NP-MRD: Showing NP-Card for 2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone (NP0005768)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 02:55:37 UTC

Updated at

2021-07-15 16:52:55 UTC

NP-MRD ID

NP0005768

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone

Provided By

NPAtlas

Description

2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone is found in Stilbella fimetaria. 2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone was first documented in 2005 (PMID: 15787429). Based on a literature review very few articles have been published on 2,5-Dihydroxy-3-(3,4,5-trihydroxyphenyl)-6-phenyl-1,4-benzoquinone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118223D          

 37 39  0  0  0  0            999 V2000
   -1.5552   -1.9032   -1.7906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.0596   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056   -1.0155   -0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -1.9198   -1.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -0.1486    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726   -0.0705    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.0317    1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535    0.1416    1.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    0.2454    3.1206 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0694    0.1503    0.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4391    0.2661    1.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5940    0.0454   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092    0.0557   -1.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510   -0.0653   -0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1207    0.8114    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    1.6516    1.5956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119    0.7672    0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    1.6684    1.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804   -0.1116   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263   -0.0974   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9830   -1.3246   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3627   -1.3305   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1021   -0.1574   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4426    1.0773   -0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    1.0404   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -2.4963   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    0.0180    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746    0.2333    3.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0681    0.2725    0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2099   -0.0166   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9393   -0.1438   -1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069    2.0653    2.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311   -2.2457   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9093   -2.2806   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1782   -0.1720   -0.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262    1.9836   -0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526    1.9932   -0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  2  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
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19  2  1  0  0  0  0
 25 20  1  0  0  0  0
 14  6  1  0  0  0  0
  4 26  1  0  0  0  0
  7 27  1  0  0  0  0
  9 28  1  0  0  0  0
 11 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 18 32  1  0  0  0  0
 21 33  1  0  0  0  0
 22 34  1  0  0  0  0
 23 35  1  0  0  0  0
 24 36  1  0  0  0  0
 25 37  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.5552   -1.9032   -1.7906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.0596   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056   -1.0155   -0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -1.9198   -1.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -0.1486    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726   -0.0705    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.0317    1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535    0.1416    1.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    0.2454    3.1206 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0694    0.1503    0.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4391    0.2661    1.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5940    0.0454   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092    0.0557   -1.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510   -0.0653   -0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1207    0.8114    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    1.6516    1.5956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119    0.7672    0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    1.6684    1.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804   -0.1116   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263   -0.0974   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9830   -1.3246   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3627   -1.3305   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1021   -0.1574   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4426    1.0773   -0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    1.0404   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -2.4963   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    0.0180    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746    0.2333    3.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0681    0.2725    0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2099   -0.0166   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9393   -0.1438   -1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069    2.0653    2.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311   -2.2457   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9093   -2.2806   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1782   -0.1720   -0.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262    1.9836   -0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526    1.9932   -0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19  2  1  0
 25 20  1  0
 14  6  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 18 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
 24 36  1  0
 25 37  1  0
M  END


  Mrv1652306242118223D          

 37 39  0  0  0  0            999 V2000
   -1.5552   -1.9032   -1.7906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.0596   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056   -1.0155   -0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -1.9198   -1.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -0.1486    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726   -0.0705    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.0317    1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535    0.1416    1.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    0.2454    3.1206 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0694    0.1503    0.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4391    0.2661    1.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5940    0.0454   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092    0.0557   -1.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510   -0.0653   -0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1207    0.8114    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    1.6516    1.5956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119    0.7672    0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    1.6684    1.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804   -0.1116   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263   -0.0974   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9830   -1.3246   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3627   -1.3305   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1021   -0.1574   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4426    1.0773   -0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    1.0404   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -2.4963   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    0.0180    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746    0.2333    3.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0681    0.2725    0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2099   -0.0166   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9393   -0.1438   -1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069    2.0653    2.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311   -2.2457   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9093   -2.2806   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1782   -0.1720   -0.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262    1.9836   -0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526    1.9932   -0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  2  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
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19  2  1  0  0  0  0
 25 20  1  0  0  0  0
 14  6  1  0  0  0  0
  4 26  1  0  0  0  0
  7 27  1  0  0  0  0
  9 28  1  0  0  0  0
 11 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 18 32  1  0  0  0  0
 21 33  1  0  0  0  0
 22 34  1  0  0  0  0
 23 35  1  0  0  0  0
 24 36  1  0  0  0  0
 25 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005768

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O7/c19-10-6-9(7-11(20)14(10)21)13-17(24)15(22)12(16(23)18(13)25)8-4-2-1-3-5-8/h1-7,19-22,25H

> <INCHI_KEY>
OZTXUNBXAHGFHP-UHFFFAOYSA-N

> <FORMULA>
C18H12O7

> <MOLECULAR_WEIGHT>
340.287

> <EXACT_MASS>
340.058302726

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
33.45594595498224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)cyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
2.412278074333334

