NP-MRD: Showing NP-Card for 3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol (NP0228052)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 07:34:04 UTC

Updated at

2022-09-06 07:34:04 UTC

NP-MRD ID

NP0228052

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol

Description

3-Bromo-3',5-bis(2,4,6-trihydroxyphenyl)-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol belongs to the class of organic compounds known as m-terphenyls. These are terphenyls with a structure containing the 1,3-diphenylbenzene skeleton. 3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol is found in Analipus japonicus. 3-Bromo-3',5-bis(2,4,6-trihydroxyphenyl)-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171500372D          

 37 40  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2  9  1  0  0  0  0
  6 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  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -7.1167    1.9301   -2.0093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0719    1.2754   -1.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2817    1.9911   -0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2382    1.3450    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471    2.0708    0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9388    0.0151   -0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8105   -0.6168    0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628   -1.1993    1.8123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3427   -1.1734    2.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0126   -1.7959    2.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7554   -1.7963    1.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3120   -2.4041    2.5821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5065   -1.2119    0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514   -1.2288    0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2503   -2.2681   -0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3548   -3.2860   -0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5242   -2.3007   -1.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0899   -3.7306   -2.3996 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.4293   -1.2927   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7222   -1.3217   -1.5790 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0263   -0.2578   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435    0.8168    0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    1.9102   -0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1140    2.0198   -1.8683 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8065    2.9725   -0.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542    2.8952    0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5083    3.9675    0.7728 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    1.7987    1.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858    0.7396    1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7694   -0.3831    2.0298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7627   -0.2217    0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373    0.8155    1.1765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5456   -0.6170    0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3201   -0.0255   -1.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7366   -0.6791   -0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859   -2.0132   -1.2222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7922   -0.0739   -1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0416    1.9792   -1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4916    3.0515   -0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589    1.6615    1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0829   -0.7243    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225   -2.2512    3.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515   -2.8393    3.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5981   -4.0732   -1.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9951   -2.0905   -2.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4531    1.3147   -2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8357    3.8419   -1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4312    3.9777    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    1.7383    2.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4125   -0.3619    2.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4232    0.8489    1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9976    0.4317   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0381   -2.5750   -1.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4458   -0.5958   -2.3187 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
  4  5  1  0
  4  6  2  0
  6 35  1  0
 35 36  1  0
 35 37  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 33  2  0
 33 34  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 31  2  0
 31 32  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 37  2  1  0
 33  7  1  0
 31 14  1  0
 29 22  1  0
  1 38  1  0
  3 39  1  0
  5 40  1  0
 36 53  1  0
 37 54  1  0
  9 41  1  0
 10 42  1  0
 12 43  1  0
 34 52  1  0
 16 44  1  0
 20 45  1  0
 32 51  1  0
 24 46  1  0
 25 47  1  0
 27 48  1  0
 28 49  1  0
 30 50  1  0
M  END


  Mrv1533004171500372D          

 37 40  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2  9  1  0  0  0  0
  6 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  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0228052

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(O)=C(C(O)=C1)C1=C(O)C=C(O)C(=C1O)C1=C(O)C(Br)=C(O)C(=C1O)C1=C(O)C=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H17BrO12/c25-20-23(36)18(15-10(30)3-7(27)4-11(15)31)22(35)19(24(20)37)17-13(33)5-12(32)16(21(17)34)14-8(28)1-6(26)2-9(14)29/h1-5,26-37H

> <INCHI_KEY>
CJWINCMNQKZUII-UHFFFAOYSA-N

> <FORMULA>
C24H17BrO12

> <MOLECULAR_WEIGHT>
577.292

> <EXACT_MASS>
575.990339

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
50.294380862911524

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-bromo-4-[2,4,6-trihydroxy-3-(2,4,6-trihydroxyphenyl)phenyl]-6-(2,4,6-trihydroxyphenyl)benzene-1,3,5-triol

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
4.040890667333333

> <ALOGPS_LOGS>
-3.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.149380908104236

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.306232994451374

> <JCHEM_PKA_STRONGEST_BASIC>
-5.50148517868116

> <JCHEM_POLAR_SURFACE_AREA>
242.75999999999996

> <JCHEM_REFRACTIVITY>
132.8602

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-bromo-4-[2,4,6-trihydroxy-3-(2,4,6-trihydroxyphenyl)phenyl]-6-(2,4,6-trihydroxyphenyl)benzene-1,3,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.002 -12.320   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   23 Br   UNK     0       5.335 -13.860   0.000  0.00  0.00          Br+0
HETATM   24  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    2                                                       
CONECT   10    6   11   17                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   19                                                  
CONECT   17   16   10   18                                                  
CONECT   18   17                                                            
CONECT   19   16   20   27                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   29                                                  
CONECT   27   26   19   28                                                  
CONECT   28   27                                                            
CONECT   29   26   30   36                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   29   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₁₇BrO₁₂

Average Mass

577.2920 Da

Monoisotopic Mass

575.99034 Da

IUPAC Name

2-bromo-4-[2,4,6-trihydroxy-3-(2,4,6-trihydroxyphenyl)phenyl]-6-(2,4,6-trihydroxyphenyl)benzene-1,3,5-triol

Traditional Name

2-bromo-4-[2,4,6-trihydroxy-3-(2,4,6-trihydroxyphenyl)phenyl]-6-(2,4,6-trihydroxyphenyl)benzene-1,3,5-triol

CAS Registry Number

Not Available

SMILES

OC1=CC(O)=C(C(O)=C1)C1=C(O)C=C(O)C(=C1O)C1=C(O)C(Br)=C(O)C(=C1O)C1=C(O)C=C(O)C=C1O

InChI Identifier

InChI=1S/C24H17BrO12/c25-20-23(36)18(15-10(30)3-7(27)4-11(15)31)22(35)19(24(20)37)17-13(33)5-12(32)16(21(17)34)14-8(28)1-6(26)2-9(14)29/h1-5,26-37H

InChI Key

CJWINCMNQKZUII-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Analipus japonicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as m-terphenyls. These are terphenyls with a structure containing the 1,3-diphenylbenzene skeleton.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Terphenyls

Direct Parent

M-terphenyls

Alternative Parents

Substituents

Meta-terphenyl
Biphenol
Brominated biphenyl
Biphenyl
Benzenetriol
Phloroglucinol derivative
4-halophenol
4-bromophenol
2-halophenol
2-bromophenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Bromobenzene
Halobenzene
Phenol
Aryl halide
Aryl bromide
Polyol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organobromide
Organohalogen 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	2.89	ALOGPS
logP	4.04	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.31	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	242.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	132.86 m³·mol⁻¹	ChemAxon
Polarizability	50.29 Å³	ChemAxon
Number of Rings	4	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101421585

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol (NP0228052)

MOL for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)

3D MOL for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)

3D SDF for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)

3D-SDF for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)

PDB for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)

3D PDB for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)

SMILES for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)

INCHI for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)

Structure for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)

3D Structure for NP0228052 (3-bromo-5-{2,2',4,4',6,6'-hexahydroxy-[1,1'-biphenyl]-3-yl}-[1,1'-biphenyl]-2,2',4,4',6,6'-hexol)