NP-MRD: Showing NP-Card for 5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid (NP0286769)

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Record Information

Version

2.0

Created at

2022-09-09 15:30:17 UTC

Updated at

2022-09-09 15:30:17 UTC

NP-MRD ID

NP0286769

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid

Description

2-[5-Carboxy-4-(5-carboxy-2,3-dihydroxyphenoxy)-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoic acid belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. 5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid is found in Tamarix aphylla. 2-[5-Carboxy-4-(5-carboxy-2,3-dihydroxyphenoxy)-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231518452D          

 36 38  0  0  0  0            999 V2000
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -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
   -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 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
   -2.1434   -6.1875    0.0000 O   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
   -3.5724   -5.3625    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
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   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
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    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 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
   -5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 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
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  2  0  0  0  0
 12 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 10 36  2  0  0  0  0
  4 36  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    6.3918    2.8537    1.1012 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6644    1.9707    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9054    2.0705   -0.3642 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7262    0.8938   -0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0620   -0.0565   -1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1963   -1.0704   -1.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5153   -2.0479   -2.2923 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396   -1.1842   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1320   -2.2413   -1.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910   -0.2531    0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -0.2704    0.8451 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256   -0.3012    0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729   -1.4592    0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0289   -2.5914    1.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1969   -2.5488    1.7059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280   -3.7798    1.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9461   -1.5280    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6056   -0.4242   -0.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9092   -0.6339   -0.6144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0275    0.0212   -0.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8024    0.8043   -0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5005    0.9548   -2.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2234    1.6770   -3.1195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4179    0.3064   -2.9880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9169    1.4258   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2383    1.2517    0.8562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3517    1.8551    1.4367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4569    0.4495    1.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8298    0.3107    3.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3593   -0.1573    1.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5474   -0.9590    1.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893    0.7168   -0.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3991    1.8802   -0.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4773    0.7792   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1437    1.9805   -0.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979    0.7714    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0580    1.8475   -1.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0333   -0.0070   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4324   -1.9719   -2.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941   -2.9188   -1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1815   -4.1956    0.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029   -2.4640    0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3951    0.0186   -3.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5509    2.0515   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5892    1.7283    2.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3066   -0.2456    3.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7181   -1.1318    2.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2838    2.1282   -1.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0955    2.1701   -0.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2276    1.5240    1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 34  2  0
 34 35  1  0
 34 32  1  0
 32 33  1  0
 32 18  2  0
 18 19  1  0
 19 20  1  0
 20 30  2  0
 30 31  1  0
 30 28  1  0
 28 29  1  0
 28 26  2  0
 26 27  1  0
 26 25  1  0
 25 21  2  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 18 17  1  0
 17 13  2  0
 13 14  1  0
 14 16  1  0
 14 15  2  0
 10 36  2  0
 36  4  1  0
 13 12  1  0
 21 20  1  0
  3 37  1  0
  5 38  1  0
  7 39  1  0
  9 40  1  0
 35 49  1  0
 33 48  1  0
 31 47  1  0
 29 46  1  0
 27 45  1  0
 25 44  1  0
 24 43  1  0
 17 42  1  0
 16 41  1  0
 36 50  1  0
M  END


  Mrv1533004231518452D          

 36 38  0  0  0  0            999 V2000
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -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
   -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 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
   -2.1434   -6.1875    0.0000 O   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
   -3.5724   -5.3625    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
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   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
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    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 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
   -5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 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
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  2  0  0  0  0
 12 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 10 36  2  0  0  0  0
  4 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0286769

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1=CC(O)=C(O)C(OC2=C(O)C(O)=C(OC3=C(O)C(O)=C(O)C=C3C(O)=O)C=C2C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H14O15/c22-8-1-5(19(29)30)2-10(12(8)24)35-18-7(21(33)34)4-11(14(26)16(18)28)36-17-6(20(31)32)3-9(23)13(25)15(17)27/h1-4,22-28H,(H,29,30)(H,31,32)(H,33,34)

> <INCHI_KEY>
IOORXELYIIHLSI-UHFFFAOYSA-N

> <FORMULA>
C21H14O15

> <MOLECULAR_WEIGHT>
506.328

> <EXACT_MASS>
506.033269751

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
43.38849255328041

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
1.821611654333333

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
3.584136183028985

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0690187010887704

> <JCHEM_PKA_STRONGEST_BASIC>
-6.410639148672588

> <JCHEM_POLAR_SURFACE_AREA>
271.96999999999997

> <JCHEM_REFRACTIVITY>
114.17449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -12.003 -10.010   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -14.670 -11.550   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -17.338 -10.010   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0     -16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -13.337  -4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -16.004  -4.620   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -8.002 -12.320   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0     -10.669 -12.320   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   36                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   36                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   32                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   31                                                  
CONECT   18   17   19                                                       
CONECT   19   18   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                                                       
CONECT   27   26   19   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   17   32                                                       
CONECT   32   31   12   33                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   10    4                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Value	Source
2-[5-Carboxy-4-(5-carboxy-2,3-dihydroxyphenoxy)-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoate	Generator
Dehydrotrigallate	Generator

Chemical Formula

C₂₁H₁₄O₁₅

Average Mass

506.3280 Da

Monoisotopic Mass

506.03327 Da

IUPAC Name

5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid

Traditional Name

5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC(O)=C(O)C(OC2=C(O)C(O)=C(OC3=C(O)C(O)=C(O)C=C3C(O)=O)C=C2C(O)=O)=C1

InChI Identifier

InChI=1S/C21H14O15/c22-8-1-5(19(29)30)2-10(12(8)24)35-18-7(21(33)34)4-11(14(26)16(18)28)36-17-6(20(31)32)3-9(23)13(25)15(17)27/h1-4,22-28H,(H,29,30)(H,31,32)(H,33,34)

InChI Key

IOORXELYIIHLSI-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
Tamarix aphylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Gallic acid or derivatives
Gallic acid
Dihydroxybenzoic acid
Diaryl ether
Hydroxybenzoic acid
Benzenetriol
Benzoic acid or derivatives
Benzoic acid
Pyrogallol derivative
Phenoxy compound
Phenol ether
Benzoyl
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Ether
Carboxylic acid derivative
Polyol
Carboxylic acid
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	2.92	ALOGPS
logP	1.82	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	271.97 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	114.17 m³·mol⁻¹	ChemAxon
Polarizability	43.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

101664513

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid (NP0286769)

MOL for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)

3D MOL for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)

3D SDF for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)

3D-SDF for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)

PDB for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)

3D PDB for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)

SMILES for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)

INCHI for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)

Structure for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)

3D Structure for NP0286769 (5-(6-carboxy-2,3,4-trihydroxyphenoxy)-2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4-dihydroxybenzoic acid)