NP-MRD: Showing NP-Card for 1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane (NP0033124)

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Record Information

Version

2.0

Created at

2021-06-19 23:45:29 UTC

Updated at

2021-06-30 00:02:43 UTC

NP-MRD ID

NP0033124

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane

Provided By

JEOL Database JEOL Logo

Description

3,4,6-Tribromo-5-[2-(2,3,6-tribromo-4,5-dihydroxyphenyl)ethyl]benzene-1,2-diol belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane is found in Symphyocladia latiuscula. 1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane was first documented in 2007 (Duan, X. -J., et al.). Based on a literature review very few articles have been published on 3,4,6-tribromo-5-[2-(2,3,6-tribromo-4,5-dihydroxyphenyl)ethyl]benzene-1,2-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101453D          

 32 33  0  0  0  0            999 V2000
   -2.1691   -4.5272   -0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -3.2570   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6234   -2.2352   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852   -2.5748    1.1563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -0.9071   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645    0.4152    0.6535 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -0.5830   -1.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984    0.8625   -2.2033 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5296    1.5349   -1.9659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2130    1.8514   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6094    0.9921    0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -0.5678   -0.4720 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8515    1.2736    1.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6394    0.4558    2.3802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2972    2.3968    2.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5893    2.5825    3.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5039    3.2732    1.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103    4.7884    2.4057 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571    3.0082    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453    4.2311   -0.8799 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684   -1.6477   -2.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -1.2765   -4.2400 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -2.9801   -2.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147   -4.4534   -3.0562 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370   -5.1289   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -3.5436    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1274    0.9014   -3.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    1.4639   -1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726    0.9451   -2.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    2.4646   -2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    0.8565    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177    3.3870    3.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
 21 23  1  0  0  0  0
 23  2  2  0  0  0  0
 17 15  2  0  0  0  0
 21 22  1  0  0  0  0
 15 13  1  0  0  0  0
  3  5  2  0  0  0  0
 13 11  2  0  0  0  0
 23 24  1  0  0  0  0
 11 10  1  0  0  0  0
 10 19  2  0  0  0  0
 19 17  1  0  0  0  0
  2  1  1  0  0  0  0
 19 20  1  0  0  0  0
  5  7  1  0  0  0  0
 17 18  1  0  0  0  0
  3  4  1  0  0  0  0
 15 16  1  0  0  0  0
  2  3  1  0  0  0  0
 13 14  1  0  0  0  0
  5  6  1  0  0  0  0
 11 12  1  0  0  0  0
  7 21  2  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  1 25  1  0  0  0  0
  4 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
 16 32  1  0  0  0  0
 14 31  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
M  END

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.1691   -4.5272   -0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -3.2570   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6234   -2.2352   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852   -2.5748    1.1563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -0.9071   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645    0.4152    0.6535 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -0.5830   -1.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984    0.8625   -2.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    1.5349   -1.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2130    1.8514   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6094    0.9921    0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -0.5678   -0.4720 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8515    1.2736    1.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6394    0.4558    2.3802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2972    2.3968    2.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5893    2.5825    3.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5039    3.2732    1.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103    4.7884    2.4057 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571    3.0082    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453    4.2311   -0.8799 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684   -1.6477   -2.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -1.2765   -4.2400 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -2.9801   -2.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147   -4.4534   -3.0562 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370   -5.1289   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -3.5436    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1274    0.9014   -3.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    1.4639   -1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726    0.9451   -2.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    2.4646   -2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    0.8565    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177    3.3870    3.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
 21 23  1  0
 23  2  2  0
 17 15  2  0
 21 22  1  0
 15 13  1  0
  3  5  2  0
 13 11  2  0
 23 24  1  0
 11 10  1  0
 10 19  2  0
 19 17  1  0
  2  1  1  0
 19 20  1  0
  5  7  1  0
 17 18  1  0
  3  4  1  0
 15 16  1  0
  2  3  1  0
 13 14  1  0
  5  6  1  0
 11 12  1  0
  7 21  2  0
 10  9  1  0
  9  8  1  0
  1 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 16 32  1  0
 14 31  1  0
  9 29  1  0
  9 30  1  0
M  END


