NP-MRD: Showing NP-Card for Ellagic acid (NP0001478)

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Record Information

Version

2.0

Created at

2006-05-22 15:12:18 UTC

Updated at

2024-09-03 04:17:59 UTC

NP-MRD ID

NP0001478

Natural Product DOI

https://doi.org/10.57994/1245

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ellagic acid

Description

Ellagic acid is an organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. It has a role as an antioxidant, a food additive, a plant metabolite, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an EC 1.14.18.1 (Tyrosinase) inhibitor, an EC 2.3.1.5 (Arylamine N-acetyltransferase) inhibitor, an EC 2.4.1.1 (Glycogen phosphorylase) inhibitor, an EC 2.5.1.18 (Glutathione transferase) inhibitor, an EC 2.7.1.127 (Inositol-trisphosphate 3-kinase) inhibitor, an EC 2.7.1.151 (Inositol-polyphosphate multikinase) inhibitor, an EC 2.7.4.6 (Nucleoside-diphosphate kinase) inhibitor, a skin lightening agent, a fungal metabolite and an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor. It is an organic heterotetracyclic compound, a cyclic ketone, a lactone, a member of catechols and a polyphenol. It derives from a gallic acid. Ellagic acid, also known as ellagate, belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. The antiproliferative and antioxidant properties of ellagic acid have spurred preliminary research into the potential health benefits of ellagic acid consumption. Ellagic acid's therapeutic action mostly involves antioxidant and anti-proliferative/anti-cancer effects. Ellagic acid is found, on average, in the highest concentration within a few different foods, such as chestnuts, common walnuts, and japanese walnuts and in a lower concentration in whiskies, arctic blackberries, and cloudberries. Ellagic acid has also been detected, but not quantified in several different foods, such as lowbush blueberries, bilberries, guava, strawberry guava, and bog bilberries.

Structure

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


  Mrv1652306242117433D          

 28 31  0  0  0  0            999 V2000
   -0.8641    3.2604    1.4474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3726    2.2077    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497    2.1238    0.8643 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5354    1.0579    0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230    1.0058    0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7120    2.0682    0.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -0.1498   -0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581   -0.2097   -0.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6735   -1.2204   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949   -1.1707   -0.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690   -2.2071   -0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9819   -3.2522   -1.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447   -2.0887   -0.8546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4267   -1.0214   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8082   -0.9609   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999   -2.0339   -0.6880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3450    0.1950    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7028    0.3424    0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5498    1.2620    0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1789    1.1673    0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173    0.0198    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7602   -0.0088   -0.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493    2.8861    1.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3258   -1.0340   -0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1242   -2.1087   -1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5946   -1.9968   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4175   -0.3022    0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969    2.1690    1.0887 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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20  2  1  0  0  0  0
 22  4  1  0  0  0  0
 22 10  2  0  0  0  0
 21 14  2  0  0  0  0
  6 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 16 26  1  0  0  0  0
 18 27  1  0  0  0  0
 19 28  1  0  0  0  0
M  END

HMDB0002899
     RDKit          3D
Ellagic acid
 28 31  0  0  0  0  0  0  0  0999 V2000
    0.4486    3.0259   -2.0044 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0521    2.0312   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2342    1.8225   -1.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835    0.8051   -0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0405    0.5890   -0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678    1.4705   -0.6725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4606   -0.4951    0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8210   -0.7263    0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161   -1.3575    1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596   -1.1511    0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1771   -1.9941    1.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5699   -2.9895    1.9895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -1.7887    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531   -0.7703    0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177   -0.5622    0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275   -1.4518    0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    0.5148   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6954    0.7836   -0.8490 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3806    1.3837   -1.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0358    1.1910   -0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174    0.1037   -0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -0.0651    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763    2.2801   -1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1078   -1.5279    1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185   -2.2087    1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8083   -1.3572    0.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    0.2117   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    2.2328   -1.6497 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
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20  2  1  0
 22  4  1  0
 22 10  2  0
 21 14  2  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 16 26  1  0
 18 27  1  0
 19 28  1  0
M  END


  Mrv1652306242117433D          

 28 31  0  0  0  0            999 V2000
   -0.8641    3.2604    1.4474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3726    2.2077    0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497    2.1238    0.8643 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5354    1.0579    0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230    1.0058    0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7120    2.0682    0.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -0.1498   -0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581   -0.2097   -0.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6735   -1.2204   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949   -1.1707   -0.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690   -2.2071   -0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9819   -3.2522   -1.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447   -2.0887   -0.8546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4267   -1.0214   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8082   -0.9609   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999   -2.0339   -0.6880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3450    0.1950    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7028    0.3424    0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5498    1.2620    0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1789    1.1673    0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173    0.0198    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7602   -0.0088   -0.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493    2.8861    1.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3258   -1.0340   -0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1242   -2.1087   -1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5946   -1.9968   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4175   -0.3022    0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969    2.1690    1.0887 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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20  2  1  0  0  0  0
 22  4  1  0  0  0  0
 22 10  2  0  0  0  0
 21 14  2  0  0  0  0
  6 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 16 26  1  0  0  0  0
 18 27  1  0  0  0  0
 19 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001478

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C3C(OC(=O)C4=C([H])C(O[H])=C(O[H])C(OC2=O)=C34)=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H

> <INCHI_KEY>
AFSDNFLWKVMVRB-UHFFFAOYSA-N

> <FORMULA>
C14H6O8

> <MOLECULAR_WEIGHT>
302.194

> <EXACT_MASS>
302.006267153

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
26.33823800600257

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

> <ALOGPS_LOGP>
1.59

> <JCHEM_LOGP>
2.315922418

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.223512033465745

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.538315807620176

> <JCHEM_PKA_STRONGEST_BASIC>
-4.79589214812241

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
70.60760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002899
     RDKit          3D
Ellagic acid
 28 31  0  0  0  0  0  0  0  0999 V2000
    0.4486    3.0259   -2.0044 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0521    2.0312   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2342    1.8225   -1.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835    0.8051   -0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0405    0.5890   -0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678    1.4705   -0.6725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4606   -0.4951    0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8210   -0.7263    0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161   -1.3575    1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596   -1.1511    0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1771   -1.9941    1.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5699   -2.9895    1.9895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -1.7887    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531   -0.7703    0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177   -0.5622    0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275   -1.4518    0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    0.5148   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6954    0.7836   -0.8490 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3806    1.3837   -1.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0358    1.1910   -0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174    0.1037   -0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -0.0651    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763    2.2801   -1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1078   -1.5279    1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185   -2.2087    1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8083   -1.3572    0.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    0.2117   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    2.2328   -1.6497 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
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20  2  1  0
 22  4  1  0
 22 10  2  0
 21 14  2  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 16 26  1  0
 18 27  1  0
 19 28  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      -0.864   3.260   1.447  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.373   2.208   0.969  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.950   2.124   0.864  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.535   1.058   0.375  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.923   1.006   0.281  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.712   2.068   0.697  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.462  -0.150  -0.244  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.858  -0.210  -0.342  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.674  -1.220  -0.664  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.295  -1.171  -0.571  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.469  -2.207  -0.974  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.982  -3.252  -1.450  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.845  -2.089  -0.855  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.427  -1.021  -0.365  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.808  -0.961  -0.268  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.600  -2.034  -0.688  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.345   0.195   0.258  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.703   0.342   0.392  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.550   1.262   0.675  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.179   1.167   0.563  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.617   0.020   0.041  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.760  -0.009  -0.043  0.00  0.00           C+0
HETATM   23  H   UNK     0       3.249   2.886   1.073  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.326  -1.034  -0.721  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.124  -2.109  -1.069  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.595  -1.997  -0.620  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.418  -0.302   0.151  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.997   2.169   1.089  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   23                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7   24                                                       
CONECT    9    7   10   25                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   26                                                       
CONECT   17   15   18   19                                                  
CONECT   18   17   27                                                       
CONECT   19   17   20   28                                                  
CONECT   20   19   21    2                                                  
CONECT   21   20   22   14                                                  
CONECT   22   21    4   10                                                  
CONECT   23    6                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   16                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0002899
HETATM    1  O1  UNL     1       0.449   3.026  -2.004  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.052   2.031  -1.328  1.00  0.00           C  
HETATM    3  O2  UNL     1      -1.234   1.822  -1.099  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.683   0.805  -0.403  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.040   0.589  -0.165  1.00  0.00           C  
HETATM    6  O3  UNL     1      -3.968   1.471  -0.672  1.00  0.00           O  
HETATM    7  C4  UNL     1      -3.461  -0.495   0.572  1.00  0.00           C  
HETATM    8  O4  UNL     1      -4.821  -0.726   0.821  1.00  0.00           O  
HETATM    9  C5  UNL     1      -2.516  -1.358   1.066  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.160  -1.151   0.834  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.177  -1.994   1.312  1.00  0.00           C  
HETATM   12  O5  UNL     1      -0.570  -2.990   1.989  1.00  0.00           O  
HETATM   13  O6  UNL     1       1.115  -1.789   1.085  1.00  0.00           O  
HETATM   14  C8  UNL     1       1.553  -0.770   0.390  1.00  0.00           C  
HETATM   15  C9  UNL     1       2.918  -0.562   0.156  1.00  0.00           C  
HETATM   16  O7  UNL     1       3.828  -1.452   0.670  1.00  0.00           O  
HETATM   17  C10 UNL     1       3.362   0.515  -0.578  1.00  0.00           C  
HETATM   18  O8  UNL     1       4.695   0.784  -0.849  1.00  0.00           O  
HETATM   19  C11 UNL     1       2.381   1.384  -1.073  1.00  0.00           C  
HETATM   20  C12 UNL     1       1.036   1.191  -0.851  1.00  0.00           C  
HETATM   21  C13 UNL     1       0.617   0.104  -0.112  1.00  0.00           C  
HETATM   22  C14 UNL     1      -0.736  -0.065   0.096  1.00  0.00           C  
HETATM   23  H1  UNL     1      -3.676   2.280  -1.221  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.108  -1.528   1.364  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.818  -2.209   1.643  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.808  -1.357   0.538  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.458   0.212  -0.531  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.699   2.233  -1.650  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4
CONECT    4    5    5   22
CONECT    5    6    7
CONECT    6   23
CONECT    7    8    9    9
CONECT    8   24
CONECT    9   10   25
CONECT   10   11   22   22
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   21   21
CONECT   15   16   17   17
CONECT   16   26
CONECT   17   18   19
CONECT   18   27
CONECT   19   20   20   28
CONECT   20   21
CONECT   21   22
END

HMDB0002899
     RDKit          3D
Ellagic acid
 28 31  0  0  0  0  0  0  0  0999 V2000
    0.4486    3.0259   -2.0044 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0521    2.0312   -1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2342    1.8225   -1.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835    0.8051   -0.4034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0405    0.5890   -0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9678    1.4705   -0.6725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4606   -0.4951    0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8210   -0.7263    0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161   -1.3575    1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596   -1.1511    0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1771   -1.9941    1.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5699   -2.9895    1.9895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -1.7887    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531   -0.7703    0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9177   -0.5622    0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275   -1.4518    0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616    0.5148   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6954    0.7836   -0.8490 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3806    1.3837   -1.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0358    1.1910   -0.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174    0.1037   -0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -0.0651    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763    2.2801   -1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1078   -1.5279    1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8185   -2.2087    1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8083   -1.3572    0.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576    0.2117   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    2.2328   -1.6497 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
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20  2  1  0
 22  4  1  0
 22 10  2  0
 21 14  2  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 16 26  1  0
 18 27  1  0
 19 28  1  0
M  END

View in JSmol

Synonyms

Value	Source
2,3,7,8-Tetrahydroxy[1]benzopyrano[5,4,3-cde][1]benzopyran-5,10-dione	ChEBI
4,4',5,5',6,6'-Hexahydroxydiphenic acid 2,6,2',6'-dilactone	ChEBI
Acide ellagique	ChEBI
Acido elagico	ChEBI
Acidum ellagicum	ChEBI
Benzoaric acid	ChEBI
Ellagsaeure	ChEBI
Lagistase	ChEBI
4,4',5,5',6,6'-Hexahydroxydiphenate 2,6,2',6'-dilactone	Generator
Benzoarate	Generator
Ellagate	Generator
Alizarine yellow	HMDB
Elagostasine	HMDB
Eleagate	HMDB
Eleagic acid	HMDB
Ellagic acid dihydrate	HMDB
Ellagic acid hydrate	HMDB
Gallogen	HMDB
Llagate	HMDB
Llagic acid	HMDB
Acid, benzoaric	HMDB
Acid, ellagic	HMDB
Ellagic acid	PhytoBank

Chemical Formula

C₁₄H₆O₈

Average Mass

302.1940 Da

Monoisotopic Mass

302.00627 Da

IUPAC Name

6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

Traditional Name

6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

CAS Registry Number

476-66-4

SMILES

[H]OC1=C([H])C2=C3C(OC(=O)C4=C([H])C(O[H])=C(O[H])C(OC2=O)=C34)=C1O[H]

InChI Identifier

InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H

InChI Key

AFSDNFLWKVMVRB-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO, simulated)	V.dorna83			2021-08-23	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-07	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-07	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-07	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-07	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-07	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO, simulated)	v.dorna83@yahoo.com	Not Available	Not Available	2021-07-26	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Acacia nilotica	Plant	KNApSAcK
Acaena magellanica	LOTUS Database	35616633
Acer buergerianum	LOTUS Database	35616633
Acer tataricum	LOTUS Database	35616633
Aceraceae nikoense	-	KNApSAcK
Agrimonia pilosa var.japonica	KNApSAcK Database	22123792
Agrobacterium rhizogenes	LOTUS Database	35616633
Alchornea cordifolia	LOTUS Database	35616633
Alchornea laxiflora	LOTUS Database	35616633
Alnus sieboldiana	LOTUS Database	35616633
Apis cerana	LOTUS Database	35616633
Arctostaphylos patula	LOTUS Database	35616633
Azadirachta indica	KNApSAcK Database	22123792
Backhousia angustifolia	LOTUS Database	35616633
Bertholletia excelsa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Betula pubescens	LOTUS Database	35616633
Bistorta officinalis	LOTUS Database	35616633
Brassica rapa	LOTUS Database	35616633
Brassica rapa var. rapa	FooDB	PHENOL EXPLORER
Canarium album	LOTUS Database	35616633
Carpinus betulus	LOTUS Database	35616633
Carya illinoinensis	FooDB	PHYTOHUB
Caryocar microcarpum	LOTUS Database	35616633
Caryocar villosum	LOTUS Database	35616633
Castanea	FooDB	PHENOL EXPLORER
Castanea sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Castanopsis fissa	LOTUS Database	35616633
Casuarina cunninghamiana	LOTUS Database	35616633
Casuarina cunninghamiana Miq.	KNApSAcK Database	22123792
Casuarina equisetifolia L.	KNApSAcK Database	22123792
Chamerion angustifolium	-	KNApSAcK
Cistus incanus	LOTUS Database	35616633
Cochlospermum tinctorium	LOTUS Database	35616633
Coffea arabica L.	FooDB	PHENOL EXPLORER
Coffea canephora	FooDB	PHENOL EXPLORER
Combretum indicum	LOTUS Database	35616633
Combretum yunnanensis	KNApSAcK Database	22123792
Coriandrum sativum L.	FooDB	PHENOL EXPLORER
Cornus capitata	LOTUS Database	35616633
Couroupita subsessilis	LOTUS Database	35616633
Cowania mexicana	KNApSAcK Database	22123792
Cunonia macrophylla	KNApSAcK Database	22123792
Daucus carota ssp. sativus	FooDB	PHENOL EXPLORER
Dimocarpus longan	LOTUS Database	35616633
Dionaea muscipula	LOTUS Database	35616633
Diospyros ebenum	LOTUS Database	35616633
Diospyros lotus	LOTUS Database	35616633
Emblica officinalis	KNApSAcK Database	22123792
Epilobium hirsutum	LOTUS Database	35616633
Epilobium roseum	LOTUS Database	35616633
Erodium cicutarium	LOTUS Database	35616633
Eschweilera coriacea	LOTUS Database	35616633
Eucalyptus camaldulensis	LOTUS Database	35616633
Eucalyptus citriodora	KNApSAcK Database	22123792
Eucalyptus globulus	LOTUS Database	35616633
Eucalyptus nitens	LOTUS Database	35616633
Eugenia crebrinervis	KNApSAcK Database	22123792
Eugenia gustavioides	KNApSAcK Database	22123792
Eugenia jambolana	KNApSAcK Database	22123792
Euodia fargesii	LOTUS Database	35616633
Euphorbia chamaesyce	LOTUS Database	35616633
Euphorbia ferganensis	LOTUS Database	35616633
Euphorbia glareosa	LOTUS Database	35616633
Euphorbia granulata	LOTUS Database	35616633
Euphorbia hirta	KNApSAcK Database	22123792
Euphorbia iberica	LOTUS Database	35616633
Euphorbia oblongifolia	LOTUS Database	35616633
Filipendula ulmaria	LOTUS Database	35616633
Flueggea microcarpa	-	KNApSAcK
Flueggea virosa	LOTUS Database	35616633
Fragaria chiloensis	LOTUS Database	35616633
Fragaria vesca	LOTUS Database	35616633
Fragaria x ananassa	FooDB	PHENOL EXPLORER
Galphimia glauca	LOTUS Database	35616633
Geranium carolinianum	LOTUS Database	35616633
Geranium collinum	LOTUS Database	35616633
Geranium pratense	LOTUS Database	35616633
Geranium pusillum	LOTUS Database	35616633
Geranium sibiricum	KNApSAcK Database	22123792
Geranium thunbergii	KNApSAcK Database	22123792
Geum elatum	LOTUS Database	35616633
Geum japonicum	LOTUS Database	35616633
Haematoxylum campechianum	LOTUS Database	35616633
Ipomoea batatas	LOTUS Database	35616633
Juglans ailanthifolia	FooDB	PHENOL EXPLORER
Juglans nigra L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juglans sigillata	LOTUS Database	35616633
Koelreuteria paniculata	LOTUS Database	35616633
Kunzea ambigua	KNApSAcK Database	22123792
Lagerstroemia indica	KNApSAcK Database	22123792
Lagerstroemia speciosa	LOTUS Database	35616633
Laguncularia racemosa	LOTUS Database	35616633
Limonium axillare	LOTUS Database	35616633
Limonium gmelinii	LOTUS Database	35616633
Lythrum salicaria	KNApSAcK Database	22123792
Macaranga barteri	KNApSAcK Database	22123792
Macaranga tanarius	LOTUS Database	35616633
Mallotus japonicus	LOTUS Database	35616633
Malus pumila	FooDB	PHENOL EXPLORER
Mangifera indica	KNApSAcK Database	22123792
Melaleuca ericifolia	LOTUS Database	35616633
Melaleuca leucadendra	LOTUS Database	35616633
Melaleuca quinquenervia	LOTUS Database	35616633
Metrosideros robusta	LOTUS Database	35616633
Miconia myriantha	KNApSAcK Database	22123792
Moringa oleifera	Plant	KNApSAcK
Moringa peregrina	Plant	KNApSAcK
Moringa stenopetala	Plant	KNApSAcK
Myrcia neoglabra	LOTUS Database	35616633
Myrciaria cauliflora	KNApSAcK Database	22123792
Myrciaria dubia	LOTUS Database	35616633
Myricaria alopecuroides	LOTUS Database	35616633
Myriophyllum spicatum	KNApSAcK Database	22123792
Myrtus communis	LOTUS Database	35616633
Nephelium lappaceum	LOTUS Database	35616633
Nymphaea alba	KNApSAcK Database	22123792
Oenothera biennis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Oenothera speciosa	LOTUS Database	35616633
Osbeckia chinensis	LOTUS Database	35616633
Phaseolus vulgaris	LOTUS Database	35616633
Phyllanthus emblica	Plant	KNApSAcK
Phyllanthus niruri	LOTUS Database	35616633
Phyllanthus urinaria	LOTUS Database	35616633
Pinus roxburghii	KNApSAcK Database	22123792
Platycarya strobilacea	KNApSAcK Database	22123792
Plinia cauliflora	LOTUS Database	35616633
Polyspora axillaris	LOTUS Database	35616633
Potentilla chrysantha	LOTUS Database	35616633
Potentilla erecta	LOTUS Database	35616633
Potentilla fruticosa	LOTUS Database	35616633
Prunus persica	FooDB	PHYTOHUB
Psidium cattleianum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Psidium guajava	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Punica granatum	KNApSAcK Database	22123792
Quercus alba	KNApSAcK Database	22123792
Quercus coccifera	LOTUS Database	35616633
Quercus faginea	LOTUS Database	35616633
Quercus ilex	LOTUS Database	35616633
Quercus infectoria	KNApSAcK Database	22123792
Quercus petraea	LOTUS Database	35616633
Quercus robur	KNApSAcK Database	22123792
Quercus suber	LOTUS Database	35616633
Reaumuria hirtella	LOTUS Database	35616633
Reaumuria vermiculata	LOTUS Database	35616633
Rhabdodendron amazonicum	LOTUS Database	35616633
