NP-MRD: Showing NP-Card for 2,2',3,4,4',5',6-Heptabromodiphenyl ether (NP0338244)

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Record Information

Version

2.0

Created at

2024-09-11 14:33:56 UTC

Updated at

2024-09-11 14:33:56 UTC

NP-MRD ID

NP0338244

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,2',3,4,4',5',6-Heptabromodiphenyl ether

Description

2,2',3,4,4',5',6-Heptabromodiphenyl ether, also known as BDE 183, belongs to the class of organic compounds known as bromodiphenyl ethers. Bromodiphenyl ethers 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. 2,2',3,4,4',5',6-Heptabromodiphenyl ether is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241220142D          

 20 21  0  0  0  0            999 V2000
   -1.2311    0.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558    0.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4682    0.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214    0.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0035    0.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283    0.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4682    0.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    0.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378    0.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283    1.4248    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2930    0.0035    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2930    0.0035    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214    1.4248    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.4682    1.4248    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4682   -1.4248    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8283   -1.4248    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 15  1  0  0  0  0
  4  5  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 20  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  2  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338244

> <DATABASE_NAME>
NP-MRD

> <SMILES>
BrC1=CC(Br)=C(OC2=CC(Br)=C(Br)C=C2Br)C(Br)=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C12H3Br7O/c13-4-1-6(15)9(3-5(4)14)20-12-8(17)2-7(16)10(18)11(12)19/h1-3H

> <INCHI_KEY>
ILPSCQCLBHQUEM-UHFFFAOYSA-N

> <FORMULA>
C12H3Br7O

> <MOLECULAR_WEIGHT>
722.48

> <EXACT_MASS>
715.446753247

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
41.62843623254474

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,3,5-tetrabromo-4-(2,4,5-tribromophenoxy)benzene

> <ALOGPS_LOGP>
7.19

> <JCHEM_LOGP>
8.854801376333333

> <ALOGPS_LOGS>
-7.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.339981879455532

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
105.65840000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.07e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2,3,5-tetrabromo-4-(2,4,5-tribromophenoxy)benzene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.298   1.343   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.838   1.343   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.607   0.007   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.838  -1.331   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.298  -1.331   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.533   0.007   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.007   0.007   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.546   0.007   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.311  -1.331   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.843  -1.331   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.607   0.007   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.843   1.343   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.311   1.343   0.000  0.00  0.00           C+0
HETATM   14 Br   UNK     0       1.546   2.660   0.000  0.00  0.00          Br+0
HETATM   15 Br   UNK     0      -6.147   0.007   0.000  0.00  0.00          Br+0
HETATM   16 Br   UNK     0       6.147   0.007   0.000  0.00  0.00          Br+0
HETATM   17 Br   UNK     0      -1.533   2.660   0.000  0.00  0.00          Br+0
HETATM   18 Br   UNK     0       4.607   2.660   0.000  0.00  0.00          Br+0
HETATM   19 Br   UNK     0      -4.607  -2.660   0.000  0.00  0.00          Br+0
HETATM   20 Br   UNK     0       1.546  -2.660   0.000  0.00  0.00          Br+0
CONECT    1    2    6   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   18                                                  
CONECT   13    8   12   14                                                  
CONECT   14   13                                                            
CONECT   15    3                                                            
CONECT   16   11                                                            
CONECT   17    1                                                            
CONECT   18   12                                                            
CONECT   19    4                                                            
CONECT   20    9                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
1,2,3,5-Tetrabromo-4-(2,4,5-tribromophenoxy)-benzene	Kegg
BDE 183	Kegg
1,2,3,5-Tetrabromo-4-(2,4,5-tribromophenoxy)benzene	HMDB
PBDE 183	HMDB
BDE-183	MeSH
2,2',3,4,4',5',6-HeptaBDE	MeSH

Chemical Formula

C₁₂H₃Br₇O

Average Mass

722.4800 Da

Monoisotopic Mass

715.44675 Da

IUPAC Name

1,2,3,5-tetrabromo-4-(2,4,5-tribromophenoxy)benzene

Traditional Name

1,2,3,5-tetrabromo-4-(2,4,5-tribromophenoxy)benzene

CAS Registry Number

Not Available

SMILES

BrC1=CC(Br)=C(OC2=CC(Br)=C(Br)C=C2Br)C(Br)=C1Br

InChI Identifier

InChI=1S/C12H3Br7O/c13-4-1-6(15)9(3-5(4)14)20-12-8(17)2-7(16)10(18)11(12)19/h1-3H

InChI Key

ILPSCQCLBHQUEM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bromodiphenyl ethers. Bromodiphenyl ethers 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
Phenol ether
Halobenzene
Bromobenzene
Aryl halide
Aryl bromide
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organobromine compound (CHEBI:81537 )
aromatic ether (CHEBI:81537 )

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	7.19	ALOGPS
logP	8.85	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Basic)	-9.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	105.66 m³·mol⁻¹	ChemAxon
Polarizability	41.63 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037546

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016628

KNApSAcK ID

Not Available

Chemspider ID

21170701

KEGG Compound ID

C18140

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15509899

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2,2',3,4,4',5',6-Heptabromodiphenyl ether (NP0338244)

MOL for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)

3D MOL for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)

3D SDF for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)

3D-SDF for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)

PDB for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)

3D PDB for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)

SMILES for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)

INCHI for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)

Structure for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)

3D Structure for NP0338244 (2,2',3,4,4',5',6-Heptabromodiphenyl ether)