NP-MRD: Showing NP-Card for 2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol (NP0032724)

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Record Information

Version

2.0

Created at

2021-06-19 23:27:09 UTC

Updated at

2021-06-30 00:02:05 UTC

NP-MRD ID

NP0032724

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol

Provided By

JEOL Database JEOL Logo

Description

2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol is found in Lamellodysidea herbacea. 2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol was first documented in 2007 (Hanif, N., et al.). Based on a literature review very few articles have been published on 3,6-dibromo-2-(3,5-dibromo-2-hydroxyphenoxy)phenol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101273D          

 25 26  0  0  0  0            999 V2000
    2.0438    2.9892   -2.2135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9645    2.1267   -1.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3094    2.1573   -2.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9376    3.4351   -3.2969 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.2085    1.2386   -1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7511    0.2930   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9680   -0.9498    0.1541 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.4103    0.2557   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5127    1.1707   -0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1893    1.2111   -0.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4406    0.1007   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0144   -0.7779    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4157   -0.4777    2.1437 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445   -1.9041   -0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1022   -2.1416   -1.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7256   -1.2390   -2.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2810   -1.5842   -4.1223 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -0.1067   -2.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3177    0.8078   -2.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5320    3.6182   -2.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2559    1.2573   -1.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0757   -0.4731    0.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0698   -2.5991    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.0213   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6822    1.6101   -2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 11 10  1  0  0  0  0
 15 14  2  0  0  0  0
 10  9  1  0  0  0  0
 11 18  1  0  0  0  0
  9  8  2  0  0  0  0
 18 16  2  0  0  0  0
  8  6  1  0  0  0  0
 16 15  1  0  0  0  0
  6  5  2  0  0  0  0
 18 19  1  0  0  0  0
  5  3  1  0  0  0  0
 14 12  1  0  0  0  0
  3  2  2  0  0  0  0
  2  9  1  0  0  0  0
 16 17  1  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
 12 13  1  0  0  0  0
  6  7  1  0  0  0  0
 15 24  1  0  0  0  0
 14 23  1  0  0  0  0
 19 25  1  0  0  0  0
  8 22  1  0  0  0  0
  5 21  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032724

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(Br)C([H])=C(Br)C([H])=C1OC1=C(Br)C([H])=C([H])C(Br)=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H6Br4O3/c13-5-3-8(16)10(17)9(4-5)19-12-7(15)2-1-6(14)11(12)18/h1-4,17-18H

> <INCHI_KEY>
SFRUBLKYXLNPMS-UHFFFAOYSA-N

> <FORMULA>
C12H6Br4O3

> <MOLECULAR_WEIGHT>
517.793

> <EXACT_MASS>
513.705046

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
34.172837993022924

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4-dibromo-6-(3,6-dibromo-2-hydroxyphenoxy)phenol

> <ALOGPS_LOGP>
5.93

> <JCHEM_LOGP>
5.9414128569999995

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.539697825078174

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.844905688717477

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8087347467707144

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
86.75180000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dibromo-6-(3,6-dibromo-2-hydroxyphenoxy)phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       2.044   2.989  -2.213  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.965   2.127  -1.673  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.309   2.157  -2.047  0.00  0.00           C+0
HETATM    4 Br   UNK     0       4.938   3.435  -3.297  0.00  0.00          Br+0
HETATM    5  C   UNK     0       5.208   1.239  -1.507  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.751   0.293  -0.589  0.00  0.00           C+0
HETATM    7 Br   UNK     0       5.968  -0.950   0.154  0.00  0.00          Br+0
HETATM    8  C   UNK     0       3.410   0.256  -0.204  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.513   1.171  -0.757  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.189   1.211  -0.363  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.441   0.101  -0.691  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.014  -0.778   0.313  0.00  0.00           C+0
HETATM   13 Br   UNK     0       0.416  -0.478   2.144  0.00  0.00          Br+0
HETATM   14  C   UNK     0      -0.745  -1.904  -0.016  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.102  -2.142  -1.345  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.726  -1.239  -2.342  0.00  0.00           C+0
HETATM   17 Br   UNK     0      -1.281  -1.584  -4.122  0.00  0.00          Br+0
HETATM   18  C   UNK     0       0.026  -0.107  -2.015  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.318   0.808  -2.994  0.00  0.00           O+0
HETATM   20  H   UNK     0       2.532   3.618  -2.780  0.00  0.00           H+0
HETATM   21  H   UNK     0       6.256   1.257  -1.797  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.076  -0.473   0.527  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.070  -2.599   0.755  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.693  -3.021  -1.590  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.682   1.610  -2.567  0.00  0.00           H+0
CONECT    1    2   20                                                       
CONECT    2    3    9    1                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3   21                                                  
CONECT    6    8    5    7                                                  
CONECT    7    6                                                            
CONECT    8    9    6   22                                                  
CONECT    9   10    8    2                                                  
CONECT   10   11    9                                                       
CONECT   11   12   10   18                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   15   12   23                                                  
CONECT   15   14   16   24                                                  
CONECT   16   18   15   17                                                  
CONECT   17   16                                                            
CONECT   18   11   16   19                                                  
CONECT   19   18   25                                                       
CONECT   20    1                                                            
CONECT   21    5                                                            
CONECT   22    8                                                            
CONECT   23   14                                                            
CONECT   24   15                                                            
CONECT   25   19                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₆Br₄O₃

Average Mass

517.7930 Da

Monoisotopic Mass

513.70505 Da

IUPAC Name

2,4-dibromo-6-(3,6-dibromo-2-hydroxyphenoxy)phenol

Traditional Name

2,4-dibromo-6-(3,6-dibromo-2-hydroxyphenoxy)phenol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(Br)C([H])=C(Br)C([H])=C1OC1=C(Br)C([H])=C([H])C(Br)=C1O[H]

InChI Identifier

InChI=1S/C12H6Br4O3/c13-5-3-8(16)10(17)9(4-5)19-12-7(15)2-1-6(14)11(12)18/h1-4,17-18H

InChI Key

SFRUBLKYXLNPMS-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lamellodysidea herbacea	JEOL database	Hanif, N., et al, J. Nat. Prod. 70, 432 (2007)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as bromodiphenyl ethers. These are compounds that contain two benzene groups linked to each other via an ether bond, and where at least one ring is substituted with a bromo group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Bromodiphenyl ethers

Alternative Parents

Substituents

Bromodiphenyl ether
Diaryl ether
Phenoxy compound
4-halophenol
3-halophenol
2-halophenol
3-bromophenol
2-bromophenol
4-bromophenol
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
Bromobenzene
Halobenzene
Phenol
Aryl halide
Aryl bromide
Ether
Organohalogen compound
Organobromide
Organooxygen compound
Hydrocarbon derivative
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	5.93	ALOGPS
logP	5.94	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.84	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	86.75 m³·mol⁻¹	ChemAxon
Polarizability	34.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17214483

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16115952

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hanif, N., et al. (2007). Hanif, N., et al, J. Nat. Prod. 70, 432 (2007). J. Nat. Prod..

Showing NP-Card for 2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol (NP0032724)

MOL for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)

3D MOL for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)

3D SDF for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)

3D-SDF for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)

PDB for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)

3D PDB for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)

SMILES for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)

INCHI for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)

Structure for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)

3D Structure for NP0032724 (2,5-dibromo-6-(3',5'-dibromo-2'-hydroxyphenoxy)phenol)