NP-MRD: Showing NP-Card for (2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid (NP0225225)

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Record Information

Version

2.0

Created at

2022-09-06 03:53:37 UTC

Updated at

2022-09-06 03:53:37 UTC

NP-MRD ID

NP0225225

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid

Description

Portulacaxanthin II 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. (2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid is found in Portulaca grandiflora. (2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid was first documented in 2005 (PMID: 16277424). Based on a literature review a small amount of articles have been published on Portulacaxanthin II (PMID: 17708433) (PMID: 15805475).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062205532D          

 27 28  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 O   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
    0.0000   -2.4750    0.0000 O   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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  1  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
    3.5724   -3.7125    0.0000 C   0  0  0  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
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 N   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
  4 27  1  0  0  0  0
M  END

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
   -2.2736   -2.4926   -2.0665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2242   -2.2988   -1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2196   -3.2390   -1.1948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3043   -1.0946   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3656   -0.1558   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5437    0.9940    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4970    1.6229    0.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1390    1.1966    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2265    0.2104   -0.1047 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5936   -0.1405   -0.3318 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4804    0.8380    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8900    0.4941    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5773   -0.3119    0.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8939   -0.6105    0.7163 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5426   -0.1204   -0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8687   -0.4120   -0.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8104    0.6896   -1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4977    1.0103   -0.9924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -1.5451    0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8655   -2.1148   -0.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7665   -2.2247    0.7065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8932    1.5114    0.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9098    0.4029    0.8330 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1078    0.7515    0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5297   -0.0444   -0.8405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7967    1.9404    0.2147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3869   -0.8827    0.4486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7394   -3.4405   -0.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -0.2498   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6630    2.5121    1.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261    1.8582    1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7756   -0.0799   -1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2876    1.8379   -0.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2507    0.7713    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0844   -0.7061    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4586   -1.2519    1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6275    0.1474   -0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2976    1.0930   -2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9325    1.6419   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721   -3.0811    0.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1905    2.2222   -0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8023    2.0605    1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2354    0.3357    1.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3097    2.0794    1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8447   -1.7244    0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 19  1  0
 19 20  2  0
 19 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6 22  1  0
 22 23  1  0
 23 27  1  0
 27  4  1  0
  4  5  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 18 12  1  0
  5  6  1  0
 21 40  1  0
 10 32  1  6
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
  8 31  1  0
  7 30  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  1
 27 45  1  0
  5 29  1  0
  3 28  1  0
 26 44  1  0
M  END


  Mrv1652309062205532D          

 27 28  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 O   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
    0.0000   -2.4750    0.0000 O   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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  1  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
    3.5724   -3.7125    0.0000 C   0  0  0  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
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 N   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
  4 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225225

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H18N2O7/c21-12-3-1-10(2-4-12)7-13(16(22)23)19-6-5-11-8-14(17(24)25)20-15(9-11)18(26)27/h1-6,8,13,15,20-21H,7,9H2,(H,22,23)(H,24,25)(H,26,27)/b11-5+,19-6?/t13-,15-/m0/s1

> <INCHI_KEY>
MBFJCQLVRQZZOV-DCAVKYHDSA-N

> <FORMULA>
C18H18N2O7

> <MOLECULAR_WEIGHT>
374.349

> <EXACT_MASS>
374.111400928

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.01744662085064

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4Z)-4-(2-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid

> <JCHEM_LOGP>
-2.0909631592769444

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.4538104353330317

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6325754153802112

> <JCHEM_PKA_STRONGEST_BASIC>
8.393484982110303

> <JCHEM_POLAR_SURFACE_AREA>
156.52

> <JCHEM_REFRACTIVITY>
94.91219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4Z)-4-(2-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.001 -10.010   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -6.930   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       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0      -2.667  -7.700   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   27                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19   10   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    6   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23    4                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈N₂O₇

Average Mass

374.3490 Da

Monoisotopic Mass

374.11140 Da

IUPAC Name

(2S,4Z)-4-(2-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid

Traditional Name

(2S,4Z)-4-(2-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H18N2O7/c21-12-3-1-10(2-4-12)7-13(16(22)23)19-6-5-11-8-14(17(24)25)20-15(9-11)18(26)27/h1-6,8,13,15,20-21H,7,9H2,(H,22,23)(H,24,25)(H,26,27)/b11-5+,19-6?/t13-,15-/m0/s1

InChI Key

MBFJCQLVRQZZOV-DCAVKYHDSA-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
Portulaca grandiflora	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
3-phenylpropanoic-acid
L-alpha-amino acid
Amphetamine or derivatives
Alpha-amino acid
Tricarboxylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Tetrahydropyridine
Phenol
Benzenoid
Hydropyridine
Monocyclic benzene moiety
Amino acid
Shiff base
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Enamine
Secondary aliphatic amine
Carboxylic acid
Aldimine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-2.1	ChemAxon
pKa (Strongest Acidic)	1.63	ChemAxon
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	156.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	94.91 m³·mol⁻¹	ChemAxon
Polarizability	37.02 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

Not Available

KNApSAcK ID

C00001604

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

135922760

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gandia-Herrero F, Escribano J, Garcia-Carmona F: Characterization of the activity of tyrosinase on betaxanthins derived from (R)-amino acids. J Agric Food Chem. 2005 Nov 16;53(23):9207-12. doi: 10.1021/jf0514120. [PubMed:16277424 ]
Kugler F, Graneis S, Stintzing FC, Carle R: Studies on betaxanthin profiles of vegetables and fruits from the Chenopodiaceae and Cactaceae. Z Naturforsch C J Biosci. 2007 May-Jun;62(5-6):311-8. doi: 10.1515/znc-2007-5-601. [PubMed:17708433 ]
Gandia-Herrero F, Escribano J, Garcia-Carmona F: Betaxanthins as substrates for tyrosinase. An approach to the role of tyrosinase in the biosynthetic pathway of betalains. Plant Physiol. 2005 May;138(1):421-32. doi: 10.1104/pp.104.057992. Epub 2005 Apr 1. [PubMed:15805475 ]
LOTUS database [Link]

Showing NP-Card for (2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid (NP0225225)

MOL for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)

3D MOL for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)

3D SDF for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)

3D-SDF for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)

PDB for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)

3D PDB for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)

SMILES for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)

INCHI for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)

Structure for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)

3D Structure for NP0225225 ((2s,4z)-4-(2-{[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]imino}ethylidene)-2,3-dihydro-1h-pyridine-2,6-dicarboxylic acid)