PhytoHub: Showing entry for Digallic acid

Digallic acid

Identification

PhytoHub ID

PHUB000304

Name

Digallic acid

Systematic Name

Not Available

Synonyms

Gallic acid 3-O-gallate

CAS Number

Not Available

Average Mass

322.225

Monoisotopic Mass

322.032481902

Chemical Formula

C₁₄H₁₀O₉

IUPAC Name

3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoic acid

InChI Key

COVFEVWNJUOYRL-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C14H10O9/c15-7-2-6(3-8(16)11(7)18)14(22)23-10-4-5(13(20)21)1-9(17)12(10)19/h1-4,15-19H,(H,20,21)

SMILES

OC(=O)C1=CC(O)=C(O)C(OC(=O)C2=CC(O)=C(O)C(O)=C2)=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.57e-01 g/l
LogS (ALOGPS): -3.10
LogP (ALOGPS): 2.28
Hydrogen Acceptors: 8
Hydrogen Donors: 6
Rotatable Bond Count: 4
Polar Surface Area: 164.74999999999997
Refractivity: 75.0216
Polarizability: 28.997130957258264
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -4.771491727533871
pKa (strongest acidic): 3.9120399911858206
Number of Rings: 2
Rule of Five: No
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

ChEBI: 30814
ChEBI: 17866
PubChem: 341
Phenol-Explorer: 438
FooDB (Compounds): FDB000229
PeakForestCompound: 000265

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Phenolic acids
Sub-class: Hydroxybenzoic acids

