NP-MRD: Showing NP-Card for 2,4-Dichlorobenzoic acid (NP0002843)

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Record Information

Version

2.0

Created at

2020-11-23 19:41:49 UTC

Updated at

2021-08-19 23:59:28 UTC

NP-MRD ID

NP0002843

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,4-Dichlorobenzoic acid

Provided By

NPAtlas

Description

2,4-Dichlorobenzoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 2,4-Dichlorobenzoic acid is found in Apis cerana and Fischerella ambigua. 2,4-Dichlorobenzoic acid was first documented in 2005 (PMID: 15787461). Based on a literature review very few articles have been published on 2,4-dichlorobenzoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

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      -2.621  -0.531  -1.419  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.127  -0.142  -0.335  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.914   0.273   0.729  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.672  -0.131  -0.201  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.013  -1.280   0.064  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.384  -1.226   0.204  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.048  -0.031   0.080  0.00  0.00           C+0
HETATM    8 Cl   UNK     0       3.811   0.048   0.254  0.00  0.00          Cl+0
HETATM    9  C   UNK     0       1.313   1.100  -0.188  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.037   1.057  -0.330  0.00  0.00           C+0
HETATM   11 Cl   UNK     0      -0.944   2.496  -0.668  0.00  0.00          Cl+0
HETATM   12  H   UNK     0      -2.487   0.676   1.525  0.00  0.00           H+0
HETATM   13  H   UNK     0      -0.545  -2.224   0.165  0.00  0.00           H+0
HETATM   14  H   UNK     0       1.919  -2.136   0.406  0.00  0.00           H+0
HETATM   15  H   UNK     0       1.859   2.050  -0.286  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   12                                                       
CONECT    4    2    5   10                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   15                                                  
CONECT   10    9   11    4                                                  
CONECT   11   10                                                            
CONECT   12    3                                                            
CONECT   13    5                                                            
CONECT   14    6                                                            
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2,4-Dichlorobenzoate	Generator
2,4-DCBA	MeSH

Chemical Formula

C₇H₄Cl₂O₂

Average Mass

191.0100 Da

Monoisotopic Mass

189.95883 Da

IUPAC Name

2,4-dichlorobenzoic acid

Traditional Name

2,4-dichlorobenzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=C(Cl)C=C1Cl

InChI Identifier

InChI=1S/C7H4Cl2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11)

InChI Key

ATCRIUVQKHMXSH-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, benzene, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, benzene, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, benzene, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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
Apis cerana	LOTUS Database	35616633
Fischerella ambigua	NPAtlas	15787461

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as dichlorobenzoic acids. These are benzoic acids having two chlorine atoms attached to the carboxylated benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Dichlorobenzoic acids

Alternative Parents

Substituents

2,4-dichlorobenzoic acid
Halobenzoic acid
4-halobenzoic acid
2-halobenzoic acid
Halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
2-halobenzoic acid or derivatives
Benzoyl
1,3-dichlorobenzene
1-carboxy-2-haloaromatic compound
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Vinylogous halide
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dichlorobenzene (CHEBI:30748 )
chlorobenzoic acid (CHEBI:30748 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	346.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.86	ALOGPS
logP	2.84	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	42.92 m³·mol⁻¹	ChemAxon
Polarizability	16.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

BMRB

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00042066

Chemspider ID

5583

KEGG Compound ID

C06670

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

30748

Good Scents ID

rw1874421

References

General References

Wright AD, Papendorf O, Konig GM: Ambigol C and 2,4-dichlorobenzoic acid, natural products produced by the terrestrial cyanobacterium Fischerella ambigua. J Nat Prod. 2005 Mar;68(3):459-61. doi: 10.1021/np049640w. [PubMed:15787461 ]

Showing NP-Card for 2,4-Dichlorobenzoic acid (NP0002843)

MOL for NP0002843 (2,4-Dichlorobenzoic acid)

3D MOL for NP0002843 (2,4-Dichlorobenzoic acid)

3D SDF for NP0002843 (2,4-Dichlorobenzoic acid)

3D-SDF for NP0002843 (2,4-Dichlorobenzoic acid)

PDB for NP0002843 (2,4-Dichlorobenzoic acid)

3D PDB for NP0002843 (2,4-Dichlorobenzoic acid)

SMILES for NP0002843 (2,4-Dichlorobenzoic acid)

INCHI for NP0002843 (2,4-Dichlorobenzoic acid)

Structure for NP0002843 (2,4-Dichlorobenzoic acid)

3D Structure for NP0002843 (2,4-Dichlorobenzoic acid)