  Mrv1652306202101453D          

 32 33  0  0  0  0            999 V2000
   -2.1691   -4.5272   -0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -3.2570   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6234   -2.2352   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852   -2.5748    1.1563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -0.9071   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645    0.4152    0.6535 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -0.5830   -1.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984    0.8625   -2.2033 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5296    1.5349   -1.9659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2130    1.8514   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6094    0.9921    0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -0.5678   -0.4720 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8515    1.2736    1.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6394    0.4558    2.3802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2972    2.3968    2.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5893    2.5825    3.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5039    3.2732    1.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103    4.7884    2.4057 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571    3.0082    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453    4.2311   -0.8799 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684   -1.6477   -2.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -1.2765   -4.2400 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -2.9801   -2.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147   -4.4534   -3.0562 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370   -5.1289   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -3.5436    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1274    0.9014   -3.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    1.4639   -1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726    0.9451   -2.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    2.4646   -2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    0.8565    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177    3.3870    3.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
 21 23  1  0  0  0  0
 23  2  2  0  0  0  0
 17 15  2  0  0  0  0
 21 22  1  0  0  0  0
 15 13  1  0  0  0  0
  3  5  2  0  0  0  0
 13 11  2  0  0  0  0
 23 24  1  0  0  0  0
 11 10  1  0  0  0  0
 10 19  2  0  0  0  0
 19 17  1  0  0  0  0
  2  1  1  0  0  0  0
 19 20  1  0  0  0  0
  5  7  1  0  0  0  0
 17 18  1  0  0  0  0
  3  4  1  0  0  0  0
 15 16  1  0  0  0  0
  2  3  1  0  0  0  0
 13 14  1  0  0  0  0
  5  6  1  0  0  0  0
 11 12  1  0  0  0  0
  7 21  2  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  1 25  1  0  0  0  0
  4 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
 16 32  1  0  0  0  0
 14 31  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033124

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(Br)C(Br)=C(C(Br)=C1O[H])C([H])([H])C([H])([H])C1=C(Br)C(Br)=C(O[H])C(O[H])=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C14H8Br6O4/c15-5-3(7(17)11(21)13(23)9(5)19)1-2-4-6(16)10(20)14(24)12(22)8(4)18/h21-24H,1-2H2

> <INCHI_KEY>
BZEYCLLGAOYHSK-UHFFFAOYSA-N

> <FORMULA>
C14H8Br6O4

> <MOLECULAR_WEIGHT>
719.638

> <EXACT_MASS>
713.552287

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
44.134709003312565

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,6-tribromo-5-[2-(2,3,6-tribromo-4,5-dihydroxyphenyl)ethyl]benzene-1,2-diol

> <ALOGPS_LOGP>
6.55

> <JCHEM_LOGP>
7.907862973333333

> <ALOGPS_LOGS>
-5.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.399119237950973

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.797197287581152

> <JCHEM_PKA_STRONGEST_BASIC>
-7.630080057018554

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
114.05660000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.88e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,6-tribromo-5-[2-(2,3,6-tribromo-4,5-dihydroxyphenyl)ethyl]benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
   -2.1691   -4.5272   -0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -3.2570   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6234   -2.2352   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852   -2.5748    1.1563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -0.9071   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645    0.4152    0.6535 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -0.5830   -1.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984    0.8625   -2.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    1.5349   -1.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2130    1.8514   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6094    0.9921    0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -0.5678   -0.4720 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8515    1.2736    1.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6394    0.4558    2.3802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2972    2.3968    2.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5893    2.5825    3.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5039    3.2732    1.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103    4.7884    2.4057 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571    3.0082    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453    4.2311   -0.8799 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684   -1.6477   -2.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -1.2765   -4.2400 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -2.9801   -2.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147   -4.4534   -3.0562 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370   -5.1289   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -3.5436    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1274    0.9014   -3.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    1.4639   -1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726    0.9451   -2.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    2.4646   -2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    0.8565    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177    3.3870    3.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
 21 23  1  0
 23  2  2  0
 17 15  2  0
 21 22  1  0
 15 13  1  0
  3  5  2  0
 13 11  2  0
 23 24  1  0
 11 10  1  0
 10 19  2  0
 19 17  1  0
  2  1  1  0
 19 20  1  0
  5  7  1  0
 17 18  1  0
  3  4  1  0
 15 16  1  0
  2  3  1  0
 13 14  1  0
  5  6  1  0
 11 12  1  0
  7 21  2  0
 10  9  1  0
  9  8  1  0
  1 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 16 32  1  0
 14 31  1  0
  9 29  1  0
  9 30  1  0
M  END

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      -2.169  -4.527  -0.306  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.089  -3.257  -0.826  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.623  -2.235  -0.049  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.185  -2.575   1.156  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.586  -0.907  -0.486  0.00  0.00           C+0
HETATM    6 Br   UNK     0      -3.365   0.415   0.654  0.00  0.00          Br+0
HETATM    7  C   UNK     0      -1.994  -0.583  -1.733  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.898   0.863  -2.203  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.530   1.535  -1.966  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.213   1.851  -0.510  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.609   0.992   0.262  0.00  0.00           C+0
HETATM   12 Br   UNK     0       1.435  -0.568  -0.472  0.00  0.00          Br+0
HETATM   13  C   UNK     0       0.852   1.274   1.610  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.639   0.456   2.380  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.297   2.397   2.215  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.589   2.583   3.545  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.504   3.273   1.485  0.00  0.00           C+0
HETATM   18 Br   UNK     0      -1.210   4.788   2.406  0.00  0.00          Br+0
HETATM   19  C   UNK     0      -0.757   3.008   0.124  0.00  0.00           C+0
HETATM   20 Br   UNK     0      -1.845   4.231  -0.880  0.00  0.00          Br+0
HETATM   21  C   UNK     0      -1.468  -1.648  -2.524  0.00  0.00           C+0
HETATM   22 Br   UNK     0      -0.692  -1.276  -4.240  0.00  0.00          Br+0
HETATM   23  C   UNK     0      -1.513  -2.980  -2.064  0.00  0.00           C+0
HETATM   24 Br   UNK     0      -0.815  -4.453  -3.056  0.00  0.00          Br+0
HETATM   25  H   UNK     0      -1.737  -5.129  -0.943  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.070  -3.544   1.233  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.127   0.901  -3.275  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.703   1.464  -1.772  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.273   0.945  -2.417  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.490   2.465  -2.547  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.635   0.857   3.273  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.118   3.387   3.836  0.00  0.00           H+0
CONECT    1    2   25                                                       
CONECT    2   23    1    3                                                  
CONECT    3    5    4    2                                                  
CONECT    4    3   26                                                       
CONECT    5    3    7    6                                                  
CONECT    6    5                                                            
CONECT    7    8    5   21                                                  
CONECT    8    7    9   27   28                                             
CONECT    9   10    8   29   30                                             
CONECT   10   11   19    9                                                  
CONECT   11   13   10   12                                                  
CONECT   12   11                                                            
CONECT   13   15   11   14                                                  
CONECT   14   13   31                                                       
CONECT   15   17   13   16                                                  
CONECT   16   15   32                                                       
CONECT   17   15   19   18                                                  
CONECT   18   17                                                            
CONECT   19   10   17   20                                                  
CONECT   20   19                                                            
CONECT   21   23   22    7                                                  
CONECT   22   21                                                            
CONECT   23   21    2   24                                                  
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    8                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   14                                                            
CONECT   32   16                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

