NP-MRD: Showing NP-Card for 3,5-dibromo-p-anisic acid (NP0020746)

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Record Information

Version

2.0

Created at

2021-01-06 06:07:12 UTC

Updated at

2021-07-15 17:34:29 UTC

NP-MRD ID

NP0020746

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-dibromo-p-anisic acid

Provided By

NPAtlas

Description

3,5-dibromo-p-anisic acid is found in Unknown strain 10988. 3,5-dibromo-p-anisic acid was first documented in 2019 (PMID: 31644258). Based on a literature review very few articles have been published on 3,5-dibromo-4-methoxybenzoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120383D          

 19 19  0  0  0  0            999 V2000
   -3.3588    0.2076    0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4564    0.0948   -0.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -0.0089   -0.3299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3053    1.1012   -0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0872    2.8268   -0.4610 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    0.9732   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603   -0.2701    0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1026   -0.3517    0.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262   -1.4852    0.3202 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9395    0.7468    0.2547 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8560   -1.3807   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5310   -1.2512   -0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907   -2.8255   -0.2590 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441    1.0725    0.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    0.4163    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9344   -0.7315    0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7048    1.8491   -0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9378    1.3624   -0.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212   -2.3457    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12  3  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  6 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0020746

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C(Br)=C(OC([H])([H])[H])C(Br)=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C8H6Br2O3/c1-13-7-5(9)2-4(8(11)12)3-6(7)10/h2-3H,1H3,(H,11,12)

> <INCHI_KEY>
NAHPGFGVWWKSFU-UHFFFAOYSA-N

> <FORMULA>
C8H6Br2O3

> <MOLECULAR_WEIGHT>
309.941

> <EXACT_MASS>
307.86837

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
21.59870624335312

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.010662709

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.099201626064137

> <JCHEM_PKA_STRONGEST_BASIC>
-4.934113455985253

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
55.022999999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dibromo-4-methoxybenzoic acid

> <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  C   UNK     0      -3.359   0.208   0.580  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.456   0.095  -0.502  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.098  -0.009  -0.330  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.305   1.101  -0.284  0.00  0.00           C+0
HETATM    5 Br   UNK     0      -1.087   2.827  -0.461  0.00  0.00          Br+0
HETATM    6  C   UNK     0       1.069   0.973  -0.109  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.660  -0.270   0.022  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.103  -0.352   0.203  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.626  -1.485   0.320  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.939   0.747   0.255  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.856  -1.381  -0.026  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.531  -1.251  -0.202  0.00  0.00           C+0
HETATM   13 Br   UNK     0      -1.591  -2.825  -0.259  0.00  0.00          Br+0
HETATM   14  H   UNK     0      -4.044   1.073   0.443  0.00  0.00           H+0
HETATM   15  H   UNK     0      -2.812   0.416   1.540  0.00  0.00           H+0
HETATM   16  H   UNK     0      -3.934  -0.732   0.709  0.00  0.00           H+0
HETATM   17  H   UNK     0       1.705   1.849  -0.072  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.938   1.362  -0.574  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.321  -2.346   0.077  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   17                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   18                                                       
CONECT   11    7   12   19                                                  
CONECT   12   11   13    3                                                  
CONECT   13   12                                                            
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    6                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3,5-Dibromo-4-methoxybenzoate	Generator

Chemical Formula

C₈H₆Br₂O₃

Average Mass

309.9410 Da

Monoisotopic Mass

307.86837 Da

IUPAC Name

3,5-dibromo-4-methoxybenzoic acid

Traditional Name

3,5-dibromo-4-methoxybenzoic acid

CAS Registry Number

Not Available

SMILES

COC1=C(Br)C=C(C=C1Br)C(O)=O

InChI Identifier

InChI=1S/C8H6Br2O3/c1-13-7-5(9)2-4(8(11)12)3-6(7)10/h2-3H,1H3,(H,11,12)

InChI Key

NAHPGFGVWWKSFU-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
Unknown strain 10988	NPAtlas	31644258

Chemical Taxonomy

Classification

Not classified

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	3.28	ALOGPS
logP	3.01	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	55.02 m³·mol⁻¹	ChemAxon
Polarizability	21.6 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

NPA025876

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2038795

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2758036

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Panter F, Garcia R, Thewes A, Zaburannyi N, Bunk B, Overmann J, Gutierrez MV, Krug D, Muller R: Production of a Dibrominated Aromatic Secondary Metabolite by a Planctomycete Implies Complex Interaction with a Macroalgal Host. ACS Chem Biol. 2019 Dec 20;14(12):2713-2719. doi: 10.1021/acschembio.9b00641. Epub 2019 Nov 1. [PubMed:31644258 ]

Showing NP-Card for 3,5-dibromo-p-anisic acid (NP0020746)

MOL for NP0020746 (3,5-dibromo-p-anisic acid)

3D MOL for NP0020746 (3,5-dibromo-p-anisic acid)

3D SDF for NP0020746 (3,5-dibromo-p-anisic acid)

3D-SDF for NP0020746 (3,5-dibromo-p-anisic acid)

PDB for NP0020746 (3,5-dibromo-p-anisic acid)

3D PDB for NP0020746 (3,5-dibromo-p-anisic acid)

SMILES for NP0020746 (3,5-dibromo-p-anisic acid)

INCHI for NP0020746 (3,5-dibromo-p-anisic acid)

Structure for NP0020746 (3,5-dibromo-p-anisic acid)

3D Structure for NP0020746 (3,5-dibromo-p-anisic acid)