PhytoHub: Showing entry for Urolithin C-3-glucuronide

Urolithin C-3-glucuronide

Identification

PhytoHub ID

PHUB001397

Name

Urolithin C-3-glucuronide

Systematic Name

8,9-dihydroxy-urolithin-3-glucuronide

Synonyms

(2S,3S,4S,5R,6S)-6-({8,9-dihydroxy-6-oxo-6H-benzo[c]chromen-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carbox
8,9-dihydroxy-urolithin-3-glucuronide
Urolithin C-3-O-glucuronide
urolithin C-glucuronide

CAS Number

1268248-76-5

Average Mass

420.326

Monoisotopic Mass

420.069261335

Chemical Formula

C₁₉H₁₆O₁₁

IUPAC Name

6-({8,9-dihydroxy-6-oxo-6H-benzo[c]chromen-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

InChI Key

DDAQYQCCOWZGDO-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C19H16O11/c20-10-4-8-7-2-1-6(3-12(7)29-18(27)9(8)5-11(10)21)28-19-15(24)13(22)14(23)16(30-19)17(25)26/h1-5,13-16,19-24H,(H,25,26)

SMILES

OC1C(O)C(OC2=CC3=C(C=C2)C2=CC(O)=C(O)C=C2C(=O)O3)OC(C1O)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): Not Available
LogS (ALOGPS): Not Available
LogP (ALOGPS): Not Available
Hydrogen Acceptors: 10
Hydrogen Donors: 6
Rotatable Bond Count: 3
Polar Surface Area: 183.21
Refractivity: 94.89359999999998
Polarizability: 38.793694673242825
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.6868267697279618
pKa (strongest acidic): 3.187119629455068
Number of Rings: 4
Rule of Five: No
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: Organooxygen compounds
Super-class: Organic oxygen compounds
Sub-class: Carbohydrates and carbohydrate conjugates
Direct Parent Name: Phenolic glycosides
Alternative Parent Names: ["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "2-benzopyrans", "Acetals", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Coumarins and derivatives", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "Isocoumarins and derivatives", "Lactones", "Monocarboxylic acids and derivatives", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Pyranones and derivatives", "Secondary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-o-glucuronide", "2-benzopyran", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Coumarin", "Glucuronic acid or derivatives", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxy acid", "Isocoumarin", "Lactone", "Monocarboxylic acid or derivatives", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organoheterocyclic 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 GC-MS	GC-MS	Positive	Not Available	View Spectrum	(44.99710422,1.952460554);(58.00492882,1.265837941);(59.01275342,5.302432713);(60.02057802,1.775933523);(87.00766752,1.073299366);(88.01549212,0.8845498914);(89.02331672,2.684848733);(90.03114132,1.270169214);(103.0025816,0.9151392689);(117.0182308,1.364628394);(134.0209695,1.15055389);(243.0287941,1.006460816);(244.0366187,1.912148509);(245.0444433,0.8288515795);(272.0315328,0.9185147348);(285.0393574,1.383208195);(286.047182,1.264253467);(300.0264469,0.9981703542);(301.0342715,1.405281373);(302.0420961,0.957373807);(314.0420961,0.841058855);(315.0499207,1.316599684);(316.0577453,0.9535281753);(330.0370102,0.9113393046);(331.0448348,1.553171564);(332.0526594,1.087351199);(375.0710473,1.293952901);(389.0503122,0.9496911674);(390.0581368,0.9217190992);(402.0581368,2.29753792);(403.0659614,2.27385423)

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		Urolithin C-3-glucuronide	human	plasma, urine	host-gut microbiota co-metabolite	Not Available	Not Available	Not Available	C₁₉H₁₆O₁₁	420.069261335		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Urolithin C-3-glucuronide