PhytoHub: Showing entry for Isovanillic acid-3-O-glucuronide

Isovanillic acid-3-O-glucuronide

Identification

PhytoHub ID

PHUB001277

Name

Isovanillic acid-3-O-glucuronide

Systematic Name

4-methoxybenzoic acid-3-glucuronide

Synonyms

4-Methyoxybenzoic acid-3-glucuronide
4-Methyoxybenzoic acid-3-O-glucuronide
Isovanillic acid-3-glucuronide

CAS Number

Not Available

Average Mass

344.272

Monoisotopic Mass

344.074346715

Chemical Formula

C₁₄H₁₆O₁₀

IUPAC Name

6-(5-carboxy-2-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

InChI Key

WREVRVHLTSYMIJ-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C14H16O10/c1-22-6-3-2-5(12(18)19)4-7(6)23-14-10(17)8(15)9(16)11(24-14)13(20)21/h2-4,8-11,14-17H,1H3,(H,18,19)(H,20,21)

SMILES

COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(C=C1)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 9.87e+00 g/l
LogS (ALOGPS): -1.54
LogP (ALOGPS): -0.65
Hydrogen Acceptors: 10
Hydrogen Donors: 5
Rotatable Bond Count: 5
Polar Surface Area: 162.97999999999996
Refractivity: 73.7701
Polarizability: 31.23845840911512
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): -3.6868279779861006
pKa (strongest acidic): 2.8302259686292097
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Metabolite

Family: (Poly)phenol metabolites
Class: Phenolic acid metabolites
Sub-class: Benzoic and hippuric acids

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Cyanidin 3-O-glucoside	Polyphenols	Flavonoids	Anthocyanins	Show Food Phytochemical
Coffee Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	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
Cyanidin 3-O-glucoside	Blackberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	Blackcurrant	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	Elderberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	European plum	Fruit, Drupes	Publications	Show
Cyanidin 3-O-glucoside	Lettuce	Vegetables, Leaf vegetables	Publications	Show
Cyanidin 3-O-glucoside	Olive, black	Fruit, Drupes	Publications	Show
Cyanidin 3-O-glucoside	Peach	Fruit, Drupes	Publications	Show
Cyanidin 3-O-glucoside	Pomegranate juice	Beverages, Non-alcoholic	Publications	Show
Cyanidin 3-O-glucoside	Red raspberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	Strawberry	Fruit, Berries	Publications	Show
Cyanidin 3-O-glucoside	Sweet cherry	Fruit, Drupes	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
	Cyanidin 3-O-glucoside		Isovanillic acid-3-O-glucuronide	human	feces, serum, urine	Not Available	Not Available	Not Available	Not Available	C₁₄H₁₆O₁₀	344.074346715		Publications
	Coffee Chlorogenic acids		Isovanillic acid-3-O-glucuronide	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	1-5%	C₁₄H₁₆O₁₀	344.074346715	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value
	Coffee Chlorogenic acids		Isovanillic acid-3-O-glucuronide	Microbiota	Effect, clusters	Publications

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Showing entry for Isovanillic acid-3-O-glucuronide