.085   0.000  0.00  0.00           O+0
CONECT    1    2    5    9                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    1    8                                                       
CONECT   10    2   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12                                                            
CONECT   14   11   16                                                       
CONECT   15   12                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16   19                                                       
CONECT   18   16                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   20   24                                                       
CONECT   26   23                                                            
CONECT   27   22                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
2-{[(2E)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1H-indol-3-yl)propanoate	Generator

Chemical Formula

C₂₀H₁₈N₂O₅

Average Mass

366.3673 Da

Monoisotopic Mass

366.12157 Da

IUPAC Name

2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

Traditional Name

2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(CC1=CNC2=C1C=CC=C2)NC(=O)\C=C\C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C20H18N2O5/c23-17-7-5-12(9-18(17)24)6-8-19(25)22-16(20(26)27)10-13-11-21-15-4-2-1-3-14(13)15/h1-9,11,16,21,23-24H,10H2,(H,22,25)(H,26,27)/b8-6+

InChI Key

XITPERBRJNUFSB-SOFGYWHQSA-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
Athyrium filix-femina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cinnamic acid amide
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
Indolyl carboxylic acid derivative
3-alkylindole
Indole
Indole or derivatives
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Substituted pyrrole
Monocyclic benzene moiety
Pyrrole
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.94	ALOGPS
logP	2.75	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	0.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	122.65 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	100.02 m³·mol⁻¹	ChemAxon
Polarizability	37.66 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0029830

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001045

KNApSAcK ID

Not Available

Chemspider ID

8604387

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10428959

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid (NP0284124)

MOL for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D MOL for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D SDF for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D-SDF for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

PDB for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D PDB for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

SMILES for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

INCHI for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

Structure for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D Structure for NP0284124 (2-{[(2e)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-3-(1h-indol-3-yl)propanoic acid)