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.15701786383604

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.859094061697583

> <JCHEM_PKA_STRONGEST_BASIC>
-5.46671453460834

> <JCHEM_POLAR_SURFACE_AREA>
135.29

> <JCHEM_REFRACTIVITY>
89.81050000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)cyclohexa-2,5-diene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.5552   -1.9032   -1.7906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.0596   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056   -1.0155   -0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -1.9198   -1.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -0.1486    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726   -0.0705    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.0317    1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535    0.1416    1.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    0.2454    3.1206 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0694    0.1503    0.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4391    0.2661    1.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5940    0.0454   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092    0.0557   -1.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510   -0.0653   -0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1207    0.8114    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    1.6516    1.5956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119    0.7672    0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    1.6684    1.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804   -0.1116   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263   -0.0974   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9830   -1.3246   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3627   -1.3305   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1021   -0.1574   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4426    1.0773   -0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    1.0404   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -2.4963   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    0.0180    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746    0.2333    3.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0681    0.2725    0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2099   -0.0166   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9393   -0.1438   -1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069    2.0653    2.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311   -2.2457   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9093   -2.2806   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1782   -0.1720   -0.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262    1.9836   -0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526    1.9932   -0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19  2  1  0
 25 20  1  0
 14  6  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 18 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
 24 36  1  0
 25 37  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  O   UNK     0      -1.555  -1.903  -1.791  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.048  -1.060  -0.990  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.406  -1.016  -0.775  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.196  -1.920  -1.475  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.951  -0.149   0.054  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.373  -0.071   0.292  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.798   0.032   1.599  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.154   0.142   1.826  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.633   0.245   3.121  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.069   0.150   0.774  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.439   0.266   1.072  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.594   0.045  -0.513  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.509   0.056  -1.557  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.251  -0.065  -0.765  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.121   0.811   0.795  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.647   1.652   1.596  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.312   0.767   0.582  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.133   1.668   1.272  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.880  -0.112  -0.259  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.326  -0.097  -0.438  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.983  -1.325  -0.501  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.363  -1.331  -0.675  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.102  -0.157  -0.786  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.443   1.077  -0.723  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.091   1.040  -0.553  0.00  0.00           C+0
HETATM   26  H   UNK     0       0.837  -2.496  -2.213  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.070   0.018   2.401  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.975   0.233   3.884  0.00  0.00           H+0
HETATM   29  H   UNK     0       7.068   0.273   0.279  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.210  -0.017  -2.511  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.939  -0.144  -1.800  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.907   2.065   2.168  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.431  -2.246  -0.416  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.909  -2.281  -0.729  0.00  0.00           H+0
HETATM   35  H   UNK     0      -7.178  -0.172  -0.923  0.00  0.00           H+0
HETATM   36  H   UNK     0      -6.026   1.984  -0.811  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.553   1.993  -0.509  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3   26                                                       
CONECT    5    3    6   15                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   27                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   28                                                       
CONECT   10    8   11   12                                                  
CONECT   11   10   29                                                       
CONECT   12   10   13   14                                                  
CONECT   13   12   30                                                       
CONECT   14   12    6   31                                                  
CONECT   15    5   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17   32                                                       
CONECT   19   17   20    2                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22   33                                                  
CONECT   22   21   23   34                                                  
CONECT   23   22   24   35                                                  
CONECT   24   23   25   36                                                  
CONECT   25   24   20   37                                                  
CONECT   26    4                                                            
CONECT   27    7                                                            
CONECT   28    9                                                            
CONECT   29   11                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   18                                                            
CONECT   33   21                                                            
CONECT   34   22                                                            
CONECT   35   23                                                            
CONECT   36   24                                                            
CONECT   37   25                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
   -1.5552   -1.9032   -1.7906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.0596   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4056   -1.0155   -0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962   -1.9198   -1.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509   -0.1486    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3726   -0.0705    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.0317    1.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535    0.1416    1.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    0.2454    3.1206 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0694    0.1503    0.7743 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4391    0.2661    1.0717 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5940    0.0454   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092    0.0557   -1.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510   -0.0653   -0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1207    0.8114    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    1.6516    1.5956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119    0.7672    0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    1.6684    1.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804   -0.1116   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263   -0.0974   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9830   -1.3246   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3627   -1.3305   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1021   -0.1574   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4426    1.0773   -0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    1.0404   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -2.4963   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    0.0180    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746    0.2333    3.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0681    0.2725    0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2099   -0.0166   -2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9393   -0.1438   -1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069    2.0653    2.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4311   -2.2457   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9093   -2.2806   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1782   -0.1720   -0.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262    1.9836   -0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526    1.9932   -0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19  2  1  0
 25 20  1  0
 14  6  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 18 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
 24 36  1  0
 25 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₈H₁₂O₇

Average Mass

340.2870 Da

Monoisotopic Mass

340.05830 Da

IUPAC Name

2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)cyclohexa-2,5-diene-1,4-dione

Traditional Name

2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)cyclohexa-2,5-diene-1,4-dione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H12O7/c19-10-6-9(7-11(20)14(10)21)13-17(24)15(22)12(16(23)18(13)25)8-4-2-1-3-5-8/h1-7,19-22,25H

InChI Key

OZTXUNBXAHGFHP-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
Stilbella fimetaria	NPAtlas	15787429

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as pyrogallols and derivatives. These are compounds containing a 1,2,3-trihydroxybenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

Benzenetriols and derivatives

Direct Parent

Pyrogallols and derivatives

Alternative Parents

Substituents

Pyrogallol derivative
P-benzoquinone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Cyclic ketone
Polyol
Enol
Organic oxide
Organooxygen compound
Carbonyl group
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	1.74	ALOGPS
logP	2.41	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.86	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.81 m³·mol⁻¹	ChemAxon
Polarizability	33.46 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA007723

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10216975

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135454817

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Puder C, Wagner K, Vettermann R, Hauptmann R, Potterat O: Terphenylquinone inhibitors of the src protein tyrosine kinase from Stilbella sp. J Nat Prod. 2005 Mar;68(3):323-6. doi: 10.1021/np040150d. [PubMed:15787429 ]

Showing NP-Card for 2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone (NP0005768)

MOL for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)

3D MOL for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)

3D SDF for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)

3D-SDF for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)

PDB for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)

3D PDB for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)

SMILES for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)

INCHI for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)

Structure for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)

3D Structure for NP0005768 (2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone)