NP-MRD: Showing NP-Card for 4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether (NP0009561)

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Record Information

Version

1.0

Created at

2021-01-05 19:10:14 UTC

Updated at

2021-07-15 17:03:37 UTC

NP-MRD ID

NP0009561

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether

Provided By

NPAtlas

Description

2,4,6-Tribromo-3-(2,4-dibromo-5-hydroxy-3-methylphenoxy)-5-methylphenol 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. 4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether is found in Penicillium chrysogenum. It was first documented in 2010 (PMID: 21072776). Based on a literature review very few articles have been published on 2,4,6-tribromo-3-(2,4-dibromo-5-hydroxy-3-methylphenoxy)-5-methylphenol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106363D          

 31 32  0  0  0  0            999 V2000
   -4.6456   -0.8882   -1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3731   -0.3651   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946    0.5539    0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0689    1.1651    0.9872 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879    0.9729    0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.8913    1.8491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135    0.5126    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -0.4026   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2126   -0.8902   -1.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3747   -0.3994   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.0698    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664   -2.6385    1.1410 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -0.5557    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012   -1.2484    2.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.5800    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824    1.2524    1.2340 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0922    1.2170   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779    2.3538   -1.1501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329    0.7341   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1091    1.5907   -2.7014 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -0.8460   -1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978   -2.1066   -2.6656 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -0.8534   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352   -1.9398   -0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5245   -0.3147   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0267    2.2685    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    0.8498    0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0995   -0.4994    2.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454   -1.8597    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096   -1.9142    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877    2.8493   -1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
  8 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21  2  1  0  0  0  0
 19 10  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
   -4.6456   -0.8882   -1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3731   -0.3651   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946    0.5539    0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0689    1.1651    0.9872 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879    0.9729    0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.8913    1.8491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135    0.5126    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -0.4026   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2126   -0.8902   -1.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3747   -0.3994   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.0698    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664   -2.6385    1.1410 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -0.5557    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012   -1.2484    2.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.5800    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824    1.2524    1.2340 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0922    1.2170   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779    2.3538   -1.1501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329    0.7341   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1091    1.5907   -2.7014 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -0.8460   -1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978   -2.1066   -2.6656 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -0.8534   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352   -1.9398   -0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5245   -0.3147   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0267    2.2685    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    0.8498    0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0995   -0.4994    2.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454   -1.8597    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096   -1.9142    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877    2.8493   -1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 21  2  1  0
 19 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
 18 31  1  0
M  END


  Mrv1652306242106363D          

 31 32  0  0  0  0            999 V2000
   -4.6456   -0.8882   -1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3731   -0.3651   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946    0.5539    0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0689    1.1651    0.9872 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879    0.9729    0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.8913    1.8491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135    0.5126    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -0.4026   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2126   -0.8902   -1.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3747   -0.3994   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.0698    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664   -2.6385    1.1410 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -0.5557    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012   -1.2484    2.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.5800    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824    1.2524    1.2340 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0922    1.2170   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779    2.3538   -1.1501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329    0.7341   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1091    1.5907   -2.7014 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -0.8460   -1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978   -2.1066   -2.6656 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -0.8534   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352   -1.9398   -0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5245   -0.3147   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0267    2.2685    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    0.8498    0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0995   -0.4994    2.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454   -1.8597    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096   -1.9142    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877    2.8493   -1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
  8 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21  2  1  0  0  0  0
 19 10  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 18 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009561

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC2=C(Br)C(=C(Br)C(O[H])=C2Br)C([H])([H])[H])=C(Br)C(=C1Br)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H9Br5O3/c1-4-8(15)6(20)3-7(9(4)16)22-14-11(18)5(2)10(17)13(21)12(14)19/h3,20-21H,1-2H3

> <INCHI_KEY>
YXUBHCXJJUTWOH-UHFFFAOYSA-N

> <FORMULA>
C14H9Br5O3

> <MOLECULAR_WEIGHT>
624.743

> <EXACT_MASS>
619.646859

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
41.36197999093459

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4,6-tribromo-3-(2,4-dibromo-5-hydroxy-3-methylphenoxy)-5-methylphenol

> <ALOGPS_LOGP>
6.51

> <JCHEM_LOGP>
7.737008261

> <ALOGPS_LOGS>
-6.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.4716909282583925

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.097458114338545

> <JCHEM_PKA_STRONGEST_BASIC>
-3.788080346442569

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
104.45700000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.01e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4,6-tribromo-3-(2,4-dibromo-5-hydroxy-3-methylphenoxy)-5-methylphenol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
   -4.6456   -0.8882   -1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3731   -0.3651   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946    0.5539    0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0689    1.1651    0.9872 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879    0.9729    0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.8913    1.8491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135    0.5126    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -0.4026   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2126   -0.8902   -1.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3747   -0.3994   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.0698    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664   -2.6385    1.1410 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -0.5557    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012   -1.2484    2.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.5800    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824    1.2524    1.2340 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0922    1.2170   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779    2.3538   -1.1501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329    0.7341   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1091    1.5907   -2.7014 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -0.8460   -1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978   -2.1066   -2.6656 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -0.8534   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352   -1.9398   -0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5245   -0.3147   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0267    2.2685    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    0.8498    0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0995   -0.4994    2.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454   -1.8597    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096   -1.9142    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877    2.8493   -1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 21  2  1  0
 19 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
 18 31  1  0
M  END

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      -4.646  -0.888  -1.325  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.373  -0.365  -0.716  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.395   0.554   0.321  0.00  0.00           C+0
HETATM    4 Br   UNK     0      -5.069   1.165   0.987  0.00  0.00          Br+0
HETATM    5  C   UNK     0      -2.188   0.973   0.812  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.198   1.891   1.849  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.014   0.513   0.310  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.995  -0.403  -0.724  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.213  -0.890  -1.257  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.375  -0.399  -0.686  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.925  -1.070   0.395  0.00  0.00           C+0
HETATM   12 Br   UNK     0       1.166  -2.639   1.141  0.00  0.00          Br+0
HETATM   13  C   UNK     0       3.083  -0.556   0.941  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.701  -1.248   2.100  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.683   0.580   0.445  0.00  0.00           C+0
HETATM   16 Br   UNK     0       5.282   1.252   1.234  0.00  0.00          Br+0
HETATM   17  C   UNK     0       3.092   1.217  -0.641  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.678   2.354  -1.150  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.933   0.734  -1.216  0.00  0.00           C+0
HETATM   20 Br   UNK     0       1.109   1.591  -2.701  0.00  0.00          Br+0
HETATM   21  C   UNK     0      -2.201  -0.846  -1.242  0.00  0.00           C+0
HETATM   22 Br   UNK     0      -2.198  -2.107  -2.666  0.00  0.00          Br+0
HETATM   23  H   UNK     0      -4.481  -0.853  -2.423  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.735  -1.940  -0.959  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.524  -0.315  -0.997  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.027   2.268   2.263  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.040   0.850   0.704  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.099  -0.499   2.825  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.945  -1.860   2.594  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.510  -1.914   1.715  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.288   2.849  -1.934  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    1    3   21                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5   26                                                       
CONECT    7    5    8   27                                                  
CONECT    8    7    9   21                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13   28   29   30                                             
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17   31                                                       
CONECT   19   17   20   10                                                  
CONECT   20   19                                                            
CONECT   21    8   22    2                                                  
CONECT   22   21                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28   14                                                            
CONECT   29   14                                                            
CONECT   30   14                                                            
CONECT   31   18                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

RDKit          3D

31 32  0  0  0  0  0  0  0  0999 V2000
   -4.6456   -0.8882   -1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3731   -0.3651   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3946    0.5539    0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0689    1.1651    0.9872 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879    0.9729    0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    1.8913    1.8491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135    0.5126    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -0.4026   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2126   -0.8902   -1.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3747   -0.3994   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.0698    0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664   -2.6385    1.1410 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -0.5557    0.9414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012   -1.2484    2.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.5800    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824    1.2524    1.2340 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0922    1.2170   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6779    2.3538   -1.1501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329    0.7341   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1091    1.5907   -2.7014 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -0.8460   -1.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978   -2.1066   -2.6656 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -0.8534   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352   -1.9398   -0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5245   -0.3147   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0267    2.2685    2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    0.8498    0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0995   -0.4994    2.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454   -1.8597    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5096   -1.9142    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877    2.8493   -1.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 21  2  1  0
 19 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
 14 28  1  0
 14 29  1  0
 14 30  1  0
 18 31  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₄H₉Br₅O₃

Average Mass

624.7430 Da

Monoisotopic Mass

619.64686 Da

IUPAC Name

2,4,6-tribromo-3-(2,4-dibromo-5-hydroxy-3-methylphenoxy)-5-methylphenol

Traditional Name

2,4,6-tribromo-3-(2,4-dibromo-5-hydroxy-3-methylphenoxy)-5-methylphenol

CAS Registry Number

Not Available

SMILES

CC1=C(Br)C(O)=CC(OC2=C(Br)C(C)=C(Br)C(O)=C2Br)=C1Br

InChI Identifier

InChI=1S/C14H9Br5O3/c1-4-8(15)6(20)3-7(9(4)16)22-14-11(18)5(2)10(17)13(21)12(14)19/h3,20-21H,1-2H3

InChI Key

YXUBHCXJJUTWOH-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
Penicillium chrysogenum	NPAtlas	21072776

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
4-halophenol
2-halophenol
M-cresol
2-bromophenol
4-bromophenol
Phenol ether
Bromobenzene
Halobenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Aryl halide
Aryl bromide
Ether
Organobromide
Organohalogen compound
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	6.51	ALOGPS
logP	7.74	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	6.1	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.46 m³·mol⁻¹	ChemAxon
Polarizability	41.36 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

NPAtlas ID

NPA003549

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27025437

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584078

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yang G, Yun K, Nenkep VN, Choi HD, Kang JS, Son BW: Induced production of halogenated diphenyl ethers from the marine-derived fungus Penicillium chrysogenum. Chem Biodivers. 2010 Nov;7(11):2766-70. doi: 10.1002/cbdv.201000067. [PubMed:21072776 ]

Showing NP-Card for 4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether (NP0009561)

MOL for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)

3D MOL for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)

3D SDF for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)

3D-SDF for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)

PDB for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)

3D PDB for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)

SMILES for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)

INCHI for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)

Structure for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)

3D Structure for NP0009561 (4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether)