PhytoHub: Showing entry for Quercetin 3-O-glucuronide

Quercetin 3-O-glucuronide

Identification

PhytoHub ID

PHUB000712

Name

Quercetin 3-O-glucuronide

Systematic Name

Not Available

Synonyms

miquelianin
quercetin-3-O-glucoronoside
quercetin-3-O-β-D-glucuronopyranoside
quercituron

CAS Number

22688-79-5

Average Mass

478.362

Monoisotopic Mass

478.07474064

Chemical Formula

C₂₁H₁₈O₁₃

IUPAC Name

6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

InChI Key

DUBCCGAQYVUYEU-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)

SMILES

OC1C(O)C(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C(O)=C2)OC(C1O)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.40e+00 g/l
LogS (ALOGPS): -2.30
LogP (ALOGPS): 1.37
Hydrogen Acceptors: 13
Hydrogen Donors: 8
Rotatable Bond Count: 4
Polar Surface Area: 223.66999999999996
Refractivity: 109.1429
Polarizability: 43.33386516423687
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): -3.731998699389075
pKa (strongest acidic): 2.6505516813380208
Number of Rings: 4
Rule of Five: No
Bioavailability: No
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 12004528
Phenol-Explorer: 330
FooDB (Compounds): FDB017092
PeakForestCompound: 000560

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Flavonoids
Sub-class: Flavonols

Taxonomy as Metabolite

Metabolite Family: (Poly)phenol metabolites
Metabolite Class: Flavonoid metabolites
Metabolite Sub-class: Flavonols (parent and host metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Quercetin	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical
Quercetin 3,4'-O-diglucoside	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical
Quercetin 4'-O-glucoside	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical
Cranberry flavonols	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical
Blueberry flavonols	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical
Quercetin 3-O-glucuronide	Polyphenols	Flavonoids	Flavonols	Show Food Phytochemical

Spectra from Online Resources

Record ID	Source	Description	View
MSJ00036	MassBank	LC-ESI-ITTOF Spectrum - -, unspecified	View Spectra
MSJ00037	MassBank	LC-ESI-ITTOF Spectrum - -, unspecified	View Spectra
MSJ00038	MassBank	LC-ESI-ITTOF Spectrum - -, unspecified	View Spectra
PR100978	MassBank	LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified	View Spectra
PR101031	MassBank	LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified	View Spectra

Food Sources

	Name	Group
	Lettuce	Vegetables, Leaf vegetables	Publications	Show
	Strawberry	Fruit, Berries	Publications	Show

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Quercetin	Acerola	Fruit, Tropical fruits	Publications	Show
Quercetin	American cranberry	Fruit, Berries	Publications	Show
Quercetin	Angelica	Herbs and Spices	Publications	Show
Quercetin	Apple	Fruit, Pomes	Publications	Show
Quercetin	Apple juice	Beverages, Non-alcoholic	Publications	Show
Quercetin	Black tea	Teas and herbal teas	Publications	Show
Quercetin	Blackberry	Fruit, Berries	Publications	Show
Quercetin	Broccoli	Vegetables, Cabbages	Publications	Show
Quercetin	Cherry tomato	Vegetables, Fruit vegetables	Publications	Show
Quercetin	European cranberry	Fruit, Berries	Publications	Show
Quercetin	Green tea	Teas and herbal teas	Publications	Show
Quercetin	Lettuce	Vegetables, Leaf vegetables	Publications	Show
Quercetin 3-O-glucuronide	Lettuce	Vegetables, Leaf vegetables	Publications	Show
Quercetin	Onion	Vegetables, Onion-family	Publications	Show
Quercetin 3,4'-O-diglucoside	Onion	Vegetables, Onion-family	Publications	Show
Quercetin 4'-O-glucoside	Onion	Vegetables, Onion-family	Publications	Show
Quercetin	Orange juice	Beverages, Non-alcoholic	Publications	Show
Quercetin	Parsnip	Vegetables, Root vegetables	Publications	Show
Quercetin 3-O-glucuronide	Strawberry	Fruit, Berries	Publications	Show
Quercetin	Tomato	Vegetables, Fruit vegetables	Publications	Show
Quercetin 3,4'-O-diglucoside	red onion	Vegetables, Onion-family	Publications	Show
Quercetin 4'-O-glucoside	red onion	Vegetables, Onion-family	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
Quercetin 3-O-glucuronide	Quercetin 3-O-glucuronide	rat	plasma	unchanged	Not Available	Not Available	Not Available	C₂₁H₁₈O₁₃	478.07474064	Publications
Quercetin	Quercetin 3-O-glucuronide	human	plasma, urine	host metabolism	Not Available	Not Available	Not Available	C₂₁H₁₈O₁₃	478.07474064	Publications
Quercetin 3,4'-O-diglucoside	Quercetin 3-O-glucuronide	human	plasma	host-gut microbiota co-metabolite	Not Available	Not Available	Not Available	C₂₁H₁₈O₁₃	478.07474064	Publications
Quercetin 4'-O-glucoside	Quercetin 3-O-glucuronide	human	plasma	Not Available	Not Available	Not Available	Not Available	C₂₁H₁₈O₁₃	478.07474064	Publications
Cranberry flavonols	Quercetin 3-O-glucuronide	human	plasma, urine	unknown	Not Available	Not Available	1-5%	C₂₁H₁₈O₁₃	478.07474064	Publications
Blueberry flavonols	Quercetin 3-O-glucuronide	human	plasma	host metabolism	Not Available	Not Available	Not Available	C₂₁H₁₈O₁₃	478.07474064	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Quercetin 3-O-glucuronide