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Showing NP-Card for (2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid (NP0219436)

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Record Information
Version2.0
Created at2022-09-05 20:25:15 UTC
Updated at2022-09-05 20:25:15 UTC
NP-MRD IDNP0219436
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid
DescriptionPhenylpyruvic acid oxime 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. (2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid is found in Pseudoceratina purpurea. Based on a literature review very few articles have been published on phenylpyruvic acid oxime.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0219436 ((2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid)


  Mrv1652309052222252D          

 13 13  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  4 12  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for NP0219436 ((2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid)

     RDKit          3D

 22 22  0  0  0  0  0  0  0  0999 V2000
    3.9684    0.0670    0.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0115    0.6834    0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2814    1.8604   -0.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6452    0.1931    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5274    0.9386   -0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    0.2750   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012   -0.6850   -1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5200   -1.2941   -0.8441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2522   -0.9454    0.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    0.0012    1.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5455    0.5927    0.8779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4639   -0.8914    0.8433 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5251   -1.5742    1.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670    2.5960   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6789    1.0784   -1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5159    1.9519   -0.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564   -0.9735   -1.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -2.0452   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2087   -1.4006    0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2789    0.3246    2.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565    1.3476    1.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228   -2.1004    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12  4  2  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
 10 11  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 11  6  1  0
 13 22  1  0
  5 15  1  0
  5 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
  3 14  1  0
M  END
Download

3D SDF for NP0219436 ((2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid)


  Mrv1652309052222252D          

 13 13  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  4 12  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219436

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O\N=C(\CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO3/c11-9(12)8(10-13)6-7-4-2-1-3-5-7/h1-5,13H,6H2,(H,11,12)/b10-8-

> <INCHI_KEY>
PNTMGOUAICFJQK-NTMALXAHSA-N

> <FORMULA>
C9H9NO3

> <MOLECULAR_WEIGHT>
179.175

> <EXACT_MASS>
179.058243154

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.291182734401644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-2-(N-hydroxyimino)-3-phenylpropanoic acid

> <JCHEM_LOGP>
1.9096935589999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.453113012892425

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7542878359546767

> <JCHEM_PKA_STRONGEST_BASIC>
-2.3348153924598836

> <JCHEM_POLAR_SURFACE_AREA>
69.89

> <JCHEM_REFRACTIVITY>
46.53330000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-2-(N-hydroxyimino)-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0219436 ((2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid)

Download
PDB for NP0219436 ((2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid)
HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -1.334   3.850   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    4   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for NP0219436 ((2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid)
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SMILES for NP0219436 ((2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid)
O\N=C(\CC1=CC=CC=C1)C(O)=O
Download
INCHI for NP0219436 ((2z)-2-(n-hydroxyimino)-3-phenylpropanoic acid)
InChI=1S/C9H9NO3/c11-9(12)8(10-13)6-7-4-2-1-3-5-7/h1-5,13H,6H2,(H,11,12)/b10-8-
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View in JSmol
Synonyms
ValueSource
Phenylpyruvate oximeGenerator
2-Hydroxyimino-3-phenylpropanoic acidMeSH
Chemical FormulaC9H9NO3
Average Mass179.1750 Da
Monoisotopic Mass179.05824 Da
IUPAC Name(2Z)-2-(N-hydroxyimino)-3-phenylpropanoic acid
Traditional Name(2Z)-2-(N-hydroxyimino)-3-phenylpropanoic acid
CAS Registry NumberNot Available
SMILES
O\N=C(\CC1=CC=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C9H9NO3/c11-9(12)8(10-13)6-7-4-2-1-3-5-7/h1-5,13H,6H2,(H,11,12)/b10-8-
InChI KeyPNTMGOUAICFJQK-NTMALXAHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Pseudoceratina purpureaLOTUS 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
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Ketoxime
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Oxime
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.91ChemAxon
pKa (Strongest Acidic)3.75ChemAxon
pKa (Strongest Basic)-2.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area69.89 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.53 m³·mol⁻¹ChemAxon
Polarizability17.29 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4922755  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6416112  
PDB IDNot Available
ChEBI ID131386  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]