PhytoHub: Showing entry for Isourolithin A

Isourolithin A

Identification

PhytoHub ID

PHUB001647

Name

Isourolithin A

Systematic Name

3,9-dihydroxy-urolithin

Synonyms

3,9-dihydroxy-6H-benzo[c]chromen-6-one
3,9-dihydroxy-urolithin

CAS Number

174023-48-4

Average Mass

228.203

Monoisotopic Mass

228.042258738

Chemical Formula

C₁₃H₈O₄

IUPAC Name

3,9-dihydroxy-6H-benzo[c]chromen-6-one

InChI Key

WDGSXHQNUPZEHA-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C13H8O4/c14-7-2-4-10-11(5-7)9-3-1-8(15)6-12(9)17-13(10)16/h1-6,14-15H

SMILES

OC1=CC2=C(C=C1)C1=C(C=CC(O)=C1)C(=O)O2

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.67e-01 g/l
LogS (ALOGPS): -2.93
LogP (ALOGPS): 2.21
Hydrogen Acceptors: 3
Hydrogen Donors: 2
Rotatable Bond Count: 0
Polar Surface Area: 66.76
Refractivity: 60.90090000000001
Polarizability: 22.211138825781212
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -6.085422647906853
pKa (strongest acidic): 7.544547827031298
Number of Rings: 3
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Metabolite

Family: (Poly)phenol metabolites
Class: Ellagitannin metabolites
Sub-class: Urolithins (and ellagic acid metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Ellagic acid	Polyphenols	Phenolic acids	Hydroxybenzoic acids	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Coumarins and derivatives
Super-class: Phenylpropanoids and polyketides
Sub-class: Not Available
Direct Parent Name: Coumarins and derivatives
Alternative Parent Names: ["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "2-benzopyrans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Isocoumarins and derivatives", "Lactones", "Organic oxides", "Organooxygen compounds", "Oxacyclic compounds", "Pyranones and derivatives"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "2-benzopyran", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Coumarin", "Heteroaromatic compound", "Hydrocarbon derivative", "Isocoumarin", "Lactone", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Pyran", "Pyranone"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(25.00727602,0.9907221836);(73.04679982,11.71281165);(74.04796012,1.00222121);(89.04171392,1.197037601);(115.0573631,1.032937922);(149.0417139,1.182476103);(165.0730123,1.779827342);(255.0471913,1.248697752);(256.0550159,1.260015308);(258.0706651,1.201770208);(259.0784897,1.559114713);(270.0706651,1.140452945);(271.0784897,4.395012643);(283.0784897,1.028833285);(285.0577546,3.646961454);(298.0655792,1.055370055);(299.0734038,3.874344003);(300.0812284,2.586674041);(301.089053,2.262636525);(313.1074502,3.460723299);(314.1095409,1.022524099);(328.130924,1.013083491);(329.06598,1.058507929);(329.1023643,3.666640773);(330.1044577,1.084740231);(344.0894538,1.552121143);(344.1258381,1.095721657);(356.0894538,1.050770763);(357.0972784,5.963956444);(358.0994203,1.833374806);(372.1207522,1.294417403)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(39.02292522,0.8028012909);(142.0413131,0.7119665889);(156.020578,1.022511421);(156.0569623,0.9294418577);(172.0518764,0.7984242699);(174.0311413,3.078455361);(175.0389659,1.079614725);(176.0467905,1.731198309);(184.0154921,2.766260585);(185.0233167,0.8781449205);(186.0311413,4.55981839);(187.0389659,2.502411656);(198.0311413,4.323369251);(199.0389659,3.939232652);(200.0104062,3.42719382);(200.0467905,4.689468257);(201.0182308,0.993570138);(202.0260554,2.156240766);(203.03388,1.421347642);(212.0104062,3.095316696);(213.0182308,2.56450496);(228.0417046,28.64376343);(229.0450924,4.245598972)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(39.02292522,0.8028012909);(142.0413131,0.7119665889);(156.020578,1.022511421);(156.0569623,0.9294418577);(172.0518764,0.7984242699);(174.0311413,3.078455361);(175.0389659,1.079614725);(176.0467905,1.731198309);(184.0154921,2.766260585);(185.0233167,0.8781449205);(186.0311413,4.55981839);(187.0389659,2.502411656);(198.0311413,4.323369251);(199.0389659,3.939232652);(200.0104062,3.42719382);(200.0467905,4.689468257);(201.0182308,0.993570138);(202.0260554,2.156240766);(203.03388,1.421347642);(212.0104062,3.095316696);(213.0182308,2.56450496);(228.0417046,28.64376343);(229.0450924,4.245598972)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(39.02292522,0.8028012909);(142.0413131,0.7119665889);(156.020578,1.022511421);(156.0569623,0.9294418577);(172.0518764,0.7984242699);(174.0311413,3.078455361);(175.0389659,1.079614725);(176.0467905,1.731198309);(184.0154921,2.766260585);(185.0233167,0.8781449205);(186.0311413,4.55981839);(187.0389659,2.502411656);(198.0311413,4.323369251);(199.0389659,3.939232652);(200.0104062,3.42719382);(200.0467905,4.689468257);(201.0182308,0.993570138);(202.0260554,2.156240766);(203.03388,1.421347642);(212.0104062,3.095316696);(213.0182308,2.56450496);(228.0417046,28.64376343);(229.0450924,4.245598972)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(185.0233204,0.2190477272);(187.0389705,0.4869535412);(199.0389705,0.3195855814);(201.0546206,0.6437477358);(213.0182351,0.599425332);(229.0495352,96.98706072)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(185.0233204,1.562571569);(187.0389705,5.96058549);(199.0389705,4.799990846);(201.0546206,7.825421178);(213.0182351,2.068112371);(229.0495352,69.96297108)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(39.02292652,2.270896593);(67.01784114,1.772381946);(131.0491413,3.546060599);(143.0491413,1.970927808);(157.0284058,3.891331542);(159.0440559,5.147043627);(169.0284058,2.96419329);(171.0440559,4.749766855);(173.0597059,2.054697833);(175.0389705,3.320978323);(183.0440559,9.609234833);(185.0233204,10.19976475);(187.0389705,4.555436009);(199.0389705,7.037086315);(201.0546206,9.780049112);(213.0182351,4.001636532);(229.0495352,3.610807357)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00328823,0.0642673501);(155.0502384,0.0265681141);(185.0244176,0.0836630362);(199.0400677,1.191673419);(201.0193322,0.5629216313);(227.0349823,98.04150644)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(155.0502384,0.3263419108);(157.029503,0.0962807191);(185.0244176,1.762269558);(199.0400677,4.897062072);(201.0193322,1.15521324);(227.0349823,91.51214306)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(155.0502384,19.43480641);(157.029503,7.703260499);(185.0244176,10.43372951);(199.0400677,22.66955638);(201.0193322,4.826372171);(227.0349823,19.8142935)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(187.03897,5.85);(187.03897,5.85);(187.03897,5.85);(187.03897,5.85);(187.03897,5.85);(187.03897,5.85);(187.03897,5.85);(187.03897,5.85);(187.03897,5.85);(187.03897,5.85);(201.05462,5.34);(201.05462,5.34);(201.05462,5.34);(201.05462,5.34);(201.05462,5.34);(201.05462,5.34);(201.05462,5.34);(201.05462,5.34);(201.05462,5.34);(201.05462,5.34);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0);(229.04954,100.0)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(227.03498,100.0);(227.03498,100.0);(227.03498,100.0);(227.03498,100.0);(227.03498,100.0);(227.03498,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(227.03498,100.0);(227.03498,100.0);(227.03498,100.0);(227.03498,100.0);(227.03498,100.0);(227.03498,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(109.0295,8.95);(155.05024,10.34);(157.0295,25.01);(157.0295,25.01);(157.0295,25.01);(157.0295,25.01);(157.0295,25.01);(171.04515,40.3);(185.02442,25.83);(185.02442,25.83);(185.02442,25.83);(185.02442,25.83);(185.02442,25.83);(185.02442,25.83);(185.02442,25.83);(199.04007,100.0);(199.04007,100.0);(199.04007,100.0);(199.04007,100.0);(199.04007,100.0);(199.04007,100.0);(199.04007,100.0);(199.04007,100.0);(199.04007,100.0);(199.04007,100.0);(225.01933,9.78);(225.01933,9.78);(225.01933,9.78);(225.01933,9.78)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Ellagic acid	American cranberry	Fruit, Berries	Publications	Show
Ellagic acid	Blackberry	Fruit, Berries	Publications	Show
Ellagic acid	Cagaita	Fruit, Tropical fruits	Publications	Show
Ellagic acid	Common walnut	Nuts	Publications	Show
Ellagic acid	Cranberry	Fruit, Berries		Show
Ellagic acid	European chestnut	Nuts	Publications	Show
Ellagic acid	Grapes	Fruit, Berries		Show
Ellagic acid	Grumixama juice	Beverages, Non-alcoholic	Publications	Show
Ellagic acid	Jabuticaba	Fruit, Berries	Publications	Show
Ellagic acid	Peach	Fruit, Drupes		Show
Ellagic acid	Pecan nut	Nuts	Publications	Show
Ellagic acid	Pomegranate	Fruit, Tropical fruits	Publications	Show
Ellagic acid	Pomegranate juice	Beverages, Non-alcoholic	Publications	Show
Ellagic acid	Red raspberry	Fruit, Berries	Publications	Show
Ellagic acid	Strawberry	Fruit, Berries	Publications	Show
Ellagic acid	Whisky	Beverages, Alcoholic	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	Ellagic acid		Isourolithin A	human	urine	gut microbiota metabolite	Not Available	Not Available	Not Available	C₁₃H₈O₄	228.042258738	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Isourolithin A