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Depsides and depsidones
Super-class: Phenylpropanoids and polyketides
Sub-class: Not Available
Direct Parent Name: Depsides and depsidones
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Benzoic acids", "Benzoyl derivatives", "Carboxylic acid esters", "Carboxylic acids", "Catechols", "Dicarboxylic acids and derivatives", "Galloyl esters", "Hydrocarbon derivatives", "Organic oxides", "Phenol esters", "Phenoxy compounds", "Polyols", "Pyrogallols and derivatives", "m-Hydroxybenzoic acid esters", "p-Hydroxybenzoic acid esters"]
External Descriptor Annotations: ["benzoate ester", "gallate ester"]
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzenetriol", "Benzenoid", "Benzoate ester", "Benzoic acid", "Benzoic acid or derivatives", "Benzoyl", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Catechol", "Depside backbone", "Dicarboxylic acid or derivatives", "Dihydroxybenzoic acid", "Gallic acid or derivatives", "Galloyl ester", "Hydrocarbon derivative", "Hydroxybenzoic acid", "M-hydroxybenzoic acid ester", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "P-hydroxybenzoic acid ester", "Phenol", "Phenol ester", "Phenoxy compound", "Polyol", "Pyrogallol derivative"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(70.00492882,0.4405704622);(71.01275342,0.3961596337);(72.02057802,0.4045548887);(109.0284026,0.5506962215);(124.0154921,2.261822527);(125.0233167,2.73312925);(126.0311413,1.272148549);(127.0389659,0.3155154897);(128.0467905,0.5801891306);(135.0076675,0.3097690815);(149.994757,0.4891122901);(151.0025816,5.357155352);(152.0059695,0.4302176008);(152.0104062,3.979118028);(153.0137995,0.3201483794);(153.0182308,61.59390385);(154.0216295,4.964908627);(154.0260554,3.683029291);(155.0231346,0.6759025304);(155.03388,1.97175717);(169.0131449,0.3096766281);(170.0209695,0.3539053731);(172.0366187,0.4310480109);(262.0107977,0.3141166319);(274.0107977,0.3060931225);(276.0264469,0.476943079);(277.0342715,0.3569240071);(278.0420961,0.6347234881);(304.021361,1.518145764);(305.0291856,1.614786923);(322.0319243,0.953828625)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(71.03115062,0.6164163703);(73.04679982,4.992849778);(89.04171392,0.9841955149);(313.0921925,0.9559244395);(340.1340635,0.7058475533);(341.1418881,1.968485652);(342.1435169,0.6403227226);(353.1055038,4.342150929);(354.107127,1.411467302);(355.1047707,0.6819132526);(368.1289776,0.8029610504);(369.1368022,26.64400735);(370.1384913,8.975188005);(371.1362092,4.286638974);(372.1371598,0.9720424562);(593.1872808,0.8654591119);(609.1821949,2.098458652);(610.1840671,1.05574299);(610.1900195,2.210861011);(611.191893,1.112624747);(611.1978441,1.111110979);(612.1904653,0.6028782775);(667.2060695,5.936415336);(668.2078039,3.425467628);(669.2064139,2.046526075);(670.2069433,0.7515241745)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(124.0154921,2.135633333);(125.0233167,3.398959508);(126.0311413,1.407278243);(151.0025816,4.822701664);(152.0104062,3.414797384);(153.0182308,51.29880232);(154.0216295,4.135049904);(154.0260554,2.533378846);(155.03388,1.445483035);(276.0264469,1.157837433);(304.021361,1.925959492);(305.0291856,1.356741253);(322.0319243,1.120192947)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(124.0154921,2.135633333);(125.0233167,3.398959508);(126.0311413,1.407278243);(151.0025816,4.822701664);(152.0104062,3.414797384);(153.0182308,51.29880232);(154.0216295,4.135049904);(154.0260554,2.533378846);(155.03388,1.445483035);(276.0264469,1.157837433);(304.021361,1.925959492);(305.0291856,1.356741253);(322.0319243,1.120192947)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(95.01330434,0.0796120983);(109.0289544,1.822897491);(111.0446045,0.1011294629);(123.008219,0.1861474472);(125.023869,3.884022879);(127.0031336,0.0915685945);(127.0395191,0.3983216565);(137.023869,1.272229123