PhytoHub: Showing entry for Naringenin-5-glucuronide

Naringenin-5-glucuronide

Identification

PhytoHub ID

PHUB002142

Name

Naringenin-5-glucuronide

Systematic Name

Not Available

Synonyms

Naringenin 5-O-glucuronide
Naringenin-5-O-glucuronide

CAS Number

Not Available

Average Mass

448.38

Monoisotopic Mass

448.100561464

Chemical Formula

C₂₁H₂₀O₁₁

IUPAC Name

3,4,5-trihydroxy-6-{[(2S)-7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]oxy}oxane-2-carboxylic acid

InChI Key

ZTQGTBHHQGGBSV-UVEPFSSFSA-N

InChI Identifier

InChI=1S/C21H20O11/c22-9-3-1-8(2-4-9)12-7-11(24)15-13(30-12)5-10(23)6-14(15)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-6,12,16-19,21-23,25-27H,7H2,(H,28,29)/t12-,16?,17?,18?,19?,21?/m0/s1

SMILES

OC1C(O)C(OC2=CC(O)=CC3=C2C(=O)C[C@H](O3)C2=CC=C(O)C=C2)OC(C1O)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.00e+00 g/l
LogS (ALOGPS): -2.35
LogP (ALOGPS): 0.57
Hydrogen Acceptors: 11
Hydrogen Donors: 6
Rotatable Bond Count: 4
Polar Surface Area: 183.21
Refractivity: 103.30159999999997
Polarizability: 42.65448913292634
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.686827060576842
pKa (strongest acidic): 2.769260548372785
Number of Rings: 4
Rule of Five: No
Bioavailability: No
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Metabolite

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

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Naringin	Polyphenols	Flavonoids	Flavanones	Show Food Phytochemical

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Naringin	Grapefruit	Fruit, Citrus	Publications	Show
Naringin	Grapefruit juice	Beverages, Non-alcoholic	Publications	Show
Naringin	Lemon	Fruit, Citrus	Publications	Show
Naringin	Lime	Fruit, Citrus	Publications	Show
Naringin	Sour orange	Fruit, Citrus	Publications	Show
Naringin	Sweet orange	Fruit, Citrus	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
	Naringin		Naringenin-5-glucuronide	human	urine	host metabolism	Not Available	Not Available	Not Available	C₂₁H₂₀O₁₁	448.100561464	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Naringenin-5-glucuronide