3-Hydroxyhippuric acid
Showing entry for 3-Hydroxyhippuric acid
Identification
- PhytoHub ID
- PHUB001161
- Name
- 3-Hydroxyhippuric acid
- Systematic Name
- 3’-Hydroxyhippuric acid
- Synonyms
- 2-(3-hydroxybenzamido)acetic acid
- 3'-Hydroxyhippuric acid
- N-(3-hydroxybenzoyl)glycine
- CAS Number
- 1637-75-8
- Average Mass
- 195.174
- Monoisotopic Mass
- 195.053157774
- Chemical Formula
- C9H9NO4
- IUPAC Name
- 2-[(3-hydroxyphenyl)formamido]acetic acid
- InChI Key
- XDOFWFNMYJRHEW-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C9H9NO4/c11-7-3-1-2-6(4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)
- SMILES
OC(=O)CNC(=O)C1=CC=CC(O)=C1
- Structure
Structure for 3-Hydroxyhippuric acid
Calculated Properties
- Solubility (ALOGPS)
- 2.91e+00 g/l
- LogS (ALOGPS)
- -1.83
- LogP (ALOGPS)
- 0.52
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 3
- Polar Surface Area
- 86.63000000000001
- Refractivity
- 48.0986
- Polarizability
- 18.46601877459554
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -1.4147203141199358
- pKa (strongest acidic)
- 3.2466748656262534
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- 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 | |
|---|---|---|---|---|
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| 5-O-Caffeoylquinic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Coumaric acid (m-) | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| (-)-Epicatechin | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Rutin | Polyphenols | Flavonoids | Flavonols | Show Food Phytochemical |
| Quercetin | Polyphenols | Flavonoids | Flavonols | Show Food Phytochemical |
| Cocoa Flavan-3-ols | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Black tea Flavan-3-ols | Polyphenols | Flavonoids | Flavan-3-ols | 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", "1-hydroxy-4-unsubstituted benzenoids", "Benzoyl derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "N-acyl-alpha amino acids", "Organic oxides", "Organonitrogen compounds", "Organopnictogen compounds", "Secondary carboxylic acid amides"]
- External Descriptor Annotations
- ["N-acylglycine", "phenols"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Alpha-amino acid or derivatives", "Aromatic homomonocyclic compound", "Benzoyl", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Carboxylic acid derivative", "Hippuric acid", "Hydrocarbon derivative", "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", "Secondary carboxylic acid amide"]
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: C[Si](C)(C)OC(=O)CNC(=O)C1=CC=CC(O[Si](C)(C)C)=C1) | Positive | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, energy0 | Ei | Not Available | View Spectrum | |
| LC-MS/MS | Not Available | Not Available | Negative | 10V | View Spectrum | |
| LC-MS/MS | Not Available | Not Available | Negative | 20V | View Spectrum | |
| LC-MS/MS | Not Available | Not Available | Negative | 40V | 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 | 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 | |
| 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 |
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 | 3-Hydroxyhippuric acid | rat | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| 5-O-Caffeoylquinic acid | 3-Hydroxyhippuric acid | rat | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| Coumaric acid (m-) | 3-Hydroxyhippuric acid | rat | urine | Not Available | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| (-)-Epicatechin | 3-Hydroxyhippuric acid | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 5-10% | C9H9NO4 | 195.053157774 | Detailed Intervention Studies | Publications | ||
| Orange flavanones | 3-Hydroxyhippuric acid | human | plasma, urine, urine (minor) | gut microbiota metabolite | 5h-8h | 20-50 nmol/L | 5-10% | C9H9NO4 | 195.053157774 | Detailed Intervention Studies | Publications | ||
| Rutin | 3-Hydroxyhippuric acid | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| Quercetin | 3-Hydroxyhippuric acid | human | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
| Cocoa Flavan-3-ols | 3-Hydroxyhippuric acid | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C9H9NO4 | 195.053157774 | Detailed Intervention Studies | Publications | ||
| Black tea Flavan-3-ols | 3-Hydroxyhippuric acid | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 20-50 nmol/L | <1% | C9H9NO4 | 195.053157774 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Cocoa Flavan-3-ols | 3-Hydroxyhippuric acid | Microbiota | Effect, clusters | Publications |