);(153.0187836,27.14248265);(155.0344337,1.521383869);(171.0293483,1.027790328);(193.0136983,0.0785273164);(209.0086129,0.1028341343);(211.0242629,0.0884572136);(247.0242629,0.1841458641);(259.0242629,0.1247709675);(261.039913,0.1244986284);(263.0191776,0.1438434828);(275.0191776,1.557389237);(275.0191776,0.1024745296);(277.0348276,10.93392912);(279.0140922,0.2529854214);(279.0504777,1.524264023);(281.0297422,0.0863559082);(287.0191776,0.1335223975);(291.0140922,0.6304748735);(293.0297422,1.091689195);(305.0297422,13.05050536);(305.0297422,0.3343633201);(307.0090068,0.3137184835);(323.0403069,31.61366492)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(56.99765427,0.3840211035);(95.01330434,0.3109374424);(109.0289544,4.974354055);(123.008219,0.6903016228);(125.023869,9.032799152);(127.0395191,0.6638245743);(137.023869,2.679416997);(153.0187836,37.39759951);(155.0344337,0.5027554716);(171.0293483,0.414245701);(193.0136983,0.4120090958);(209.0086129,0.3162566946);(219.0293483,0.4028688905);(245.0086129,0.2268360932);(247.0242629,1.035376821);(259.0242629,0.2593127505);(261.039913,0.8466255268);(263.0191776,0.5986878681);(265.0348276,0.491729145);(267.0504777,0.7528031935);(273.0035275,0.5977670442);(275.0191776,1.79033899);(275.0191776,0.3771273218);(277.0348276,11.57121187);(279.0504777,1.908897288);(287.0191776,0.5390844141);(291.0140922,0.6338985855);(293.0297422,1.840965048);(305.0297422,10.73162436);(307.0090068,0.6829593566);(323.0403069,6.93336401)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(67.01838972,2.782150471);(69.03403978,1.971159315);(80.99765427,2.800786496);(83.01330434,1.751913246);(92.99765427,0.7542402898);(95.01330434,3.055672562);(97.0289544,10.12368539);(109.0289544,9.559272727);(111.008219,1.799012407);(111.0446045,0.734310453);(123.008219,9.172863065);(125.023869,10.18173844);(127.0031336,0.5844201256);(127.0395191,1.185192451);(137.023869,2.502219585);(153.0187836,28.67894534);(155.0344337,0.9871396613);(193.0500838,0.3074867578);(217.0136983,1.393752717);(219.0293483,3.280377267);(247.0242629,0.7928549548);(259.0242629,0.6432458721);(261.039913,1.07801732);(267.0504777,0.5975134304);(275.0191776,0.8630915198);(276.9984421,0.3371207562);(277.0348276,0.3428263663);(279.0140922,0.399914944);(291.0140922,0.3554766001);(305.0297422,0.4932366352);(307.0090068,0.4903628396)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(44.99765427,0.1103703391);(96.99256889,0.3209579017);(99.00821896,0.1316586388);(107.0133043,0.4020842047);(109.0289544,0.0952240448);(111.008219,0.1314723726);(123.008219,0.3364311772);(125.023869,5.645283594);(151.0031336,3.805746146);(153.0187836,0.1350521794);(166.9980482,0.7893864798);(169.0136983,11.81039289);(194.9929628,0.1540172321);(197.0086129,0.0874168423);(217.0136983,0.1603326897);(219.0293483,0.1483007453);(221.0086129,0.2051200986);(235.0242629,0.3147625924);(249.0035275,1.100196287);(259.0242629,0.9396858799);(261.0035275,0.2111853886);(263.0191776,0.5411693523);(273.0035275,0.1609429243);(275.0191776,0.4848094066);(277.0348276,18.84749678);(279.0140922,0.1406617606);(291.0140922,0.8660933565);(303.0140922,2.546757589);(304.9933567,0.2133226598);(304.9933567,0.0853293379);(321.0246569,49.07833912)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(67.01838972,0.5525135026);(68.99765427,0.6161022094);(71.01330434,0.6377989256);(80.99765427,0.6138209652);(83.01330434,1.983789999);(99.00821896,0.4727131505);(107.0133043,6.265035604);(109.0289544,2.656485467);(111.008219,0.8293159986);(123.008219,1.136589694);(124.9874835,1.001160457);(125.023869,11.54305329);(127.0031336,0.9506856265);(151.0031336,8.819576276);(153.0187836,1.097079986);(166.9980482,0.5265320987);(169.0136983,11.52287423);(219.0293483,0.9874615691);(221.0086129,0.4918403426);(235.0242629,1.15414075);(259.0242629,2.528995344);(261.0035275,2.221148127);(263.0191776,1.885393791);(275