Np mrd loader

Showing NP-Card for o-Hydroxylaminobenzoate (NP0055012)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-28 01:11:11 UTC
Updated at2022-04-28 01:11:12 UTC
NP-MRD IDNP0055012
Secondary Accession NumbersNone
Natural Product Identification
Common Nameo-Hydroxylaminobenzoate
Description2-(Hydroxyamino)benzoic acid, also known as O-hydroxylaminobenzoate or N-(2-carboxyphenyl)hydroxylamine, belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group. o-Hydroxylaminobenzoate is found in Arthrobacter protophormiae. o-Hydroxylaminobenzoate was first documented in 1964 (PMID: 5833392). 2-(Hydroxyamino)benzoic acid is a moderately basic compound (based on its pKa) (PMID: 10623604).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0055012 (o-Hydroxylaminobenzoate)


  Mrv1652310081709022D          

 11 11  0  0  0  0            999 V2000
    0.7145   -0.4125    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
   -0.0000    0.0000    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
    0.0000    0.8250    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
   -0.7145    1.2375    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
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   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
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
M  END
Download

3D MOL for NP0055012 (o-Hydroxylaminobenzoate)

     RDKit          3D

 18 18  0  0  0  0  0  0  0  0999 V2000
    1.1245   -2.6246    0.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760   -1.4426    0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566   -1.2585    0.5328 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643   -0.2538    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2748    1.0118    0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5706    2.1803    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7822    2.0604   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4013    0.8455   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6970   -0.3681   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006   -1.5797   -0.1389 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7353   -1.5390   -0.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4680   -0.9845   -0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3558    1.0689    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0591    3.1417    0.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710    2.9737   -0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4871    0.7609   -0.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9927   -2.5162   -0.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9822   -1.4760   -1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
  4  9  1  0
 11 18  1  0
 10 17  1  0
  8 16  1  0
  7 15  1  0
  6 14  1  0
  5 13  1  0
  3 12  1  0
M  END
Download

3D SDF for NP0055012 (o-Hydroxylaminobenzoate)


  Mrv1652310081709022D          

 11 11  0  0  0  0            999 V2000
    0.7145   -0.4125    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
   -0.0000    0.0000    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
    0.0000    0.8250    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
   -0.7145    1.2375    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
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   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
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0055012

> <DATABASE_NAME>
NP-MRD

> <SMILES>
ONC1=CC=CC=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H7NO3/c9-7(10)5-3-1-2-4-6(5)8-11/h1-4,8,11H,(H,9,10)

> <INCHI_KEY>
JKRIWPXSEMPTNP-UHFFFAOYSA-N

> <FORMULA>
C7H7NO3

> <MOLECULAR_WEIGHT>
153.137

> <EXACT_MASS>
153.042593089

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.291602322196773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(hydroxyamino)benzoic acid

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
1.789018959896627

> <ALOGPS_LOGS>
-1.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.512535124972477

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.736306188261677

> <JCHEM_PKA_STRONGEST_BASIC>
2.836440333936891

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
40.3014

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxylaminobenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0055012 (o-Hydroxylaminobenzoate)

Download
PDB for NP0055012 (o-Hydroxylaminobenzoate)
HEADER    PROTEIN                                 08-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-17         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5    9   10                                                  
CONECT    8    6   11                                                       
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

Download
3D PDB for NP0055012 (o-Hydroxylaminobenzoate)
Download
SMILES for NP0055012 (o-Hydroxylaminobenzoate)
ONC1=CC=CC=C1C(O)=O
Download
INCHI for NP0055012 (o-Hydroxylaminobenzoate)
InChI=1S/C7H7NO3/c9-7(10)5-3-1-2-4-6(5)8-11/h1-4,8,11H,(H,9,10)
Download
View in JSmol
Synonyms
ValueSource
N-(2-Carboxyphenyl)hydroxylamineChEBI
N-Hydroxy-anthranilic acidChEBI
O-HydroxylaminobenzoateChEBI
2-Hydroxylaminobenzoic acidKegg
N-Hydroxy-anthranilateGenerator
O-Hydroxylaminobenzoic acidGenerator
2-HydroxylaminobenzoateGenerator
2-(Hydroxyamino)benzoateGenerator
Chemical FormulaC7H7NO3
Average Mass153.1370 Da
Monoisotopic Mass153.04259 Da
IUPAC Name2-(hydroxyamino)benzoic acid
Traditional Name2-hydroxylaminobenzoic acid
CAS Registry NumberNot Available
SMILES
ONC1=CC=CC=C1C(O)=O
InChI Identifier
InChI=1S/C7H7NO3/c9-7(10)5-3-1-2-4-6(5)8-11/h1-4,8,11H,(H,9,10)
InChI KeyJKRIWPXSEMPTNP-UHFFFAOYSA-N
Experimental Spectra
Not Available
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 NMR13C NMR Spectrum (1D, 252 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, 50 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, 75 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, 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 NMR13C NMR Spectrum (1D, 126 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, 151 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, 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 NMR13C NMR Spectrum (1D, 201 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, 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
Arthrobacter protophormiaeBacteria
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBenzoic acids and derivatives  
Direct ParentBenzoic acids  
Alternative Parents
Substituents
  • Benzoic acid
    • 

  • N-phenylhydroxylamine
    • 

  • 1-hydroxylamino, 4-unsubstituted benzenoid
    • 

  • 1-hydroxylamino, 2-unsubstituted benzenoid
    • 

  • Benzoyl
    • 

  • Arylhydroxamate
    • 

  • Vinylogous amide
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • N-organohydroxylamine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
logP1.06ALOGPS
logP1.79ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)3.74ChemAxon
pKa (Strongest Basic)2.84ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.3 m³·mol⁻¹ChemAxon
Polarizability14.29 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0164041  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00007557  
Chemspider IDNot Available
KEGG Compound IDC16235  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound349497  
PDB IDNot Available
ChEBI ID25618  
Good Scents IDNot Available
References
General References
  1. Chauhan A, Jain RK: Degradation of o-nitrobenzoate via anthranilic acid (o-aminobenzoate) by Arthrobacter protophormiae: a plasmid-encoded new pathway. Biochem Biophys Res Commun. 2000 Jan 7;267(1):236-44. doi:  10.1006/bbrc.1999.1949. [PubMed:10623604  ] 
  2. Boyland E, Fahmy AR: The metabolism of tryptophan. 3. The metabolism of 2-hydroxylaminobenzoic acid in relation to tryptophan metabolism. Biochem J. 1964 Apr;91(1):73-6. doi: 10.1042/bj0910073. [PubMed:5833392  ]