Feruloylglycine
Showing entry for 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
Structure for Feruloylglycine
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
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
| Spectrum Type | Instrument Type | Technology | Ion Mode | Collision Energy | View | |
|---|---|---|---|---|---|---|
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, energy0 | Positive | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, Ionization energy 70 eV fully TMS-derivatized (structure: COC1=CC(/C=C/C(=O)NCC(=O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C) | Positive | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, energy0 | Ei | Not Available | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Negative | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Negative | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Negative | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Positive | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Positive | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID 4.0 | Positive | 40V | View Spectrum |
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caffeic acid | Feruloylglycine | human | urine | Not Available | Not Available | Not Available | Not Available | C12H13NO5 | 251.079372523 | Publications | |||
| Ferulic acid | Feruloylglycine | human rat | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 10-30% | C12H13NO5 | 251.079372523 | Detailed Intervention Studies | Publications | ||
| Coffee Chlorogenic acids | Feruloylglycine | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 50-200 nmol/L | 1-5% | C12H13NO5 | 251.079372523 | Detailed Intervention Studies | Publications | ||
| Orange (Poly)phenols | Feruloylglycine | human | plasma | host-gut microbiota co-metabolite | 1h-3h | <20 nmol/L | Not Available | C12H13NO5 | 251.079372523 | 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% | C12H13NO5 | 251.079372523 | 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% | C12H13NO5 | 251.079372523 | 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% | C12H13NO5 | 251.079372523 | Detailed Intervention Studies | Publications | ||
| Grape (Poly)phenols | Feruloylglycine | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 1-5% | C12H13NO5 | 251.079372523 | Detailed Intervention Studies | Publications | ||
| Oat (Poly)phenols | Feruloylglycine | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C12H13NO5 | 251.079372523 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Coffee Chlorogenic acids | Feruloylglycine | Microbiota | Effect, clusters | Publications | ||
| Red grape pomace (Poly)phenols | Feruloylglycine | Microbiota | Effect, clusters | Publications |