.0191776,1.209357608);(276.9984421,0.5438587925);(277.0348276,16.95447766);(279.0140922,0.592968136);(291.0140922,0.6766681325);(303.0140922,3.099155679);(304.9933567,1.107099209);(321.0246569,15.32230739)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(44.99765427,2.502799364);(53.00273965,1.124591363);(65.00273965,1.880695503);(67.01838972,2.295103895);(68.99765427,1.37021675);(80.99765427,1.634781664);(83.01330434,0.7396629642);(95.01330434,2.408238136);(96.99256889,1.712326135);(99.00821896,0.9701771649);(107.0133043,4.601873824);(109.0289544,1.395161703);(111.008219,3.494020883);(113.023869,0.7452600083);(120.9925689,0.7429621185);(123.008219,4.339326335);(124.9874835,1.003560346);(125.023869,20.02501453);(127.0031336,1.472724047);(135.008219,1.077204479);(136.9874835,0.9386157284);(139.0031336,0.8137840049);(151.0031336,17.16684961);(153.0187836,2.721787315);(166.9980482,1.419396112);(169.0136983,15.23349822);(209.0086129,0.8557502255);(219.0293483,1.100598083);(288.9984421,0.8002198207);(291.0140922,1.340717165);(303.0140922,2.073082506)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(151.00368,12.22);(151.00368,12.22);(151.00368,12.22);(151.00368,12.22);(151.00368,12.22);(277.03538,41.6);(277.03538,41.6);(277.03538,41.6);(277.03538,41.6);(277.03538,41.6);(277.03538,41.6);(277.03538,41.6);(277.03538,41.6);(277.03538,41.6);(277.03538,41.6);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(303.01464,14.84);(321.02521,100.0);(321.02521,100.0);(321.02521,100.0);(321.02521,100.0);(321.02521,100.0);(321.02521,100.0);(321.02521,100.0);(321.02521,100.0);(321.02521,100.0);(321.02521,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(97.0295,31.65);(97.0295,31.65);(97.0295,31.65);(107.01385,43.37);(109.0295,24.88);(109.0295,24.88);(123.00877,53.95);(123.00877,53.95);(123.00877,53.95);(123.00877,53.95);(125.02442,98.28);(125.02442,98.28);(125.02442,98.28);(125.02442,98.28);(125.02442,98.28);(127.04007,16.38);(127.04007,16.38);(127.04007,16.38);(135.00877,17.24);(151.00368,67.42);(151.00368,67.42);(151.00368,67.42);(151.00368,67.42);(151.00368,67.42);(153.01933,40.22);(153.01933,40.22);(153.01933,40.22);(153.01933,40.22);(153.01933,40.22);(153.01933,40.22);(153.01933,40.22);(153.01933,40.22);(153.01933,40.22);(153.01933,40.22);(169.01425,38.22);(169.01425,38.22);(169.01425,38.22);(169.01425,38.22);(219.0299,19.45);(219.0299,19.45);(235.02481,14.37);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(259.02481,100.0);(265.03538,13.17);(265.03538,13.17);(275.01973,13.63);(275.01973,13.63);(275.01973,13.63);(275.01973,13.63);(275.01973,13.63);(275.01973,13.63);(277.03538,34.63);(277.03538,34.63);(277.03538,34.63);(277.03538,34.63);(277.03538,34.63);(277.03538,34.63);(277.03538,34.63);(277.03538,34.63);(277.03538,34.63);(277.03538,34.63);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(303.01464,38.23);(321.02521,49.82);(321.02521,49.82);(321.02521,49.82);(321.02521,49.82);(321.02521,49.82);(321.02521,49.82);(321.02521,49.82);(321.02521,49.82);(321.02521,49.82);(321.02521,49.82)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00329,67.69);(43.01894,11.53);(44.9982,22.2);(67.01894,47.53);(83.01385,14.52);(95.01385,25.6);(95.01385,25.6);(97.0295,36.29);(97.0295,36.29);(97.0295,36.29);(107.01385,19.1);(109.0295,18.64);(109.0295,18.64);(123.00877,43.53);(123.00877,43.53);(123.00877,43.53);(123.00877,43.53);(125.02442,36.48);(125.02442,36.48);(125.02442,36.48);(125.02442,36.48);(125.02442,36.48);(151.00368,23.39);(151.00368,23.39);(151.00368,23.39);(151.00368,23.39);(151.00368,23.39);(153.01933,18.97);(153.01933,18.97);(153.01933,18.97);(153.01933,18.97);(153.01933,18.97);(153.01933,18.97);(153.01933,18.97);(153.01933,18.97);(153.01933,18.97);(153.01933,18.97);(169.01425,38.61);(169.01425,38.61);(169.01425,38.61);(169.01425,38.61);(181.01425,55.64);(181.01425,55.64);(191.03498,34.32);(219.0299,21.15);