NP-MRD: Showing NP-Card for (2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid (NP0149848)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 05:48:07 UTC

Updated at

2022-09-02 05:48:07 UTC

NP-MRD ID

NP0149848

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid

Description

O-caffeoyltyrosine belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. (2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid is found in Aonidiella aurantii. Based on a literature review very few articles have been published on O-caffeoyltyrosine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022207482D          

 25 26  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  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   -3.7125    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
    1.4289   -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
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.0750    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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 13 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
  4 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
    5.8367    1.9021    0.3872 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1694    0.5083    0.4553 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3870   -0.2742   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9405   -0.0802   -0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2154    0.9338   -0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8660    1.0569   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512    0.1723    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0930    0.3524    0.6591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615   -0.2532   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103   -0.9564   -1.0747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -0.0150    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4627   -0.5365   -0.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8742   -0.3433   -0.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3323    0.4158    0.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6825    0.5660    1.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6297   -0.0520    0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9897    0.0874    0.5703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1883   -0.8200   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1310   -1.4533   -1.5182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8340   -0.9561   -0.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076   -0.8517    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445   -0.9889    0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291    0.2708    0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3769    1.2414    0.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1644   -1.0071    0.2915 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5890    2.5040    0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9087    2.0754    0.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9190    0.1283    1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -1.3559   -0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5789    0.0791   -1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7064    1.6306   -1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3461    1.8837   -0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    0.6093    1.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1811   -1.1636   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533    0.9276    1.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0679    1.1690    1.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2758    0.6611    1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1179   -1.3429   -1.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4773   -1.5654   -1.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -1.5680    1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902   -1.8012    1.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6152   -1.7905    0.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  7 21  1  0
 21 22  2  0
  2 23  1  0
 23 25  1  0
 23 24  2  0
 22  4  1  0
 20 13  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 25 42  1  0
M  END


  Mrv1652309022207482D          

 25 26  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  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   -3.7125    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
    1.4289   -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
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.0750    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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 13 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
  4 22  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0149848

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CC1=CC=C(OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO6/c19-14(18(23)24)9-11-1-5-13(6-2-11)25-17(22)8-4-12-3-7-15(20)16(21)10-12/h1-8,10,14,20-21H,9,19H2,(H,23,24)/b8-4+/t14-/m0/s1

> <INCHI_KEY>
LMUIDTJCRHGYCB-PXYYCUNGSA-N

> <FORMULA>
C18H17NO6

> <MOLECULAR_WEIGHT>
343.335

> <EXACT_MASS>
343.105587271

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.479679826114776

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-amino-3-(4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid

> <ALOGPS_LOGP>
-0.03

> <JCHEM_LOGP>
0.407841912129232

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.011577400021192

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6501588707307868

> <JCHEM_PKA_STRONGEST_BASIC>
9.646713340752001

> <JCHEM_POLAR_SURFACE_AREA>
130.07999999999998

> <JCHEM_REFRACTIVITY>
90.62670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-3-(4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  N   UNK     0      -1.334  -5.390   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -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  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334 -19.250   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334 -20.790   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.000 -18.480   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.334 -19.250   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.000 -16.940   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   13                                                       
CONECT   21    7   22                                                       
CONECT   22   21    4                                                       
CONECT   23    2   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₇NO₆

Average Mass

343.3350 Da

Monoisotopic Mass

343.10559 Da

IUPAC Name

(2S)-2-amino-3-(4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid

Traditional Name

(2S)-2-amino-3-(4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CC1=CC=C(OC(=O)\C=C\C2=CC=C(O)C(O)=C2)C=C1)C(O)=O

InChI Identifier

InChI=1S/C18H17NO6/c19-14(18(23)24)9-11-1-5-13(6-2-11)25-17(22)8-4-12-3-7-15(20)16(21)10-12/h1-8,10,14,20-21H,9,19H2,(H,23,24)/b8-4+/t14-/m0/s1

InChI Key

LMUIDTJCRHGYCB-PXYYCUNGSA-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
Aonidiella aurantii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine 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

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
3-phenylpropanoic-acid
Amphetamine or derivatives
L-alpha-amino acid
Alpha-amino acid
Phenol ester
Catechol
Phenoxy compound
Styrene
Aralkylamine
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Amino acid
Carboxylic acid
Organooxygen compound
Primary amine
Amine
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Primary aliphatic amine
Organonitrogen 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	-0.03	ALOGPS
logP	0.41	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	1.65	ChemAxon
pKa (Strongest Basic)	9.65	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.08 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	90.63 m³·mol⁻¹	ChemAxon
Polarizability	34.48 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

Not Available

Chemspider ID

67032095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101347777

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-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid (NP0149848)

MOL for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)

3D MOL for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)

3D SDF for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)

3D-SDF for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)

PDB for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)

3D PDB for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)

SMILES for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)

INCHI for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)

Structure for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)

3D Structure for NP0149848 ((2s)-2-amino-3-(4-{[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}phenyl)propanoic acid)