PhytoHub: Showing entry for Ellagic acid acetyl-arabinoside

Ellagic acid acetyl-arabinoside

Identification

PhytoHub ID

PHUB000299

Name

Ellagic acid acetyl-arabinoside

Systematic Name

Not Available

Synonyms

4-Acetyl-arabinosyl-ellagic acid
Ellagic acid 4-(4''-acetyl)-α-D-arabinopyranoside

CAS Number

Not Available

Average Mass

476.346

Monoisotopic Mass

476.059090575

Chemical Formula

C₂₁H₁₆O₁₃

IUPAC Name

(3S,4S,5R,6S)-4,5-dihydroxy-6-({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)oxan-3-yl acetate

InChI Key

HRUPKKAITRRGMV-XEUURLQDSA-N

InChI Identifier

InChI=1S/C21H16O13/c1-5(22)31-10-4-30-21(16(27)14(10)25)32-9-3-7-12-11-6(19(28)34-18(12)15(9)26)2-8(23)13(24)17(11)33-20(7)29/h2-3,10,14,16,21,23-27H,4H2,1H3/t10-,14+,16+,21-/m0/s1

SMILES

CC(=O)O[C@H]1CO[C@@H](OC2=CC3=C4C(OC(=O)C5=CC(O)=C(O)C(OC3=O)=C45)=C2O)[C@H](O)[C@@H]1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.13e+00 g/l
LogS (ALOGPS): -2.35
LogP (ALOGPS): 1.44
Hydrogen Acceptors: 10
Hydrogen Donors: 5
Rotatable Bond Count: 4
Polar Surface Area: 198.50999999999996
Refractivity: 105.94099999999997
Polarizability: 43.254464278796725
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.623352837874834
pKa (strongest acidic): 5.8294418680461995
Number of Rings: 5
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Food Phytochemical

