NP-MRD: Showing NP-Card for (2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid (NP0241094)

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Record Information

Version

2.0

Created at

2022-09-07 01:04:46 UTC

Updated at

2022-09-07 01:04:46 UTC

NP-MRD ID

NP0241094

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid

Description

N-jasmonoyl-l-tyrosine 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. Thus, N-jasmonoyl-L-tyrosine is considered to be an octadecanoid. (2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid is found in Vicia faba. Based on a literature review very few articles have been published on N-jasmonoyl-l-tyrosine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072203042D          

 27 28  0  0  1  0            999 V2000
   -1.3222   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067   -2.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -2.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -3.7741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0597   -4.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -4.0041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953   -5.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -5.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752   -4.2590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0598   -4.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -4.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014   -5.3631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575   -4.3012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -4.8532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8991   -5.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122   -6.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3407   -7.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9538   -7.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7384   -7.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3515   -7.8683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9099   -6.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2968   -5.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8553   -4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4684   -5.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0268   -3.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  4  0  0  0
 13 15  2  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 54 55  0  0  0  0  0  0  0  0999 V2000
   -4.4645    3.2504   -1.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9832    1.8163   -1.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4153    1.4949   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9282    0.5453    0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8418   -0.3299    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6049   -0.2052    0.9950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9890   -0.7323    2.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788   -0.1877    3.1493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3688   -2.0700    2.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0735   -1.9054    1.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4979   -1.1119    0.4874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3249   -0.2924   -0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656   -1.1584   -0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306   -2.0347   -1.5607 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112   -1.0792    0.0152 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0785   -1.8420   -0.3434 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3050   -1.2131    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5457    0.1654   -0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9870    1.1972    0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1644    2.5247    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182    2.8710   -0.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1004    4.2116   -1.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4778    1.8449   -1.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2958    0.5142   -1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9850   -3.2277    0.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959   -4.0719    0.0268 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8967   -3.6492    0.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    3.5258   -2.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    3.3753   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2013    3.8778   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3441    1.1124   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9330    1.8509   -2.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2315    2.0923    0.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3404    0.3967    1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5416   -0.2325   -0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006   -1.3832    0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2807    0.8488    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2127   -2.3623    3.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9516   -2.8543    1.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611   -1.3346    2.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7111   -2.9177    1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8491   -1.7833   -0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511    0.3632   -0.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    0.3335    0.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230   -2.9039   -1.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104   -1.9232   -1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2142   -1.8021    0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541   -1.2103    1.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3797    0.9700    1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7289    3.3455    0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9220    4.6655   -0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0670    2.1194   -2.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7433   -0.2446   -1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7362   -3.2500    1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 16 25  1  0
 25 27  1  0
 25 26  2  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  1
 11 42  1  6
 12 43  1  0
 12 44  1  0
 14 45  1  0
 16 46  1  6
 17 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 10 40  1  0
 10 41  1  0
  9 38  1  0
  9 39  1  0
M  END


  Mrv1652309072203042D          

 27 28  0  0  1  0            999 V2000
   -1.3222   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067   -2.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -2.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -3.7741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0597   -4.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -4.0041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953   -5.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -5.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752   -4.2590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0598   -4.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -4.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014   -5.3631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575   -4.3012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -4.8532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8991   -5.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122   -6.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3407   -7.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9538   -7.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7384   -7.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3515   -7.8683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9099   -6.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2968   -5.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8553   -4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4684   -5.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0268   -3.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  4  0  0  0
 13 15  2  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241094

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/C[C@@H]1[C@@H](CC(O)=N[C@@H](CC2=CC=C(O)C=C2)C(O)=O)CCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H27NO5/c1-2-3-4-5-17-15(8-11-19(17)24)13-20(25)22-18(21(26)27)12-14-6-9-16(23)10-7-14/h3-4,6-7,9-10,15,17-18,23H,2,5,8,11-13H2,1H3,(H,22,25)(H,26,27)/b4-3-/t15-,17-,18+/m1/s1

> <INCHI_KEY>
SLWSWKGGZQCLDU-WHHQMRSUSA-N

> <FORMULA>
C21H27NO5

> <MOLECULAR_WEIGHT>
373.449

> <EXACT_MASS>
373.188922973

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.55669115963917

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-({1-hydroxy-2-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid

> <JCHEM_LOGP>
4.050157053333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.818821078505843

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8121929208884278

> <JCHEM_PKA_STRONGEST_BASIC>
1.265760302860392

> <JCHEM_POLAR_SURFACE_AREA>
107.19000000000001

> <JCHEM_REFRACTIVITY>
102.9755

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({1-hydroxy-2-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.468  -3.195   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.134  -2.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.199  -3.195   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.199  -4.735   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.134  -5.505   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.134  -7.045   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.111  -7.950   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.576  -7.474   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.364  -9.415   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.904  -9.415   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.380  -7.950   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.845  -7.474   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.989  -8.505   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.669 -10.011   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      -6.454  -8.029   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -7.599  -9.059   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.278 -10.566   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.423 -11.596   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.103 -13.102   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.247 -14.133   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -10.712 -13.657   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -11.856 -14.688   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -11.032 -12.151   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.887 -11.120   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.063  -8.583   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -10.208  -9.614   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -9.383  -7.077   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18                                                       
CONECT   25   16   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₇NO₅

Average Mass

373.4490 Da

Monoisotopic Mass

373.18892 Da

IUPAC Name

(2S)-2-({1-hydroxy-2-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid

Traditional Name

(2S)-2-({1-hydroxy-2-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/C[C@@H]1[C@@H](CC(O)=N[C@@H](CC2=CC=C(O)C=C2)C(O)=O)CCC1=O

InChI Identifier

InChI=1S/C21H27NO5/c1-2-3-4-5-17-15(8-11-19(17)24)13-20(25)22-18(21(26)27)12-14-6-9-16(23)10-7-14/h3-4,6-7,9-10,15,17-18,23H,2,5,8,11-13H2,1H3,(H,22,25)(H,26,27)/b4-3-/t15-,17-,18+/m1/s1

InChI Key

SLWSWKGGZQCLDU-WHHQMRSUSA-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
Vicia faba	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
3-phenylpropanoic-acid
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Ketone
Cyclic ketone
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
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	4.05	ChemAxon
pKa (Strongest Acidic)	3.81	ChemAxon
pKa (Strongest Basic)	1.27	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.19 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	102.98 m³·mol⁻¹	ChemAxon
Polarizability	40.56 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00056401

Chemspider ID

103881595

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101772568

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid (NP0241094)

MOL for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D MOL for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D SDF for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D-SDF for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)

PDB for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D PDB for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)

SMILES for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)

INCHI for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)

Structure for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D Structure for NP0241094 ((2s)-2-({1-hydroxy-2-[(1r,2r)-3-oxo-2-[(2z)-pent-2-en-1-yl]cyclopentyl]ethylidene}amino)-3-(4-hydroxyphenyl)propanoic acid)