Vanilloyl-glycine
Showing entry for Vanilloyl-glycine
Identification
- PhytoHub ID
- PHUB001180
- Name
- Vanilloyl-glycine
- Systematic Name
- 3-methoxy-4-hydroxybenzoyl-glycine
- Synonyms
- 3'-hydroxy-4'-methoxyhippuric acid
- Vanilloylglycine
- CAS Number
- 1212-04-0
- Average Mass
- 225.2
- Monoisotopic Mass
- 225.063722458
- Chemical Formula
- C10H11NO5
- IUPAC Name
- 2-{[hydroxy(4-hydroxy-3-methoxyphenyl)methylidene]amino}acetic acid
- InChI Key
- LOODYTDRRBLQNH-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C10H11NO5/c1-16-8-4-6(2-3-7(8)12)10(15)11-5-9(13)14/h2-4,12H,5H2,1H3,(H,11,15)(H,13,14)
- SMILES
COC1=C(O)C=CC(=C1)C(O)=NCC(O)=O
- Structure
Structure for Vanilloyl-glycine
Calculated Properties
- Solubility (ALOGPS)
- 7.73e-01 g/l
- LogS (ALOGPS)
- -2.46
- LogP (ALOGPS)
- 0.74
- Hydrogen Acceptors
- 6
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 4
- Polar Surface Area
- 99.35000000000001
- Refractivity
- 55.08350000000001
- Polarizability
- 21.52884147057331
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- 1.3711306928118197
- pKa (strongest acidic)
- 3.2185434702614533
- 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 |
| Coffee Chlorogenic acids | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Benzene and substituted derivatives
- Super-class
- Benzenoids
- Sub-class
- Benzoic acids and derivatives
- Direct Parent Name
- Hippuric acids
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "Alkyl aryl ethers", "Anisoles", "Benzoyl derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Monocarboxylic acids and derivatives", "N-acyl-alpha amino acids", "Organic oxides", "Organonitrogen compounds", "Organopnictogen compounds", "Phenoxy compounds", "Secondary carboxylic acid amides"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "Alkyl aryl ether", "Alpha-amino acid or derivatives", "Anisole", "Aromatic homomonocyclic compound", "Benzoyl", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Carboxylic acid derivative", "Ether", "Hippuric acid", "Hydrocarbon derivative", "Methoxybenzene", "Methoxyphenol", "Monocarboxylic acid or derivatives", "N-acyl-alpha amino acid or derivatives", "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"]
Spectra from Online Resources
No spectra information available
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 | Vanilloyl-glycine | human | urine | Not Available | Not Available | Not Available | Not Available | C10H11NO5 | 225.063722458 | Publications | |||
| Ferulic acid | Vanilloyl-glycine | rat | urine | Not Available | Not Available | Not Available | Not Available | C10H11NO5 | 225.063722458 | Publications | |||
| Coffee Chlorogenic acids | Vanilloyl-glycine | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 5-10% | C10H11NO5 | 225.063722458 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Coffee Chlorogenic acids | Vanilloyl-glycine | Microbiota | Effect, clusters | Publications |