Ellagic acid (Compound)

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ID	1488
Name	Ellagic acid
Synonyms
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001488 (Ellagic acid) 3D Structure for EE001488 (Ellagic acid) 5281855 -OEChem-09032120333D 28 31 0 0 0 0 0 0 0999 V2000 -0.9834 2.3204 0.0002 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9834 -2.3204 -0.0003 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7252 2.0000 -0.0001 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7254 -1.9999 -0.0004 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8414 -0.5413 -0.0004 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8414 0.5412 -0.0003 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8483 3.6989 0.0010 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8483 -3.6989 0.0022 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7110 -0.0913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7110 0.0912 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2738 -1.3664 -0.0002 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2738 1.3665 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5432 1.0223 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5432 -1.0223 -0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9286 0.8971 -0.0003 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9287 -0.8971 -0.0004 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6657 -1.5136 -0.0005 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6657 1.5136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3945 2.5620 0.0003 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3946 -2.5620 -0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4876 -0.3807 -0.0006 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4876 0.3807 -0.0003 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1144 -2.5040 -0.0007 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1216 2.5006 -0.0001 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6533 1.7079 -0.0003 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6018 -1.7710 0.3487 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0486 -1.4916 -0.0005 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2653 -0.2586 -0.3510 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 1 19 1 0 0 0 0 2 14 1 0 0 0 0 2 20 1 0 0 0 0 3 15 1 0 0 0 0 3 25 1 0 0 0 0 4 16 1 0 0 0 0 4 26 1 0 0 0 0 5 21 1 0 0 0 0 5 27 1 0 0 0 0 6 22 1 0 0 0 0 6 28 1 0 0 0 0 7 19 2 0 0 0 0 8 20 2 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 9 13 2 0 0 0 0 10 12 1 0 0 0 0 10 14 2 0 0 0 0 11 17 2 0 0 0 0 11 20 1 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 21 2 0 0 0 0 16 22 2 0 0 0 0 17 21 1 0 0 0 0 17 23 1 0 0 0 0 18 22 1 0 0 0 0 18 24 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 5281855 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 26 1 -0.23 11 0.09 12 0.09 13 0.08 14 0.08 15 0.08 16 0.08 17 -0.15 18 -0.15 19 0.63 2 -0.23 20 0.63 21 0.08 22 0.08 23 0.15 24 0.15 25 0.45 26 0.45 27 0.45 28 0.45 3 -0.53 4 -0.53 5 -0.53 6 -0.53 7 -0.57 8 -0.57 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 0 > <PUBCHEM_PHARMACOPHORE_FEATURES> 10 1 3 donor 1 4 donor 1 5 donor 1 6 donor 1 7 acceptor 1 8 acceptor 6 1 9 10 12 13 19 rings 6 10 12 14 16 18 22 rings 6 2 9 10 11 14 20 rings 6 9 11 13 15 17 21 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 22 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 0 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_DEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_UDEF_STEREO_COUNT> 0 > <PUBCHEM_ISOTOPIC_ATOM_COUNT> 0 > <PUBCHEM_COMPONENT_COUNT> 1 > <PUBCHEM_CACTVS_TAUTO_COUNT> 127 > <PUBCHEM_CONFORMER_ID> 0050983F00000001 > <PUBCHEM_MMFF94_ENERGY> 83.453 > <PUBCHEM_FEATURE_SELFOVERLAP> 50.885 > <PUBCHEM_SHAPE_FINGERPRINT> 10411042 1 18266459793572188430 10693767 8 18129923612725384143 10967382 1 18410855485929659558 1100329 8 18266740370836553913 11578080 2 17172887934126243308 11680986 33 18050285074480206737 12011746 2 18410856585409593734 12403259 226 18408318913089800565 12553582 1 18339071687841404996 12838862 33 18338778104988357700 13132413 78 18412826893093384548 13140716 1 18266741277074653560 138480 1 17618222802180390063 14178342 30 18051958514340541928 14223421 5 17978230783187577451 14790565 3 18338811025955327784 15196674 1 18410855417178488837 15442244 35 18411418401518113280 15536298 74 18342738494590156854 16945 1 18194402427103346694 193761 8 17834114521338216455 19591789 44 18338516343911392783 20028762 73 18129663144581683663 20510252 161 18271243820383026152 20739085 24 18120684368829280401 20905425 154 17837492955577786774 21267235 1 18410583897983670446 21421861 104 17612034776423999681 21501502 16 17906171007285138118 221490 88 18191592058482580531 2334 1 18410575084663078919 23366157 5 17681826646718449388 23402539 116 18343011190643119798 23419403 2 16112811394301427729 23463225 33 18408886222107888628 23559900 14 18342740741686448628 238 59 17829001573742750197 2748010 2 18410855434358358103 335352 9 18338797917629841837 34934 24 18410004408174469792 350125 39 18410016576428917985 5104073 3 18410855417178489808 589210 1 17906171011569549321 7364860 26 18196934589640235480 7832392 63 18267864067800031682 9709674 26 18268996547480961350 > <PUBCHEM_SHAPE_MULTIPOLES> 405.8 6.71 3.56 0.58 0 0 0 0 0 0 0 0 0 0 > <PUBCHEM_SHAPE_SELFOVERLAP> 940.662 > <PUBCHEM_SHAPE_VOLUME> 205.5 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description	Ellagic acid is a dimeric derivative of gallic acid found as part of polymeric molecules called ellagitannins.
Classification	Compounds > Chemical entities > Organic compounds > Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
CAS number	476-66-4
PubChem ID	5281855
ChEBI ID	4775
FooDB ID	FDB012575
HMDB ID	HMDB0002899