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

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Tannins
Super-class: Phenylpropanoids and polyketides
Sub-class: Hydrolyzable tannins
Direct Parent Name: Hydrolyzable tannins
Alternative Parent Names: ["1,2-diols", "1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "2-benzopyrans", "7,8-dihydroxycoumarins", "Acetals", "Carbonyl compounds", "Carboxylic acid esters", "Ellagic acids and derivatives", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Isocoumarins and derivatives", "Lactones", "Monocarboxylic acids and derivatives", "Monosaccharides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Pyranones and derivatives", "Secondary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["1,2-diol", "1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "2-benzopyran", "7,8-dihydroxycoumarin", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Coumarin", "Ellagic_acid", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydrolyzable tannin", "Isocoumarin", "Lactone", "Monocarboxylic acid or derivatives", "Monosaccharide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenolic glycoside", "Polyol", "Pyran", "Pyranone", "Secondary alcohol"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(19.01838972,0.1933715384);(43.01838972,1.706781189);(55.01838972,0.4168256847);(57.03403978,0.3587479343);(61.0289544,4.264931342);(115.0395191,1.094876274);(117.0551691,0.3600188742);(133.0500838,0.5867213108);(145.0500838,0.2896653783);(157.0500838,0.2284503292);(173.0449984,0.2618648578);(175.0606485,2.126337569);(193.0712131,0.5417011387);(285.0035275,10.45545401);(287.0191776,1.500231439);(291.0504777,0.2274391904);(293.0661278,0.2274391904);(298.9827921,0.335205705);(300.9984421,0.5710556374);(303.0140922,32.92646163);(307.0453923,0.3550559269);(331.0090068,0.2156503359);(373.0195715,0.3103527722);(399.0352216,1.059482407);(415.0301362,1.156351447);(417.0457862,10.22934781);(417.0457862,0.2426515245);(435.0563509,5.866252236);(459.0563509,7.139015714);(459.0563509,0.7082164347);(477.0669156,14.04404317)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(31.01838972,0.2583775859);(43.01838972,1.010831813);(61.0289544,1.818132753);(113.023869,0.4103275862);(115.0395191,0.7824842909);(117.0551691,0.4046404558);(133.0500838,0.8940078802);(147.0657338,0.343231018);(157.0500838,0.9420592409);(173.0449984,0.2437111808);(175.0606485,2.652272189);(245.0086129,0.3056260407);(257.0086129,0.9501862676);(259.0242629,1.900057514);(270.9878774,0.7319292781);(273.0035275,5.276408574);(285.0035275,16.25323736);(287.0191776,1.42379362);(298.9827921,0.98675257);(300.9984421,1.718094352);(303.0140922,48.70542845);(343.0090068,0.2971837509);(399.0352216,0.7755721377);(415.0301362,0.4087903099);(417.0457862,3.826489511);(435.0563509,1.871057956);(445.0407009,0.3274892533);(447.0563509,0.420617696);(447.0563509,0.9659478117);(459.0563509,1.724178009);(477.0669156,1.371083549)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01838972,4.400560952);(56.99765427,0.6018498569);(61.0289544,4.911524859);(73.0289544,1.31240674);(85.0289544,0.6647285302);(113.023869,0.844786068);(115.0395191,2.027804303);(117.0551691,1.421760117);(129.0187836,0.5935266601);(131.0344337,1.006074146);(133.0500838,4.250395021);(149.0449984,0.691861284);(157.0500838,0.7831600673);(175.0606485,0.6511565113);(245.0086129,6.114575049);(257.0086129,4.309686815);(258.9878774,1.294673555);(259.0242629,2.633214954);(269.0086129,1.04042798);(270.9878774,1.247775366);(273.0035275,5.549406935);(285.0035275,25.62711529);(287.0191776,2.320744023);(291.0504777,0.5681564753);(293.0661278,0.5681564753);(298.9827921,1.498134441);(300.9984421,1.864906379);(303.0140922,17.92139409);(305.0297422,0.6396993532);(307.0453923,1.083041976);(417.0457862,1.557295732)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00273965,3.755452147);(55.01838972,0.6947861652);(59.01330434,14.81671106);(71.01330434,0.9727230836);(85.0289544,2.297180541);(87.04460446,0.5156342377);(101.023869,2.078085178);(115.0395191,1.246743603);(129.0187836,0.4555543743);(131.0344337,3.823144815);(145.0500838,0.7740157134);(173.0449984,1.631820782);(191.0555631,3.197051837);(254.9929628,1.294862529);(257.0086129,3.505663064);(282.9878774,0.9450336081);(300.9984421,11.83248661);(359.0039214,0.9666711719);(361.0195715,0.5469241922);(369.0246569,0.6042314067);(371.0403069,2.135222555);(387.0352216,0.9524301892);(389.0508716,2.4991844);(413.0144861,0.5007726562);(415.0301362,7.289409594);(427.0301362,1.228134304);(429.0457862,1.032683147);(431.0614363,6.827845731);(433.0407009,5.581042495);(457.0407009,2.481487702);(475.0512655,13.5170111)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(41.00273965,3.267446088);(43.01838972,1.294944483);(59.01330434,26.86980248);(73.0289544,0.4994197708);(85.0289544,0.3416954665);(89.02386902,0.5848451343);(101.023869,0.6284488253);(115.0395191,0.6356098445);(131.0344337,1.92222379);(147.0293483,0.4466522991);(173.0449984,1.506619148);(191.0555631,1.151435149);(229.0136983,0.3446833124);(242.9929628,0.367980179);(254.9929628,3.524445731);(257.0086129,7.79253651);(273.0035275,0.5912067299);(282.9878774,4.42715887);(298.9827921,0.6022648062);(300.9984421,22.77115173);(343.0090068,0.3841460545);(371.0403069,1.567654613);(387.0352216,0.8634777923);(389.0508716,2.044217301);(415.0301362,5.286689488);(429.0457862,0.5273962151);(431.0614363,1.509932381);(433.0407009,2.806067915);(445.0407009,0.5642677491);(457.0407009,2.858458246);(475.0512655,2.017121892)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(25.00782503,0.6589522447);(41.00273965,11.90469676);(43.01838972,2.10404575);(59.01330434,38.56273052);(61.0289544,0.4046292487);(67.01838972,0.2515541905);(69.03403978,0.2249947982);(83.01330434,0.9141302369);(85.0289544,0.9590869322);(89.06025453,0.4241439875);(101.023869,0.7862722639);(131.0344337,0.7258509399);(147.0293483,0.2729114897);(202.9980482,0.2972505561);(226.9980482,0.5244713576);(229.0136983,0.6110143084);(242.9929628,0.8057348921);(254.9929628,3.101133212);(256.9722274,0.2995862044);(257.0086129,19.50781924);(258.9878774,0.3388306089);(270.9878774,0.6287777852);(282.9878774,3.030484076);(296.967142,0.3471909485);(298.9827921,1.244563774);(300.9984421,8.64284275);(312.9984421,0.5284857934);(340.9933567,0.2952996231);(343.0090068,0.3426700323);(389.0508716,0.8041022029);(457.0407009,0.4557432702)

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 Ellagic acid acetyl-arabinoside