NP-MRD: Showing NP-Card for (2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid (NP0233281)

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Record Information

Version

2.0

Created at

2022-09-06 14:49:23 UTC

Updated at

2022-09-06 14:49:23 UTC

NP-MRD ID

NP0233281

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid

Description

(2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid is found in Theobroma cacao and Trifolium pratense.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305221920372D          

 29 30  0  0  1  0            999 V2000
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
 10  1  1  0  0  0  0
 10  3  1  0  0  0  0
 10  8  2  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 13  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  2  0  0  0  0
 16  9  1  0  0  0  0
 16 14  2  0  0  0  0
 17  6  1  0  0  0  0
 18 12  1  0  0  0  0
 12 19  1  1  0  0  0
 19 17  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 17 24  1  4  0  0  0
 25 18  2  0  0  0  0
 26 18  1  0  0  0  0
 27  3  1  0  0  0  0
 28  6  1  0  0  0  0
 12 29  1  1  0  0  0
M  END

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -2.3855   -1.9852   -2.5408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2283   -2.5768   -1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0123   -3.7019   -1.2285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2624   -2.0712   -0.4144 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0140   -1.7615    0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0408   -0.7153    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3316   -1.0922    0.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3462   -0.1439    0.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    1.1788    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0739    2.1392    0.3403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8023    1.5548    0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5152    2.9165    0.9411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8065    0.6182    0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -0.9751   -0.9654 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6303   -0.5419   -0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058    0.5528   -1.3744 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514   -1.2251    0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5465   -0.9488    0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4268    0.0523    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6745    0.3888   -1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6753    1.3074   -1.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4726    1.9243   -0.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4553    2.8292   -0.8519 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2391    1.5938    0.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0500    2.2181    1.7925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2645    0.7017    1.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7646   -4.6153   -1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164   -2.9654   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669   -1.4687    1.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5195   -2.6967    1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6251   -2.1185    0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3465   -0.4476    0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8863    3.1178    0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5797    3.2302    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192    0.9480    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531    1.5181   -1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8096   -2.0859    0.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9369   -1.5980    1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1418   -0.1216   -1.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8294    1.5420   -2.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5922    3.0428   -1.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9520    2.0368    2.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856    0.4451    2.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0
 18 19  1  0
 19 26  2  0
 26 24  1  0
 24 25  1  0
 24 22  2  0
 22 23  1  0
 22 21  1  0
 21 20  2  0
 17 15  1  0
 15 16  1  0
 15 14  2  0
 14  4  1  0
  4  5  1  0
  5  6  1  0
  6 13  2  0
 13 11  1  0
 11 12  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  7  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 20 19  1  0
  7  6  1  0
 17 37  1  0
 18 38  1  0
 26 43  1  0
 25 42  1  0
 23 41  1  0
 21 40  1  0
 20 39  1  0
 16 36  1  0
  4 28  1  1
  5 29  1  0
  5 30  1  0
 13 35  1  0
 12 34  1  0
 10 33  1  0
  8 32  1  0
  7 31  1  0
  3 27  1  0
M  END


  Mrv1652305221920372D          

 29 30  0  0  1  0            999 V2000
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
 10  1  1  0  0  0  0
 10  3  1  0  0  0  0
 10  8  2  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 13  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  2  0  0  0  0
 16  9  1  0  0  0  0
 16 14  2  0  0  0  0
 17  6  1  0  0  0  0
 18 12  1  0  0  0  0
 12 19  1  1  0  0  0
 19 17  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 17 24  1  4  0  0  0
 25 18  2  0  0  0  0
 26 18  1  0  0  0  0
 27  3  1  0  0  0  0
 28  6  1  0  0  0  0
 12 29  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0233281

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(/[H])C1=CC(O)=C(O)C=C1)C(O)=N[C@@]([H])(CC1=CC(O)=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO7/c20-13-4-1-10(8-15(13)22)3-6-17(24)19-12(18(25)26)7-11-2-5-14(21)16(23)9-11/h1-6,8-9,12,20-23H,7H2,(H,19,24)(H,25,26)/b6-3-/t12-/m0/s1

> <INCHI_KEY>
GPZFXSWMDFBRGS-RYBZSIHZSA-N

> <FORMULA>
C18H17NO7

> <MOLECULAR_WEIGHT>
359.3301

> <EXACT_MASS>
359.100501903

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.29576762637909

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-3-(3,4-dihydroxyphenyl)-2-{[(2Z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid

> <ALOGPS_LOGP>
2.34

> <JCHEM_LOGP>
2.861236470666667

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.6386502949907324

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2939162532875277

> <JCHEM_PKA_STRONGEST_BASIC>
1.058664735559978

> <JCHEM_POLAR_SURFACE_AREA>
150.81

> <JCHEM_REFRACTIVITY>
93.4216

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-(3,4-dihydroxyphenyl)-2-{[(2Z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      -8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0      -2.667  -9.240   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.000  -7.700   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.000  -1.540   0.000  0.00  0.00           H+0
CONECT    1    4   10                                                       
CONECT    2    5   11                                                       
CONECT    3    6   10   27                                                  
CONECT    4    1   13                                                       
CONECT    5    2   14                                                       
CONECT    6    3   17   28                                                  
CONECT    7   11   12                                                       
CONECT    8   10   15                                                       
CONECT    9   11   16                                                       
CONECT   10    1    3    8                                                  
CONECT   11    2    7    9                                                  
CONECT   12    7   18   19   29                                             
CONECT   13    4   15   20                                                  
CONECT   14    5   16   21                                                  
CONECT   15    8   13   22                                                  
CONECT   16    9   14   23                                                  
CONECT   17    6   19   24                                                  
CONECT   18   12   25   26                                                  
CONECT   19   12   17                                                       
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   18                                                            
CONECT   26   18                                                            
CONECT   27    3                                                            
CONECT   28    6                                                            
CONECT   29   12                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₇NO₇

Average Mass

359.3301 Da

Monoisotopic Mass

359.10050 Da

IUPAC Name

(2S)-3-(3,4-dihydroxyphenyl)-2-{[(2Z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid

Traditional Name

(2S)-3-(3,4-dihydroxyphenyl)-2-{[(2Z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(/[H])C1=CC(O)=C(O)C=C1)C(O)=N[C@@]([H])(CC1=CC(O)=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C18H17NO7/c20-13-4-1-10(8-15(13)22)3-6-17(24)19-12(18(25)26)7-11-2-5-14(21)16(23)9-11/h1-6,8-9,12,20-23H,7H2,(H,19,24)(H,25,26)/b6-3-/t12-/m0/s1

InChI Key

GPZFXSWMDFBRGS-RYBZSIHZSA-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
Theobroma cacao	LOTUS Database	35616633
Trifolium pratense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Cinnamic acid amide
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
3-phenylpropanoic-acid
Amphetamine or derivatives
Styrene
Catechol
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.34	ALOGPS
logP	2.86	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	1.06	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	150.81 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	93.42 m³·mol⁻¹	ChemAxon
Polarizability	34.3 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018679

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

6443790

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid (NP0233281)

MOL for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)

3D MOL for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)

3D SDF for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)

3D-SDF for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)

PDB for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)

3D PDB for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)

SMILES for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)

INCHI for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)

Structure for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)

3D Structure for NP0233281 ((2s)-3-(3,4-dihydroxyphenyl)-2-{[(2z)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}propanoic acid)