Chemical data

MolDBi data

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 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
Formula	C14H6O8
InChI	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
Molecular weight	302.194
Exact mass	302.006267153
SMILES	OC1=C(O)C2=C3C(=C1)C(=O)OC1=C3C(=CC(O)=C1O)C(=O)O2

ClassyFire 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	Ellagic acids and derivatives 7,8-dihydroxycoumarins Isocoumarins and derivatives 2-benzopyrans 1-benzopyrans Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Heteroaromatic compounds Lactones Polyols Oxacyclic compounds Organic oxides Hydrocarbon derivatives

Publications with Ellagic acid

ID	Title	First author	Authors	Year	Journal	Volume	Issue	Pages	PubMed ID	DOI	Study design	No. of Biomarkers	No. of Intake values	No. of Concentration values	No. of Reproducibility values	No. of Correlation values	No. of Metabolomic associations	No. of Microbiota associations	No. of Cancer associations

Biomarker data

Measurements of Ellagic acid in biospecimens

Concentration values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Reproducibility values

ID	Excretion ID	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Arithmetic mean	Geometric mean	Median	Unit	Adjusted on	Reproducibility size	ICC	ICC 95% CI lower	ICC 95% CI upper	CV% WS	CV% BS	VAR WS	VAR BS	Publication

Associations of Ellagic acid with exposures

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication

Metabolomic associations

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	Intake Assessment method	Intake	Intervention dose	Biospecimen	Analytical method	Biomarker	Structural identification	Feature selection	Area under curve	Sensitivity	Specificity	PLS-DA VIP	Beta coefficient	Beta coefficient p-value	ANOVA p-value	Publication

Microbiota associations

ID	Biomarker	Experimental evidence	Organism	Biospecimen	Antibiotic	Bacterial source	Substrate	Publication

Associations of Ellagic acid with cancer risk

Cancer associations

ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	No. of cases	No. of controls	Biospecimen	Analytical method	Biomarker	Biomarker detail	Cancer	Study design	Publication

Exposure data

Measurements of Ellagic acid exposures in populations

Intake values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Intake Time definition	Intake assessment tool	Intake food coverage	Intake time coverage	Intake Assessment method	Intake	Intake detail	Food description	Supplement intakes included?	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Associations of Ellagic acid exposures with biomarkers

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication