4-Hydroxymandelic acid
Showing entry for 4-Hydroxymandelic acid
Identification
- PhytoHub ID
- PHUB001584
- Name
- 4-Hydroxymandelic acid
- Systematic Name
- 2-hydroxy-2-(4'-hydroxyphenyl)acetic acid
- Synonyms
- (4-hydroxyphenyl)-2-hydroxyacetic acid
- (4-hydroxyphenyl)-2-hydroxyethanoic acid
- (4'-hydroxyphenyl)-2-hydroxyacetic acid
- 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid
- 2-hydroxy-2-(4'-hydroxyphenyl)acetic acid
- 2-hydroxy-2-(4’-hydroxyphenyl)ethanoic acid
- 4-Hydroxy-L-mandelic acid
- 4'-Hydroxymandelic acid
- CAS Number
- 1198-84-1
- Average Mass
- 168.148
- Monoisotopic Mass
- 168.042258738
- Chemical Formula
- C8H8O4
- IUPAC Name
- 2-hydroxy-2-(4-hydroxyphenyl)acetic acid
- InChI Key
- YHXHKYRQLYQUIH-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)
- SMILES
OC(C(O)=O)C1=CC=C(O)C=C1
- Structure
Structure for 4-Hydroxymandelic acid
Calculated Properties
- Solubility (ALOGPS)
- 7.69e+00 g/l
- LogS (ALOGPS)
- -1.34
- LogP (ALOGPS)
- 0.86
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 2
- Polar Surface Area
- 77.76
- Refractivity
- 40.68469999999999
- Polarizability
- 15.62137864124072
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -4.105652938089659
- pKa (strongest acidic)
- 3.3028147671822805
- 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
- Phenylacetic acids
Taxonomy of its Precursor(s)
| Precursor | Family | Class | Sub-class | |
|---|---|---|---|---|
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Precursor |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Precursor |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Phenols
- Super-class
- Benzenoids
- Sub-class
- 1-hydroxy-2-unsubstituted benzenoids
- Direct Parent Name
- 1-hydroxy-2-unsubstituted benzenoids
- Alternative Parent Names
- ["Alpha hydroxy acids and derivatives", "Aromatic alcohols", "Benzene and substituted derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Secondary alcohols"]
- External Descriptor Annotations
- ["2-hydroxy carboxylic acid", "phenols"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "Alcohol", "Alpha-hydroxy acid", "Aromatic alcohol", "Aromatic homomonocyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Hydrocarbon derivative", "Hydroxy acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Secondary alcohol"]
Spectra from Online Resources
No spectra information available
Food Sources
No food source information available
Food Sources of its Precursor(s)
Metabolism
| Precursor | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caffeic acid | 4-Hydroxymandelic acid | human | Not Available | host metabolism | Not Available | Not Available | Not Available | C8H8O4 | 168.042258738 | Publications | |||
| Orange flavanones | 4-Hydroxymandelic acid | human | plasma, urine | gut microbiota metabolite | Not Available | Not Available | <1% | C8H8O4 | 168.042258738 | Detailed Intervention Studies |
Inter-Individual Variations Metabolism
No data on inter-individual variations available