Rhodiola crenulata	LOTUS Database	35616633
Rhododendron dauricum	LOTUS Database	35616633
Ricinus communis	LOTUS Database	35616633
Rosa laevigata	LOTUS Database	35616633
Rosa platyacantha	LOTUS Database	35616633
Rubus arcticus	FooDB	PHENOL EXPLORER
Rubus chamaemorus	FooDB	PHENOL EXPLORER
Rubus idaeus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Rubus idaeus L.	KNApSAcK Database	22123792
Rubus lambertianus	LOTUS Database	35616633
Rubus occidentalis	FooDB	PHENOL EXPLORER
Rubus saxatilis	LOTUS Database	35616633
Salvia officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sanguisorba minor	LOTUS Database	35616633
Santiria trimera	LOTUS Database	35616633
Satureja subspicata	KNApSAcK Database	22123792
Saxifraga azizoon	KNApSAcK Database	22123792
Siphoneugena densiflora	LOTUS Database	35616633
Solanum lycopersicum var. lycopersicum	FooDB	PHENOL EXPLORER
Stereospermum acuminatissimum	LOTUS Database	35616633
Syncarpia glomulifera	LOTUS Database	35616633
Syzygium aromaticum	KNApSAcK Database	22123792
Syzygium cumini	KNApSAcK Database	22123792
Syzygium grande	LOTUS Database	35616633
Syzygium gustavioides	LOTUS Database	35616633
Tamarix aphylla	LOTUS Database	35616633
Tamarix nilotica	LOTUS Database	35616633
Tamarix pakistanica	LOTUS Database	35616633
Taxodium lanceolata	KNApSAcK Database	22123792
Taxus chinensis	KNApSAcK Database	22123792
Tectaria subtriphylla	LOTUS Database	35616633
Terminalia arjuna	LOTUS Database	35616633
Terminalia bellirica	-	KNApSAcK
Terminalia catappa	LOTUS Database	35616633
Terminalia chebula	KNApSAcK Database	22123792
Terminalia complanata	LOTUS Database	35616633
Terminalia elliptica	LOTUS Database	35616633
Terminalia ivorensis	LOTUS Database	35616633
Terminalia myriocarpa	LOTUS Database	35616633
Terminalia pallida	LOTUS Database	35616633
Terminalia superba	KNApSAcK Database	22123792
Trattinnickia glaziovii	LOTUS Database	35616633
Triadica sebifera	LOTUS Database	35616633
Trigonella foenum-graecum	FooDB	PHENOL EXPLORER
Tristaniopsis calobuxus	LOTUS Database	35616633
Tropicoporus linteus	LOTUS Database	35616633
Vaccinium angustifolium	FooDB	PHENOL EXPLORER
Vaccinium corymbosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium macrocarpon	FooDB	PHYTOHUB
Vaccinium myrtillus	FooDB	PHENOL EXPLORER
Vaccinium oxycoccos	FooDB	PHYTOHUB
Vaccinium uliginosum	FooDB	PHENOL EXPLORER
Viola arvensis	LOTUS Database	35616633
Vitis	FooDB	PHYTOHUB
Vitis rotundifolia	FooDB	PHENOL EXPLORER
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Woodfordia fruticosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Ellagic_acid
7,8-dihydroxycoumarin
Coumarin
Isocoumarin
Benzopyran
2-benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Polyol
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cyclic ketone (CHEBI:4775 )
organic heterotetracyclic compound (CHEBI:4775 )
catechols (CHEBI:4775 )
polyphenol (CHEBI:4775 )
lactone (CHEBI:4775 )
Ellagitannins (C10788 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	> 360 °C	Not Available
Boiling Point	796.50 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	78280 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.239 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
Water Solubility	0.82 g/L	ALOGPS
logP	1.59	ALOGPS
logP	2.32	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	5.54	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.61 m³·mol⁻¹	ChemAxon
Polarizability	26.34 Å³	ChemAxon
Number of Rings	4	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

