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Showing NP-Card for Desaminotyrosine (NP0001025)

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Record Information
Version1.0
Created at2006-05-22 14:17:41 UTC
Updated at2021-10-07 20:40:44 UTC
NP-MRD IDNP0001025
Secondary Accession NumbersNone
Natural Product Identification
Common NameDesaminotyrosine
DescriptionDesaminotyrosine, also known as 4-hydroxyphenylpropionic acid, is a normal constituent of human urine. It is a product of tyrosine metabolism; its concentration in urine increases in patients with gastrointestinal diseases. Desaminotyrosine is a major phenolic acid breakdown product of proanthocyanidin metabolism (PMID: 15315398 ). Urinary desaminotyrosine is produced by Clostridium sporogenes and C. Botulinum (PMID: 29168502 ). Desaminotyrosine is also found in Acinetobacter, Bacteroides, Bifidobacteria, Bifidobacterium, Clostridium, Enterococcus, Escherichia, Eubacterium, Klebsiella, Lactobacillus, Pseudomonas, and Staphylococcus (PMID: 29168502 , 28393285 , 19961416 ). Desaminotyrosine is a phenolic acid metabolite formed by the gut microflora detected after the consumption of whole grain.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001025 (Desaminotyrosine)


  Mrv1652309272007442D          

 12 12  0  0  0  0            999 V2000
 9994.8588 9994.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7181 9996.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4320 9996.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1481 9996.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8621 9996.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1481 9997.3955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0038 9996.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2895 9996.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5748 9996.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5748 9995.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2893 9994.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0038 9995.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
  1 10  1  0  0  0  0
  7  2  1  0  0  0  0
  2  3  1  0  0  0  0
M  END
Download

3D MOL for NP0001025 (Desaminotyrosine)

HMDB0002199
     RDKit          3D
Desaminotyrosine
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.9245   -1.1465    0.5746 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4159   -0.1462    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1554    0.9986   -0.1174 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -0.1791   -0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1497    0.0213    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698    0.0033    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9062    1.1783    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2330    1.1387   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9316   -0.0290   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2666   -0.0267   -0.5377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3188   -1.2122    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9861   -1.1880    0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352    1.8087    0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7944    0.6581   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410   -1.1612   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4848    1.0036    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4078   -0.7802    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141    2.0900    0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7441    2.0488   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632   -0.8363   -0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8942   -2.1198    0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999   -2.1241    0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12  6  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D SDF for NP0001025 (Desaminotyrosine)


  Mrv1652309272007442D          

 12 12  0  0  0  0            999 V2000
 9994.8588 9994.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7181 9996.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4320 9996.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1481 9996.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8621 9996.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1481 9997.3955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0038 9996.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2895 9996.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5748 9996.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5748 9995.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2893 9994.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0038 9995.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
  1 10  1  0  0  0  0
  7  2  1  0  0  0  0
  2  3  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001025

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)

> <INCHI_KEY>
NMHMNPHRMNGLLB-UHFFFAOYSA-N

> <FORMULA>
C9H10O3

> <MOLECULAR_WEIGHT>
166.1739

> <EXACT_MASS>
166.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.971746796751624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
1.15

> <JCHEM_LOGP>
1.7519974486666663

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.50593673911279

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.214213970870649

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958297991799353

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
43.947500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydroxyphenyl propionic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001025 (Desaminotyrosine)

HMDB0002199
     RDKit          3D
Desaminotyrosine
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.9245   -1.1465    0.5746 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4159   -0.1462    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1554    0.9986   -0.1174 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0190   -0.1791   -0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1497    0.0213    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698    0.0033    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9062    1.1783    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2330    1.1387   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9316   -0.0290   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2666   -0.0267   -0.5377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3188   -1.2122    0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9861   -1.1880    0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352    1.8087    0.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7944    0.6581   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410   -1.1612   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4848    1.0036    1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4078   -0.7802    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141    2.0900    0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7441    2.0488   -0.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632   -0.8363   -0.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8942   -2.1198    0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999   -2.1241    0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12  6  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

PDB for NP0001025 (Desaminotyrosine)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8657.0708657.184   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8662.4078660.264   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8663.7408659.494   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.0768660.264   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8666.4098659.494   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8665.0768661.805   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8661.0748659.493   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.7408660.263   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8658.4068659.493   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8658.4068657.953   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8659.7408657.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8661.0748657.953   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2    7    3                                                       
CONECT    3    4    2                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    8   12    2                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11    1                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for NP0001025 (Desaminotyrosine)

COMPND    HMDB0002199
HETATM    1  O1  UNL     1       3.924  -1.147   0.575  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.416  -0.146   0.043  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.155   0.999  -0.117  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.019  -0.179  -0.420  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.150   0.021   0.829  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.270   0.003   0.471  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.906   1.178   0.133  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.233   1.139  -0.198  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.932  -0.029  -0.199  1.00  0.00           C  
HETATM   10  O3  UNL     1      -4.267  -0.027  -0.538  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.319  -1.212   0.135  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.986  -1.188   0.469  1.00  0.00           C  
HETATM   13  H1  UNL     1       4.135   1.809   0.488  1.00  0.00           H  
HETATM   14  H2  UNL     1       1.794   0.658  -1.117  1.00  0.00           H  
HETATM   15  H3  UNL     1       1.741  -1.161  -0.853  1.00  0.00           H  
HETATM   16  H4  UNL     1       1.485   1.004   1.250  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.408  -0.780   1.548  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.314   2.090   0.145  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.744   2.049  -0.465  1.00  0.00           H  
HETATM   20  H8  UNL     1      -4.863  -0.836  -0.567  1.00  0.00           H  
HETATM   21  H9  UNL     1      -2.894  -2.120   0.124  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.500  -2.124   0.732  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   13
CONECT    4    5   14   15
CONECT    5    6   16   17
CONECT    6    7    7   12
CONECT    7    8   18
CONECT    8    9    9   19
CONECT    9   10   11
CONECT   10   20
CONECT   11   12   12   21
CONECT   12   22
END
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SMILES for NP0001025 (Desaminotyrosine)

OC(=O)CCC1=CC=C(O)C=C1
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INCHI for NP0001025 (Desaminotyrosine)

InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)
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View in JSmolView NMR Assignments
Synonyms
ValueSource
3-(4-Hydroxyphenyl)propionic acidChEBI
3-(p-Hydroxyphenyl)propionic acidChEBI
4-Hydroxyphenylpropionic acidChEBI
beta-(p-Hydroxyphenyl)propionic acidChEBI
Dihydro-p-coumaric acidChEBI
HYDROXYPHENYL propionIC ACIDChEBI
p-Hydroxyhydrocinnamic acidChEBI
p-Hydroxyphenylpropionic acidChEBI
Phloretinic acidChEBI
Phloretic acidKegg
3-(4-Hydroxyphenyl)propanoateKegg
3-(4-Hydroxyphenyl)propionateGenerator
3-(p-Hydroxyphenyl)propionateGenerator
4-HydroxyphenylpropionateGenerator
b-(p-Hydroxyphenyl)propionateGenerator
b-(p-Hydroxyphenyl)propionic acidGenerator
beta-(p-Hydroxyphenyl)propionateGenerator
Β-(p-hydroxyphenyl)propionateGenerator
Β-(p-hydroxyphenyl)propionic acidGenerator
Dihydro-p-coumarateGenerator
HYDROXYPHENYL propionateGenerator
p-HydroxyhydrocinnamateGenerator
p-HydroxyphenylpropionateGenerator
PhloretinateGenerator
PhloretateGenerator
3-(4-Hydroxyphenyl)propanoic acidGenerator
3-(4'-Hydroxyphenyl)-propionateHMDB
3-(4'-Hydroxyphenyl)-propionic acidHMDB
3-(4'-Hydroxyphenyl)propionic acidHMDB
3-(4-Hydroxy-phenyl)-propionateHMDB
3-(4-Hydroxy-phenyl)-propionic acidHMDB
3-(4-Hydroxyphenyl)-propionateHMDB
3-(4-Hydroxyphenyl)-propionic acidHMDB
3-(Para-hydroxyphenyl)propionateHMDB
3-(Para-hydroxyphenyl)propionic acidHMDB
4'-Hydroxyphenylpropionic acidHMDB
4-(4-HydroxyphenylpropanoateHMDB
4-(4-Hydroxyphenylpropanoic acidHMDB
4-Hydroxy-(9ci)benzenepropanoateHMDB
4-Hydroxy-(9ci)benzenepropanoic acidHMDB
4-Hydroxy-benzenepropanoateHMDB
4-Hydroxy-benzenepropanoic acidHMDB
4-HydroxybenzenepropanoateHMDB
4-Hydroxybenzenepropanoic acidHMDB
Hydro-p-coumarateHMDB
Hydro-p-coumaric acidHMDB
Hydroxy-hydrocinnamic acidHMDB
N-Hydroxysuccinimide esterHMDB
p-Hydroxy-benzene propionateHMDB
p-Hydroxy-benzene propionic acidHMDB
p-Hydroxy-hydrocinnamateHMDB
p-Hydroxy-hydrocinnamic acidHMDB
4-Hydroxyhydrocinnamic acidHMDB
3-(4'-Hydroxyphenyl)propanoic acidHMDB
4-Hydroxybenzenepropionic acidHMDB
2,3-Dihydro-p-coumaric acidHMDB
3-(4’-hydroxyphenyl)propanoic acidHMDB
3-(4’-hydroxyphenyl)propionic acidHMDB
3-(p-Hydroxyphenyl)propanoic acidHMDB
4-(2-Carboxyethyl)phenolHMDB
4-(2-Carboxylethyl)phenolHMDB
4-Hydroxydihydrocinnamic acidHMDB
Dihydrocoumaric acidHMDB
p-Hydroxybenzene propanoic acidHMDB
p-Hydroxybenzene propionic acidHMDB
p-Hydroxyphenylpropanoic acidHMDB
beta-(4-Hydroxyphenyl)propanoic acidHMDB
beta-(4-Hydroxyphenyl)propionic acidHMDB
Β-(4-hydroxyphenyl)propanoic acidHMDB
Β-(4-hydroxyphenyl)propionic acidHMDB
beta-(p-Hydroxyphenyl)propanoic acidHMDB
Β-(p-hydroxyphenyl)propanoic acidHMDB
DesaminotyrosineChEBI
4-Hydroxy-dihydrocinnamic acid
m-Hydroxy-dihydrocinnamic acid
Chemical FormulaC9H10O3
Average Mass166.1739 Da
Monoisotopic Mass166.06299 Da
IUPAC Name3-(4-hydroxyphenyl)propanoic acid
Traditional Namehydroxyphenyl propionic acid
CAS Registry Number501-97-3
SMILES
OC(=O)CCC1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)
InChI KeyNMHMNPHRMNGLLB-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aloe africanaLOTUS Database
Anigozanthos preissiiKNApSAcK Database
Annona cherimolaLOTUS Database
Bulbine frutescensLOTUS Database
Cestrum parquiLOTUS Database
Cinnamomum reticulatumLOTUS Database
Colchicum kotschyiLOTUS Database
Cucurbita pepoLOTUS Database
Cytospora ceratospermaLOTUS Database
Dendrobium plicatileLOTUS Database
Ginkgo bilobaLOTUS Database
Hornstedtia reticulataLOTUS Database
Iryanthera sagotianaLOTUS Database
Lepisorus contortusLOTUS Database
Malus sylvestrisLOTUS Database
Malva silvestrisKNApSAcK Database
Olea europaeaLOTUS Database
Persea americanaKNApSAcK Database
Picea glaucaLOTUS Database
Spiranthes vernalisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 3-phenylpropanoic-acid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point129 °CNot Available
Boiling Point352.40 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility61820 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.16Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility2.71 g/LALOGPS
logP1.15ALOGPS
logP1.75ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)4.21ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.95 m³·mol⁻¹ChemAxon
Polarizability16.97 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0002199
DrugBank IDDB03897
Phenol Explorer Compound ID578
FoodDB IDFDB000849
KNApSAcK IDC00029471
Chemspider ID9965
KEGG Compound IDC01744
BioCyc ID2-3-DIHYDROXYPHENYL-PROPIONATE
BiGG IDNot Available
Wikipedia LinkPhloretic acid
METLIN ID4148
PubChem Compound10394
PDB IDNot Available
ChEBI ID32980
Good Scents IDrw1185981
References
General References
  1. Vickers S, Stuart EK, Hucker HB: Further studies on the metabolism of carbidopa, (minus)-L-alpha-hydrazino-3,4-dihydroxy-alpha-methylbenzenepropanoic acid monohydrate, in the human, Rhesus monkey, dog, and rat. J Med Chem. 1975 Feb;18(2):134-8. [PubMed:804550 ]
  2. Mel'nikova YaI, Kravchuk ZI, Preygerzon VA, Martsev SP: Functional activation of antibodies on modification with Pd(II) coproporphyrin I N-Hydroxysuccinimide ester. Biochemistry (Mosc). 1997 Aug;62(8):924-7. [PubMed:9360305 ]
  3. Herr JC, Woodward MP: An enzyme-linked immunosorbent assay (ELISA) for human semen identification based on a biotinylated monoclonal antibody to a seminal vesicle-specific antigen. J Forensic Sci. 1987 Mar;32(2):346-56. [PubMed:3572333 ]
  4. Ward NC, Croft KD, Puddey IB, Hodgson JM: Supplementation with grape seed polyphenols results in increased urinary excretion of 3-hydroxyphenylpropionic Acid, an important metabolite of proanthocyanidins in humans. J Agric Food Chem. 2004 Aug 25;52(17):5545-9. [PubMed:15315398 ]
  5. Neurath AR, Strick N, Szmuness W, Stevens CE, Harley EJ: Radioimmunoassay of hepatitis B e-antigen (HBeAg): identification of HBeAg not associated with immunoglobulins. J Gen Virol. 1979 Mar;42(3):493-504. [PubMed:107272 ]
  6. Fargeas C, Hommel M, Maingon R, Dourado C, Monsigny M, Mayer R: Synthetic peptide-based enzyme-linked immunosorbent assay for serodiagnosis of visceral leishmaniasis. J Clin Microbiol. 1996 Feb;34(2):241-8. [PubMed:8788994 ]
  7. Dodd D, Spitzer MH, Van Treuren W, Merrill BD, Hryckowian AJ, Higginbottom SK, Le A, Cowan TM, Nolan GP, Fischbach MA, Sonnenburg JL: A gut bacterial pathway metabolizes aromatic amino acids into nine circulating metabolites. Nature. 2017 Nov 30;551(7682):648-652. doi: 10.1038/nature24661. Epub 2017 Nov 22. [PubMed:29168502 ]
  8. Rowland I, Gibson G, Heinken A, Scott K, Swann J, Thiele I, Tuohy K: Gut microbiota functions: metabolism of nutrients and other food components. Eur J Nutr. 2018 Feb;57(1):1-24. doi: 10.1007/s00394-017-1445-8. Epub 2017 Apr 9. [PubMed:28393285 ]
  9. Beloborodova NV, Khodakova AS, Bairamov IT, Olenin AY: Microbial origin of phenylcarboxylic acids in the human body. Biochemistry (Mosc). 2009 Dec;74(12):1350-5. doi: 10.1134/s0006297909120086. [PubMed:19961416 ]