(219.0299,21.15);(235.02481,17.68);(249.00408,55.78);(249.00408,55.78);(249.00408,55.78);(249.00408,55.78);(251.01973,100.0);(251.01973,100.0);(251.01973,100.0);(251.01973,100.0);(251.01973,100.0);(261.00408,33.77);(261.00408,33.77);(261.00408,33.77);(261.00408,33.77);(261.00408,33.77);(275.01973,13.09);(275.01973,13.09);(275.01973,13.09);(275.01973,13.09);(275.01973,13.09);(275.01973,13.09);(279.01464,14.94);(279.01464,14.94)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(135.00767,12.56);(153.01824,33.52);(153.01824,33.52);(153.01824,33.52);(153.01824,33.52);(153.01824,33.52);(153.01824,33.52);(153.01824,33.52);(153.01824,33.52);(153.01824,33.52);(171.0288,15.28);(171.0288,15.28);(171.0288,15.28);(171.0288,15.28);(197.00806,9.92);(197.00806,9.92);(197.00806,9.92);(197.00806,9.92);(197.00806,9.92);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(305.02919,52.13);(323.03976,100.0);(323.03976,100.0);(323.03976,100.0);(323.03976,100.0);(323.03976,100.0);(323.03976,100.0);(323.03976,100.0);(323.03976,100.0);(323.03976,100.0);(323.03976,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(109.02841,16.36);(125.02332,17.52);(125.02332,17.52);(125.02332,17.52);(125.02332,17.52);(125.02332,17.52);(125.02332,17.52);(125.02332,17.52);(135.00767,26.47);(137.02332,15.39);(137.02332,15.39);(137.02332,15.39);(151.00258,11.11);(151.00258,11.11);(151.00258,11.11);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(171.0288,25.73);(171.0288,25.73);(171.0288,25.73);(171.0288,25.73);(197.00806,15.07);(197.00806,15.07);(197.00806,15.07);(197.00806,15.07);(197.00806,15.07);(237.03936,30.81);(249.03936,11.33);(249.03936,11.33);(249.03936,11.33);(249.03936,11.33);(265.03428,11.17);(265.03428,11.17);(267.04993,19.13);(267.04993,19.13);(267.04993,19.13);(277.03428,27.6);(277.03428,27.6);(277.03428,27.6);(277.03428,27.6);(277.03428,27.6);(277.03428,27.6);(277.03428,27.6);(277.03428,27.6);(277.03428,27.6);(277.03428,27.6);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(305.02919,42.39);(323.03976,94.97);(323.03976,94.97);(323.03976,94.97);(323.03976,94.97);(323.03976,94.97);(323.03976,94.97);(323.03976,94.97);(323.03976,94.97);(323.03976,94.97);(323.03976,94.97)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(39.02293,35.99);(41.03858,19.72);(55.01784,15.13);(67.01784,45.42);(69.03349,44.59);(69.03349,44.59);(80.99711,28.19);(83.01276,24.47);(83.01276,24.47);(95.01276,38.3);(95.01276,38.3);(95.01276,38.3);(97.02841,50.45);(97.02841,50.45);(97.02841,50.45);(97.02841,50.45);(109.02841,52.23);(111.04406,11.76);(111.04406,11.76);(125.02332,47.55);(125.02332,47.55);(125.02332,47.55);(125.02332,47.55);(125.02332,47.55);(125.02332,47.55);(125.02332,47.55);(129.05462,15.8);(129.05462,15.8);(129.05462,15.8);(129.05462,15.8);(137.02332,25.3);(137.02332,25.3);(137.02332,25.3);(151.00258,43.03);(151.00258,43.03);(151.00258,43.03);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(153.01824,100.0);(155.03389,14.37);(155.03389,14.37);(155.03389,14.37);(155.03389,14.37);(155.03389,14.37);(155.03389,14.37);(155.03389,14.37);(155.03389,14.37);(155.03389,14.37);(155.03389,14.37);(169.01315,47.16);(169.01315,47.16);(169.01315,47.16);(171.0288,13.38);(171.0288,13.38);(171.0288,13.38);(171.0288,13.38);(193.01315,21.44);(202.9975,14.12);(205.01315,11.92);(205.01315,11.92);(223.02371,19.13);(223.02371,19.13);(225.03936,17.98);(225.03936,17.98);(237.03936,15.87);(251.01863,13.96);(251.01863,13.96);(251.01863,13.96);(251.01863,13.96);(253.03428,27.68);(253.03428,27.68);(253.03428,27.68);(253.03428,27.68);(261.00298,17.75);(261.00298,17.75);(263.01863,30.03);(263.01863,30.03);(263.01863,30.03);(277.03428,10.74);(277.03428,10.74);(277.03428,10.74);(277.03428,10.74);(277.03428,10.74);(277.03428,10.74);(277.03428,10.74);(277.03428,10.74);(277.03428,10.74);(277.03428,10.74)

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Digallic acid