HMDB ID

HMDB0002899

DrugBank ID

DB08846

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ellagic_acid

METLIN ID

3430

PubChem Compound

5281855

PDB ID

Not Available

ChEBI ID

4775

Good Scents ID

rw1098851

References

General References

Stoner GD, Sardo C, Apseloff G, Mullet D, Wargo W, Pound V, Singh A, Sanders J, Aziz R, Casto B, Sun X: Pharmacokinetics of anthocyanins and ellagic acid in healthy volunteers fed freeze-dried black raspberries daily for 7 days. J Clin Pharmacol. 2005 Oct;45(10):1153-64. [PubMed:16172180 ]
Glover D, Warner ED: The CLUE test. A multiparameter coagulation and fibrinolysis screening test using the platelet aggregometer. Am J Clin Pathol. 1975 Jan;63(1):74-80. [PubMed:1111277 ]
Banzouzi JT, Prado R, Menan H, Valentin A, Roumestan C, Mallie M, Pelissier Y, Blache Y: In vitro antiplasmodial activity of extracts of Alchornea cordifolia and identification of an active constituent: ellagic acid. J Ethnopharmacol. 2002 Aug;81(3):399-401. [PubMed:12127243 ]
Cerda B, Espin JC, Parra S, Martinez P, Tomas-Barberan FA: The potent in vitro antioxidant ellagitannins from pomegranate juice are metabolised into bioavailable but poor antioxidant hydroxy-6H-dibenzopyran-6-one derivatives by the colonic microflora of healthy humans. Eur J Nutr. 2004 Aug;43(4):205-20. Epub 2004 Jan 6. [PubMed:15309440 ]
Kaiser B, Fareed J, Hoppensteadt D, Birdsong B, Walenga JM, Markwardt F: Influence of recombinant hirudin and unfractionated heparin on thrombin and factor Xa generation in extrinsic and intrinsic activated systems. Thromb Res. 1992 Jan 15;65(2):157-64. [PubMed:1579892 ]
Jimenez F, Mitts TF, Liu K, Wang Y, Hinek A: Ellagic and tannic acids protect newly synthesized elastic fibers from premature enzymatic degradation in dermal fibroblast cultures. J Invest Dermatol. 2006 Jun;126(6):1272-80. [PubMed:16601672 ]

Showing NP-Card for Ellagic acid (NP0001478)

MOL for NP0001478 (Ellagic acid)

3D MOL for NP0001478 (Ellagic acid)

3D SDF for NP0001478 (Ellagic acid)

3D-SDF for NP0001478 (Ellagic acid)

PDB for NP0001478 (Ellagic acid)

3D PDB for NP0001478 (Ellagic acid)

SMILES for NP0001478 (Ellagic acid)

INCHI for NP0001478 (Ellagic acid)

Structure for NP0001478 (Ellagic acid)

3D Structure for NP0001478 (Ellagic acid)