NP-MRD: Showing NP-Card for 4-Hydroxy-3-nitrobenzoic acid (NP0007098)

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Record Information

Version

2.0

Created at

2020-12-09 03:59:11 UTC

Updated at

2021-07-15 16:56:39 UTC

NP-MRD ID

NP0007098

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Hydroxy-3-nitrobenzoic acid

Provided By

NPAtlas

Description

4-HYDROXY-3-NITROBENZOIC ACID is also known as 4-hydroxy-3-nitrobenzoate. 4-Hydroxy-3-nitrobenzoic acid is found in Salegentibacter sp. T436. Based on a literature review very few articles have been published on 4-HYDROXY-3-NITROBENZOIC ACID.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118373D          

 18 18  0  0  0  0            999 V2000
    3.0030    1.6227   -0.3822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6130    0.4429   -0.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5357   -0.5785   -0.3994 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    0.1205   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7843   -1.2056   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5485   -1.5304    0.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5299   -0.5660    0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8633   -0.9238    0.2758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195    0.7491    0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0911    1.7809    0.1447 N   0  3  0  0  0  4  0  0  0  0  0  0
   -3.1188    1.6134    0.8252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250    2.9337   -0.5527 O   0  5  0  0  0  1  0  0  0  0  0  0
    0.2174    1.0797   -0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5600   -1.2193    0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5719   -1.9506   -0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8503   -2.5762    0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1063   -1.9027    0.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580    2.1103   -0.1370 H   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  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  2  0  0  0  0
 13  4  1  0  0  0  0
  3 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6 16  1  0  0  0  0
  8 17  1  0  0  0  0
 13 18  1  0  0  0  0
M  CHG  2  10   1  12  -1
M  END
> <DATABASE_ID>
NP0007098

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C([H])=C(O[H])C(=C1[H])[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H5NO5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H,(H,10,11)

> <INCHI_KEY>
QRYSWXFQLFLJTC-UHFFFAOYSA-N

> <FORMULA>
C7H5NO5

> <MOLECULAR_WEIGHT>
183.119

> <EXACT_MASS>
183.016772265

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
15.378834254076832

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(5-carboxy-2-hydroxyphenyl)nitro]-lambda1-oxidanyl

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
1.2672475916666666

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.835168248790505

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8214228927762344

> <JCHEM_PKA_STRONGEST_BASIC>
-6.983652060844308

> <JCHEM_POLAR_SURFACE_AREA>
100.67

> <JCHEM_REFRACTIVITY>
41.6156

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5-carboxy-2-hydroxyphenylnitro)-lambda1-oxidanyl

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       3.003   1.623  -0.382  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.613   0.443  -0.321  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.536  -0.579  -0.399  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.209   0.121  -0.168  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.784  -1.206  -0.099  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.549  -1.530   0.046  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.530  -0.566   0.130  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.863  -0.924   0.276  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.119   0.749   0.063  0.00  0.00           C+0
HETATM   10  N   UNK     0      -2.091   1.781   0.145  0.00  0.00           N+1
HETATM   11  O   UNK     0      -3.119   1.613   0.825  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.825   2.934  -0.553  0.00  0.00           O-1
HETATM   13  C   UNK     0       0.217   1.080  -0.083  0.00  0.00           C+0
HETATM   14  H   UNK     0       3.560  -1.219   0.406  0.00  0.00           H+0
HETATM   15  H   UNK     0       1.572  -1.951  -0.166  0.00  0.00           H+0
HETATM   16  H   UNK     0      -0.850  -2.576   0.098  0.00  0.00           H+0
HETATM   17  H   UNK     0      -3.106  -1.903   0.319  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.558   2.110  -0.137  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   14                                                       
CONECT    4    2    5   13                                                  
CONECT    5    4    6   15                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7   17                                                       
CONECT    9    7   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9    4   18                                                  
CONECT   14    3                                                            
CONECT   15    5                                                            
CONECT   16    6                                                            
CONECT   17    8                                                            
CONECT   18   13                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
4-HYDROXY-3-nitrobenzoate	Generator

Chemical Formula

C₇H₅NO₅

Average Mass

183.1190 Da

Monoisotopic Mass

183.01677 Da

IUPAC Name

[(5-carboxy-2-hydroxyphenyl)nitro]-lambda1-oxidanyl

Traditional Name

(5-carboxy-2-hydroxyphenylnitro)-lambda1-oxidanyl

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC(=C(O)C=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C7H5NO5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H,(H,10,11)

InChI Key

QRYSWXFQLFLJTC-UHFFFAOYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Salegentibacter sp. T436	NPAtlas	17551208

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as nitrobenzoic acids and derivatives. These are compounds containing a nitrobenzoic acid moiety, which consists of a benzene ring bearing both a carboxylic acid group and a nitro group on two different ring carbon atoms.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Nitrobenzoic acids and derivatives

Alternative Parents

Substituents

Nitrobenzoate
Hydroxybenzoic acid
Nitrophenol
Benzoic acid
Nitrobenzene
Nitroaromatic compound
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic nitro compound
C-nitro compound
Allyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic 1,3-dipolar compound
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen 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	1.97	ALOGPS
logP	1.27	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.82	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.62 m³·mol⁻¹	ChemAxon
Polarizability	15.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA006255

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

11538

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12033

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 4-Hydroxy-3-nitrobenzoic acid (NP0007098)

MOL for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)

3D MOL for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)

3D SDF for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)

3D-SDF for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)

PDB for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)

3D PDB for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)

SMILES for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)

INCHI for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)

Structure for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)

3D Structure for NP0007098 (4-Hydroxy-3-nitrobenzoic acid)