PhytoHub: Showing entry for Feruloylglycine

Feruloylglycine

Identification

PhytoHub ID

PHUB001173

Name

Feruloylglycine

Systematic Name

3'-methoxy-4'-hydroxycinnamoyl-glycine

Synonyms

3ʹ-Methoxycinnamic acid-4ʹ-glycine
N-(3-methoxycoumaroyl)-glycine

CAS Number

877862-83-4

Average Mass

251.238

Monoisotopic Mass

251.079372523

Chemical Formula

C₁₂H₁₃NO₅

IUPAC Name

2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]acetic acid

InChI Key

CLGNQAIRBLDHIN-HWKANZROSA-N

InChI Identifier

InChI=1S/C12H13NO5/c1-18-10-6-8(2-4-9(10)14)3-5-11(15)13-7-12(16)17/h2-6,14H,7H2,1H3,(H,13,15)(H,16,17)/b5-3+

SMILES

COC1=CC(\C=C\C(=O)NCC(O)=O)=CC=C1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.27e-01 g/l
LogS (ALOGPS): -2.77
LogP (ALOGPS): 1.59
Hydrogen Acceptors: 5
Hydrogen Donors: 3
Rotatable Bond Count: 5
Polar Surface Area: 95.85999999999999
Refractivity: 64.3075
Polarizability: 25.08577439429647
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -0.7105431813130125
pKa (strongest acidic): 3.314194528574587
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

ChEBI: 17691
PubChem: 5280527
PeakForestCompound: 000789

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
Caffeic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Ferulic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Orange flavanones	Polyphenols	Flavonoids	Flavanones	Show Food Phytochemical
Coffee Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Orange (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Red grape pomace (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Rosemary tea (poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Yerba mate Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Grape (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Oat (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Carboxylic acids and derivatives
Super-class: Organic acids and derivatives
Sub-class: Amino acids, peptides, and analogues
Direct Parent Name: N-acyl-alpha amino acids
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acid amides", "Hydrocarbon derivatives", "Hydroxycinnamic acids and derivatives", "Methoxybenzenes", "Methoxyphenols", "Monocarboxylic acids and derivatives", "Organic oxides", "Organonitrogen compounds", "Organopnictogen compounds", "Phenoxy compounds", "Secondary carboxylic acid amides", "Styrenes"]
External Descriptor Annotations: ["N-acylglycine"]
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Cinnamic acid amide", "Cinnamic acid or derivatives", "Ether", "Hydrocarbon derivative", "Hydroxycinnamic acid or derivatives", "Methoxybenzene", "Methoxyphenol", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "N-acyl-alpha-amino acid", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Phenol", "Phenol ether", "Phenoxy compound", "Secondary carboxylic acid amide", "Styrene"]

Spectra from Phytohub

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Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum

Showing 1 to 10 of 15 entries

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

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Food Phytochemical	Food Source	Food Source Group
Caffeic acid	American cranberry	Fruit, Berries	Publications	Show
Caffeic acid	Apple	Fruit, Pomes	Publications	Show
Caffeic acid	Apple juice	Beverages, Non-alcoholic	Publications	Show
Caffeic acid	Beer	Beverages, Alcoholic	Publications	Show
Caffeic acid	Blackberry	Fruit, Berries	Publications	Show
Caffeic acid	Blueberry	Fruit, Berries	Publications	Show
Caffeic acid	Broccoli	Vegetables, Cabbages	Publications	Show
Caffeic acid	Carrot	Vegetables, Root vegetables	Publications	Show
Caffeic acid	Cider	Beverages, Alcoholic	Publications	Show
Caffeic acid	Coffee	Coffee and coffee products	Publications	Show

Showing 1 to 10 of 56 entries

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

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Food Phytochemical	Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion
Caffeic acid	Feruloylglycine	human	urine	Not Available	Not Available	Not Available	Not Available		Publications
Coffee Chlorogenic acids	Feruloylglycine	human	plasma, urine	host-gut microbiota co-metabolite	5h-8h	50-200 nmol/L	1-5%	Detailed Intervention Studies	Publications
Ferulic acid	Feruloylglycine	human rat	urine	host-gut microbiota co-metabolite	Not Available	Not Available	10-30%	Detailed Intervention Studies	Publications
Grape (Poly)phenols	Feruloylglycine	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	1-5%	Detailed Intervention Studies	Publications
Oat (Poly)phenols	Feruloylglycine	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	Detailed Intervention Studies	Publications
Orange (Poly)phenols	Feruloylglycine	human	plasma	host-gut microbiota co-metabolite	1h-3h	<20 nmol/L	Not Available	Detailed Intervention Studies	Publications
Red grape pomace (Poly)phenols	Feruloylglycine	human	plasma, urine	host-gut microbiota co-metabolite	8h-12h	20-50 nmol/L	<1%	Detailed Intervention Studies	Publications
Rosemary tea (poly)phenols	Feruloylglycine	human	plasma, urine	host-gut microbiota co-metabolite	8h-12h	0.5-2µmol/L	1-5%	Detailed Intervention Studies	Publications
Yerba mate Chlorogenic acids	Feruloylglycine	human	plasma, urine	host-gut microbiota co-metabolite	5h-8h	20-50 nmol/L	1-5%	Detailed Intervention Studies	Publications

Showing 1 to 9 of 9 entries

Inter-Individual Variations in Metabolism

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	Food Phytochemical		Metabolite	Effect	Value
	Coffee Chlorogenic acids		Feruloylglycine	Microbiota	Effect, clusters	Publications
	Red grape pomace (Poly)phenols		Feruloylglycine	Microbiota	Effect, clusters	Publications

Showing 1 to 2 of 2 entries

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Showing entry for Feruloylglycine

Identification

Structure for Feruloylglycine

Calculated Properties

External Links

Taxonomy as Metabolite

Taxonomy of its Food Phytochemical Precursor(s)

Classyfire Taxonomy

Spectra from Phytohub

Food Sources

Food Sources of its Food Phytochemical(s)

Role as Biomarker of intake

Metabolism

Inter-Individual Variations in Metabolism