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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:10:46 UTC

Update Date

2021-09-26 23:03:51 UTC

HMDB ID

HMDB0251692

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Eckol

Description

eckol belongs to the class of organic compounds known as tannins. These are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). eckol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on eckol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Eckol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Eckol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533004241503352D          

 27 30  0  0  0  0            999 V2000
    0.7145   -6.1875    0.0000 O   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
    0.0000   -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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    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   -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
    6.4302   -1.2375    0.0000 O   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
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   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
    2.8579   -2.4750    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
  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 15 26  2  0  0  0  0
  7 27  2  0  0  0  0
  2 27  1  0  0  0  0
M  END

HMDB0251692
     RDKit          3D
Eckol
 39 42  0  0  0  0  0  0  0  0999 V2000
    3.8944    0.5375   -2.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866    0.6270   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4837    1.4131   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478    1.4776    1.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0604    2.2711    1.9099 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    0.7417    1.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919   -0.0432    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734   -0.7509    1.4215 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886   -1.5714    0.7927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -2.9089    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9097   -3.5190    1.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -3.6846   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928   -3.1440   -0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3187   -3.9449   -1.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6349   -1.7862   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6847   -1.0182    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768    0.3321    0.4629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1340    0.9192    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3127    2.2858    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249    2.9931    0.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4813    2.8634   -0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    2.0770   -0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5741    2.6660   -1.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2283    0.7303   -1.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0520    0.1346   -0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8086   -1.2185   -0.8068 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6465   -0.0920   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5291   -0.2035   -2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122    1.9925   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    2.3700    2.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0305    0.8107    2.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663   -4.4960    0.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204   -4.7527   -0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -3.5359   -1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202    3.9781    1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232    3.9302   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2946    2.1433   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    0.0877   -1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -0.7123   -1.0826 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  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
  7 27  2  0
 27  2  1  0
 16  9  1  0
 25 18  1  0
 26 15  1  0
  1 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 20 35  1  0
 21 36  1  0
 23 37  1  0
 24 38  1  0
 27 39  1  0
M  END


  Mrv1533004241503352D          

 27 30  0  0  0  0            999 V2000
    0.7145   -6.1875    0.0000 O   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
    0.0000   -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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    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   -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
    6.4302   -1.2375    0.0000 O   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
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   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
    2.8579   -2.4750    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
  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 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
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 15 26  2  0  0  0  0
  7 27  2  0  0  0  0
  2 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251692

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(OC2=C(O)C=C(O)C3=C2OC2=C(O)C=C(O)C=C2O3)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O9/c19-7-1-8(20)3-10(2-7)25-16-12(23)6-13(24)17-18(16)27-15-11(22)4-9(21)5-14(15)26-17/h1-6,19-24H

> <INCHI_KEY>
PCZZRBGISTUIOA-UHFFFAOYSA-N

> <FORMULA>
C18H12O9

> <MOLECULAR_WEIGHT>
372.285

> <EXACT_MASS>
372.048131966

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.38286608611467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(3,5-dihydroxyphenoxy)oxanthrene-1,3,6,8-tetrol

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.679469619

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.240489717748309

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.702505710778854

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5071175395099874

> <JCHEM_POLAR_SURFACE_AREA>
149.07

> <JCHEM_REFRACTIVITY>
90.6078

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
eckol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251692
     RDKit          3D
Eckol
 39 42  0  0  0  0  0  0  0  0999 V2000
    3.8944    0.5375   -2.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866    0.6270   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4837    1.4131   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478    1.4776    1.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0604    2.2711    1.9099 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    0.7417    1.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919   -0.0432    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734   -0.7509    1.4215 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886   -1.5714    0.7927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -2.9089    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9097   -3.5190    1.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -3.6846   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928   -3.1440   -0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3187   -3.9449   -1.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6349   -1.7862   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6847   -1.0182    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768    0.3321    0.4629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1340    0.9192    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3127    2.2858    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249    2.9931    0.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4813    2.8634   -0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    2.0770   -0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5741    2.6660   -1.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2283    0.7303   -1.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0520    0.1346   -0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8086   -1.2185   -0.8068 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6465   -0.0920   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5291   -0.2035   -2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122    1.9925   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    2.3700    2.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0305    0.8107    2.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663   -4.4960    0.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204   -4.7527   -0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -3.5359   -1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202    3.9781    1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232    3.9302   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2946    2.1433   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    0.0877   -1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -0.7123   -1.0826 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  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
  7 27  2  0
 27  2  1  0
 16  9  1  0
 25 18  1  0
 26 15  1  0
  1 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 20 35  1  0
 21 36  1  0
 23 37  1  0
 24 38  1  0
 27 39  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   27                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   26                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25    9   15                                                  
CONECT   27    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0251692
HETATM    1  O1  UNL     1       3.894   0.537  -2.421  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.687   0.627  -1.054  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.484   1.413  -0.236  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.248   1.478   1.118  1.00  0.00           C  
HETATM    5  O2  UNL     1       5.060   2.271   1.910  1.00  0.00           O  
HETATM    6  C4  UNL     1       3.193   0.742   1.669  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.392  -0.043   0.874  1.00  0.00           C  
HETATM    8  O3  UNL     1       1.373  -0.751   1.421  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.489  -1.571   0.793  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.729  -2.909   0.623  1.00  0.00           C  
HETATM   11  O4  UNL     1       1.910  -3.519   1.090  1.00  0.00           O  
HETATM   12  C8  UNL     1      -0.210  -3.685  -0.024  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.393  -3.144  -0.507  1.00  0.00           C  
HETATM   14  O5  UNL     1      -2.319  -3.945  -1.153  1.00  0.00           O  
HETATM   15  C10 UNL     1      -1.635  -1.786  -0.334  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.685  -1.018   0.317  1.00  0.00           C  
HETATM   17  O6  UNL     1      -0.977   0.332   0.463  1.00  0.00           O  
HETATM   18  C12 UNL     1      -2.134   0.919   0.003  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.313   2.286   0.210  1.00  0.00           C  
HETATM   20  O7  UNL     1      -1.325   2.993   0.866  1.00  0.00           O  
HETATM   21  C14 UNL     1      -3.481   2.863  -0.258  1.00  0.00           C  
HETATM   22  C15 UNL     1      -4.410   2.077  -0.902  1.00  0.00           C  
HETATM   23  O8  UNL     1      -5.574   2.666  -1.365  1.00  0.00           O  
HETATM   24  C16 UNL     1      -4.228   0.730  -1.103  1.00  0.00           C  
HETATM   25  C17 UNL     1      -3.052   0.135  -0.635  1.00  0.00           C  
HETATM   26  O9  UNL     1      -2.809  -1.218  -0.807  1.00  0.00           O  
HETATM   27  C18 UNL     1       2.646  -0.092  -0.475  1.00  0.00           C  
HETATM   28  H1  UNL     1       4.529  -0.203  -2.746  1.00  0.00           H  
HETATM   29  H2  UNL     1       5.312   1.993  -0.661  1.00  0.00           H  
HETATM   30  H3  UNL     1       4.955   2.370   2.892  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.030   0.811   2.733  1.00  0.00           H  
HETATM   32  H5  UNL     1       2.066  -4.496   0.957  1.00  0.00           H  
HETATM   33  H6  UNL     1      -0.020  -4.753  -0.160  1.00  0.00           H  
HETATM   34  H7  UNL     1      -3.172  -3.536  -1.497  1.00  0.00           H  
HETATM   35  H8  UNL     1      -1.420   3.978   1.033  1.00  0.00           H  
HETATM   36  H9  UNL     1      -3.623   3.930  -0.098  1.00  0.00           H  
HETATM   37  H10 UNL     1      -6.295   2.143  -1.846  1.00  0.00           H  
HETATM   38  H11 UNL     1      -4.933   0.088  -1.602  1.00  0.00           H  
HETATM   39  H12 UNL     1       2.009  -0.712  -1.083  1.00  0.00           H  
CONECT    1    2   28
CONECT    2    3    3   27
CONECT    3    4   29
CONECT    4    5    6    6
CONECT    5   30
CONECT    6    7   31
CONECT    7    8   27   27
CONECT    8    9
CONECT    9   10   10   16
CONECT   10   11   12
CONECT   11   32
CONECT   12   13   13   33
CONECT   13   14   15
CONECT   14   34
CONECT   15   16   16   26
CONECT   16   17
CONECT   17   18
CONECT   18   19   19   25
CONECT   19   20   21
CONECT   20   35
CONECT   21   22   22   36
CONECT   22   23   24
CONECT   23   37
CONECT   24   25   25   38
CONECT   25   26
CONECT   27   39
END

HMDB0251692
     RDKit          3D
Eckol
 39 42  0  0  0  0  0  0  0  0999 V2000
    3.8944    0.5375   -2.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866    0.6270   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4837    1.4131   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478    1.4776    1.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0604    2.2711    1.9099 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    0.7417    1.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919   -0.0432    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734   -0.7509    1.4215 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886   -1.5714    0.7927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -2.9089    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9097   -3.5190    1.0903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -3.6846   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928   -3.1440   -0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3187   -3.9449   -1.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6349   -1.7862   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6847   -1.0182    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768    0.3321    0.4629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1340    0.9192    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3127    2.2858    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3249    2.9931    0.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4813    2.8634   -0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    2.0770   -0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5741    2.6660   -1.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2283    0.7303   -1.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0520    0.1346   -0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8086   -1.2185   -0.8068 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6465   -0.0920   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5291   -0.2035   -2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122    1.9925   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    2.3700    2.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0305    0.8107    2.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663   -4.4960    0.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204   -4.7527   -0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -3.5359   -1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202    3.9781    1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6232    3.9302   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2946    2.1433   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    0.0877   -1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -0.7123   -1.0826 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  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
  7 27  2  0
 27  2  1  0
 16  9  1  0
 25 18  1  0
 26 15  1  0
  1 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 20 35  1  0
 21 36  1  0
 23 37  1  0
 24 38  1  0
 27 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3,5-Dihydroxyphenoxy)-2,4,7,9-tetrahydroxydibenzo-1,4-dioxin	ChEBI
4-(3,5-Dihydroxyphenoxy)-dibenzo(b,e)(1,4)dioxin-1,3,6,8-tetrol	ChEBI
4-(3,5-Dihydroxyphenoxy)dibenzo-p-dioxin-1,3,6,8-tetrol	ChEBI

Chemical Formula

C₁₈H₁₂O₉

Average Molecular Weight

372.285

Monoisotopic Molecular Weight

372.048131966

IUPAC Name

4-(3,5-dihydroxyphenoxy)oxanthrene-1,3,6,8-tetrol

Traditional Name

eckol

CAS Registry Number

Not Available

SMILES

OC1=CC(OC2=C(O)C=C(O)C3=C2OC2=C(O)C=C(O)C=C2O3)=CC(O)=C1

InChI Identifier

InChI=1S/C18H12O9/c19-7-1-8(20)3-10(2-7)25-16-12(23)6-13(24)17-18(16)27-15-11(22)4-9(21)5-14(15)26-17/h1-6,19-24H

InChI Key

PCZZRBGISTUIOA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tannins. These are naturally occurring polyphenols which be categorized into four main classes: Hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Not Available

Direct Parent

Tannins

Alternative Parents

Substituents

Tannin
Dibenzo-p-dioxin
Diaryl ether
Phenoxy compound
Phenol ether
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Polyol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phlorotannin (CHEBI:65819 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.71	ALOGPS
logP	2.68	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.7	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	149.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.61 m³·mol⁻¹	ChemAxon
Polarizability	34.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	186.919	30932474
DeepCCS	[M-H]-	184.561	30932474
DeepCCS	[M-2H]-	218.573	30932474
DeepCCS	[M+Na]+	193.801	30932474
AllCCS	[M+H]+	182.1	32859911
AllCCS	[M+H-H2O]+	179.4	32859911
AllCCS	[M+NH4]+	184.5	32859911
AllCCS	[M+Na]+	185.2	32859911
AllCCS	[M-H]-	176.1	32859911
AllCCS	[M+Na-2H]-	174.7	32859911
AllCCS	[M+HCOO]-	173.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Eckol	OC1=CC(OC2=C(O)C=C(O)C3=C2OC2=C(O)C=C(O)C=C2O3)=CC(O)=C1	6160.0	Standard polar	33892256
Eckol	OC1=CC(OC2=C(O)C=C(O)C3=C2OC2=C(O)C=C(O)C=C2O3)=CC(O)=C1	3633.3	Standard non polar	33892256
Eckol	OC1=CC(OC2=C(O)C=C(O)C3=C2OC2=C(O)C=C(O)C=C2O3)=CC(O)=C1	3889.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ukc-0139000000-0057b5af72f96997ad53	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eckol GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eckol 10V, Positive-QTOF	splash10-00di-0009000000-d5928f43b8885204aace	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eckol 20V, Positive-QTOF	splash10-00di-0009000000-61a24f98f0f1bac645c7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eckol 40V, Positive-QTOF	splash10-000i-0198000000-b25d1495525d059b884c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eckol 10V, Negative-QTOF	splash10-00di-0009000000-49ee8f671d7fe23db8d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eckol 20V, Negative-QTOF	splash10-00di-0019000000-5a09a63f1c06a5f7543f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eckol 40V, Negative-QTOF	splash10-002u-8495000000-6a4497c83923f5d57c86	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00031757

Chemspider ID

128740

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Eckol

METLIN ID

Not Available

PubChem Compound

145937

PDB ID

Not Available

ChEBI ID

65819

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Eckol (HMDB0251692)

MOL for HMDB0251692 (Eckol)

3D MOL for HMDB0251692 (Eckol)

3D SDF for HMDB0251692 (Eckol)

3D-SDF for HMDB0251692 (Eckol)

PDB for HMDB0251692 (Eckol)

3D PDB for HMDB0251692 (Eckol)

SMILES for HMDB0251692 (Eckol)

INCHI for HMDB0251692 (Eckol)

Structure for HMDB0251692 (Eckol)

3D Structure for HMDB0251692 (Eckol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra