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Showing NP-Card for 3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid (NP0338073)

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Record Information
Version2.0
Created at2024-09-11 13:43:04 UTC
Updated at2024-09-11 13:43:04 UTC
NP-MRD IDNP0338073
Secondary Accession NumbersNone
Natural Product Identification
Common Name3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid
Description3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid, also known as dichloroisoeverninic acid, belongs to the class of organic compounds known as o-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 2 of the benzene ring is replaced by a methoxy group. 3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0338073 (3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid)


  Mrv0541 05061307232D          

 15 15  0  0  0  0            999 V2000
    2.1434    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    0.8250    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
    0.0000    0.8250    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 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 Cl  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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14  9  1  0  0  0  0
 15  2  1  0  0  0  0
 15  8  1  0  0  0  0
M  END
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3D MOL for NP0338073 (3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid)

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3D SDF for NP0338073 (3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid)

  Mrv0541 05061307232D          

 15 15  0  0  0  0            999 V2000
    2.1434    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    0.8250    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
    0.0000    0.8250    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 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 Cl  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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14  9  1  0  0  0  0
 15  2  1  0  0  0  0
 15  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338073

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Cl)C(O)=C(Cl)C(C)=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H8Cl2O4/c1-3-4(9(13)14)8(15-2)6(11)7(12)5(3)10/h12H,1-2H3,(H,13,14)

> <INCHI_KEY>
OWBYFBKXWVZEQW-UHFFFAOYSA-N

> <FORMULA>
C9H8Cl2O4

> <MOLECULAR_WEIGHT>
251.063

> <EXACT_MASS>
249.979964158

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
22.00130636774627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
2.8911028786666666

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.915029633335151

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5941517753804684

> <JCHEM_PKA_STRONGEST_BASIC>
-4.954471235191318

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
56.4091

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0338073 (3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid)
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PDB for NP0338073 (3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   11 Cl   UNK     0      -1.334  -0.770   0.000  0.00  0.00          Cl+0
HETATM   12  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   15                                                            
CONECT    3    1    4    5                                                  
CONECT    4    3    8    9                                                  
CONECT    5    3    7   10                                                  
CONECT    6    7    8   11                                                  
CONECT    7    5    6   12                                                  
CONECT    8    4    6   15                                                  
CONECT    9    4   13   14                                                  
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    9                                                            
CONECT   14    9                                                            
CONECT   15    2    8                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

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3D PDB for NP0338073 (3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid)
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SMILES for NP0338073 (3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid)
COC1=C(Cl)C(O)=C(Cl)C(C)=C1C(O)=O
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INCHI for NP0338073 (3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid)
InChI=1S/C9H8Cl2O4/c1-3-4(9(13)14)8(15-2)6(11)7(12)5(3)10/h12H,1-2H3,(H,13,14)
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View in JSmol
Synonyms
ValueSource
3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoateGenerator
Dichloroisoeverninic acidHMDB
Chemical FormulaC9H8Cl2O4
Average Mass251.0630 Da
Monoisotopic Mass249.97996 Da
IUPAC Name3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid
Traditional Name3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoic acid
CAS Registry NumberNot Available
SMILES
COC1=C(Cl)C(O)=C(Cl)C(C)=C1C(O)=O
InChI Identifier
InChI=1S/C9H8Cl2O4/c1-3-4(9(13)14)8(15-2)6(11)7(12)5(3)10/h12H,1-2H3,(H,13,14)
InChI KeyOWBYFBKXWVZEQW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as o-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 2 of the benzene ring is replaced by a methoxy group.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBenzoic acids and derivatives  
Direct ParentO-methoxybenzoic acids and derivatives  
Alternative Parents
Substituents
  • O-methoxybenzoic acid or derivatives
    • 

  • 3,5-dichlorobenzoic acid
    • 

  • Methoxyphenol
    • 

  • Hydroxybenzoic acid
    • 

  • 3-halobenzoic acid or derivatives
    • 

  • Halobenzoic acid or derivatives
    • 

  • 3-halobenzoic acid
    • 

  • Halobenzoic acid
    • 

  • Benzoic acid
    • 

  • Phenoxy compound
    • 

  • 1,3-dichlorobenzene
    • 

  • Anisole
    • 

  • Phenol ether
    • 

  • M-cresol
    • 

  • 2-chlorophenol
    • 

  • 2-halophenol
    • 

  • Methoxybenzene
    • 

  • Benzoyl
    • 

  • Alkyl aryl ether
    • 

  • Chlorobenzene
    • 

  • Toluene
    • 

  • Phenol
    • 

  • Halobenzene
    • 

  • Aryl chloride
    • 

  • Aryl halide
    • 

  • Ether
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organochloride
    • 

  • Organohalogen compound
    • 

  • 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
logP3.33ALOGPS
logP2.89ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.59ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity56.41 m³·mol⁻¹ChemAxon
Polarizability22 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033822  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011987  
KNApSAcK IDNot Available
Chemspider ID10311534  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21724963  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available