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Showing NP-Card for 3,5-Dibromo-4-hydroxybenzoic acid (NP0076044)

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Record Information
Version2.0
Created at2022-04-28 21:13:45 UTC
Updated at2022-04-28 21:13:45 UTC
NP-MRD IDNP0076044
Secondary Accession NumbersNone
Natural Product Identification
Common Name3,5-Dibromo-4-hydroxybenzoic acid
Description3,5-Dibromo-4-hydroxybenzoic acid, also known as 3,5-dibromo-p-salicylic acid or acide dibromo-3,5 hydroxy-4-benzoique, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 3,5-Dibromo-4-hydroxybenzoic acid is found in Ulva lactuca . 3,5-Dibromo-4-hydroxybenzoic acid was first documented in 2005 (PMID: 15589368). 3,5-Dibromo-4-hydroxybenzoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0076044 (3,5-Dibromo-4-hydroxybenzoic acid)


  Mrv1572004221604112D          

 12 12  0  0  0  0            999 V2000
    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
    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
    0.7145   -0.4125    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
    2.1434   -0.4125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 Br  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
    0.0000    2.4750    0.0000 O   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
  3  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
M  END
Download

3D MOL for NP0076044 (3,5-Dibromo-4-hydroxybenzoic acid)

     RDKit          3D

 16 16  0  0  0  0  0  0  0  0999 V2000
    3.0807   -1.0890   -0.6082 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458   -0.1477   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1428    0.8710    0.5245 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9906   -0.0724   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305   -1.0634   -0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1484   -1.0148   -0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -2.4155   -1.5099 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8256    0.0159   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2002    0.1364   -0.0652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    1.0182    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702    2.5023    1.3322 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.3055    0.9714    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3288    0.9182    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7908   -1.8831   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8531   -0.5075   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8955    1.7600    0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12  4  1  0
  3 13  1  0
  5 14  1  0
  9 15  1  0
 12 16  1  0
M  END
Download

3D SDF for NP0076044 (3,5-Dibromo-4-hydroxybenzoic acid)


  Mrv1572004221604112D          

 12 12  0  0  0  0            999 V2000
    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
    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
    0.7145   -0.4125    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
    2.1434   -0.4125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 Br  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
    0.0000    2.4750    0.0000 O   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
  3  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076044

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H4Br2O3/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,10H,(H,11,12)

> <INCHI_KEY>
PHWAJJWKNLWZGJ-UHFFFAOYSA-N

> <FORMULA>
C7H4Br2O3

> <MOLECULAR_WEIGHT>
295.914

> <EXACT_MASS>
293.85272

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
19.657293143075908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5-dibromo-4-hydroxybenzoic acid

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
2.8647686529999996

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.9637624053286

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.103748775021682

> <JCHEM_PKA_STRONGEST_BASIC>
-7.504656725157926

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
50.5407

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
C7H4br2O3

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0076044 (3,5-Dibromo-4-hydroxybenzoic acid)

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PDB for NP0076044 (3,5-Dibromo-4-hydroxybenzoic acid)
HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8 Br   UNK     0       4.001  -0.770   0.000  0.00  0.00          Br+0
HETATM    9 Br   UNK     0      -1.334  -0.770   0.000  0.00  0.00          Br+0
HETATM   10  O   UNK     0       1.334  -2.310   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
HETATM   12  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    3    5                                                       
CONECT    3    1    2    7                                                  
CONECT    4    1    6    8                                                  
CONECT    5    2    6    9                                                  
CONECT    6    4    5   10                                                  
CONECT    7    3   11   12                                                  
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11    7                                                            
CONECT   12    7                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0076044 (3,5-Dibromo-4-hydroxybenzoic acid)
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SMILES for NP0076044 (3,5-Dibromo-4-hydroxybenzoic acid)
OC(=O)C1=CC(Br)=C(O)C(Br)=C1
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INCHI for NP0076044 (3,5-Dibromo-4-hydroxybenzoic acid)
InChI=1S/C7H4Br2O3/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,10H,(H,11,12)
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View in JSmol
Synonyms
ValueSource
3,5-Dibrom-4-hydroxy-benzoesaeureChEBI
3,5-Dibromo-p-salicylic acidChEBI
Acide dibromo-3,5 hydroxy-4-benzoiqueChEBI
Bromoxynylbenzoic acidChEBI
DiBrHBzChEBI
3,5-Dibromo-p-salicylateGenerator
BromoxynylbenzoateGenerator
3,5-Dibromo-4-hydroxybenzoateGenerator
Chemical FormulaC7H4Br2O3
Average Mass295.9140 Da
Monoisotopic Mass293.85272 Da
IUPAC Name3,5-dibromo-4-hydroxybenzoic acid
Traditional NameC7H4br2O3
CAS Registry NumberNot Available
SMILES
OC(=O)C1=CC(Br)=C(O)C(Br)=C1
InChI Identifier
InChI=1S/C7H4Br2O3/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,10H,(H,11,12)
InChI KeyPHWAJJWKNLWZGJ-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
Ulva lactuca-
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBenzoic acids and derivatives  
Direct ParentHydroxybenzoic acid derivatives  
Alternative Parents
Substituents
  • Hydroxybenzoic acid
    • 

  • 3-halobenzoic acid or derivatives
    • 

  • Halobenzoic acid
    • 

  • 3-halobenzoic acid
    • 

  • Halobenzoic acid or derivatives
    • 

  • Benzoic acid
    • 

  • Benzoyl
    • 

  • 2-halophenol
    • 

  • 2-bromophenol
    • 

  • Halobenzene
    • 

  • Bromobenzene
    • 

  • Phenol
    • 

  • Aryl halide
    • 

  • Aryl bromide
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organobromide
    • 

  • Organohalogen compound
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP3.58ALOGPS
logP2.86ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)4.1ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity50.54 m³·mol⁻¹ChemAxon
Polarizability19.66 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00038243  
Chemspider IDNot Available
KEGG Compound IDC03925  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound76857  
PDB IDNot Available
ChEBI ID1395  
Good Scents IDNot Available
References
General References
  1. Kato Y, Kawai Y, Morinaga H, Kondo H, Dozaki N, Kitamoto N, Osawa T: Immunogenicity of a brominated protein and successive establishment of a monoclonal antibody to dihalogenated tyrosine. Free Radic Biol Med. 2005 Jan 1;38(1):24-31. doi: 10.1016/j.freeradbiomed.2004.09.013. [PubMed:15589368  ]