RDKit          3D

32 33  0  0  0  0  0  0  0  0999 V2000
   -2.1691   -4.5272   -0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0888   -3.2570   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6234   -2.2352   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852   -2.5748    1.1563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -0.9071   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645    0.4152    0.6535 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -0.5830   -1.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984    0.8625   -2.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    1.5349   -1.9659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2130    1.8514   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6094    0.9921    0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -0.5678   -0.4720 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8515    1.2736    1.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6394    0.4558    2.3802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2972    2.3968    2.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5893    2.5825    3.5452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5039    3.2732    1.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2103    4.7884    2.4057 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571    3.0082    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453    4.2311   -0.8799 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684   -1.6477   -2.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -1.2765   -4.2400 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -2.9801   -2.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147   -4.4534   -3.0562 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370   -5.1289   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -3.5436    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1274    0.9014   -3.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    1.4639   -1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2726    0.9451   -2.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    2.4646   -2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    0.8565    3.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177    3.3870    3.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
 21 23  1  0
 23  2  2  0
 17 15  2  0
 21 22  1  0
 15 13  1  0
  3  5  2  0
 13 11  2  0
 23 24  1  0
 11 10  1  0
 10 19  2  0
 19 17  1  0
  2  1  1  0
 19 20  1  0
  5  7  1  0
 17 18  1  0
  3  4  1  0
 15 16  1  0
  2  3  1  0
 13 14  1  0
  5  6  1  0
 11 12  1  0
  7 21  2  0
 10  9  1  0
  9  8  1  0
  1 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 16 32  1  0
 14 31  1  0
  9 29  1  0
  9 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₈Br₆O₄

Average Mass

719.6380 Da

Monoisotopic Mass

713.55229 Da

IUPAC Name

3,4,6-tribromo-5-[2-(2,3,6-tribromo-4,5-dihydroxyphenyl)ethyl]benzene-1,2-diol

Traditional Name

3,4,6-tribromo-5-[2-(2,3,6-tribromo-4,5-dihydroxyphenyl)ethyl]benzene-1,2-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(Br)C(Br)=C(C(Br)=C1O[H])C([H])([H])C([H])([H])C1=C(Br)C(Br)=C(O[H])C(O[H])=C1Br

InChI Identifier

InChI=1S/C14H8Br6O4/c15-5-3(7(17)11(21)13(23)9(5)19)1-2-4-6(16)10(20)14(24)12(22)8(4)18/h21-24H,1-2H2

InChI Key

BZEYCLLGAOYHSK-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
Symphyocladia latiuscula	JEOL database	Duan, X. -J., et al, J. Nat. Prod. 70, 1210 (2007)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Catechol
4-halophenol
3-halophenol
2-halophenol
3-bromophenol
2-bromophenol
4-bromophenol
Bromobenzene
Halobenzene
Phenol
Monocyclic benzene moiety
Aryl halide
Aryl bromide
Benzenoid
Organohalogen compound
Organobromide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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	6.55	ALOGPS
logP	7.91	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	6.8	ChemAxon
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	114.06 m³·mol⁻¹	ChemAxon
Polarizability	44.13 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

23076415

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16757397

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Duan, X. -J., et al. (2007). Duan, X. -J., et al, J. Nat. Prod. 70, 1210 (2007). J. Nat. Prod..

Showing NP-Card for 1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane (NP0033124)

MOL for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)

3D MOL for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)

3D SDF for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)

3D-SDF for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)

PDB for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)

3D PDB for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)

SMILES for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)

INCHI for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)

Structure for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)

3D Structure for NP0033124 (1,2-bis(2,3,6-tribromo-4,5-dihydroxyphenyl)ethane)