3-(3'-Hydroxyphenyl)propionic acid
Showing entry for 3-(3'-Hydroxyphenyl)propionic acid
Identification
- PhytoHub ID
- PHUB001047
- Name
- 3-(3'-Hydroxyphenyl)propionic acid
- Systematic Name
- 3-(3'-Hydroxyphenyl)propanoic acid
- Synonyms
- 3-(3-Hydroxyphenyl)propanoic acid
- 3-(3-hydroxyphenyl)propionic acid
- 3-hydroxy-dihydrocinnamic acid
- 3-hydroxyphenylpropionic acid
- 3'-Hydroxy-dihydrocinnamic acid
- m-Hydroxy-dihydrocinnamic acid
- CAS Number
- 621-54-5
- Average Mass
- 166.176
- Monoisotopic Mass
- 166.062994182
- Chemical Formula
- C9H10O3
- IUPAC Name
- 3-(3-hydroxyphenyl)propanoic acid
- InChI Key
- QVWAEZJXDYOKEH-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)
- SMILES
OC(=O)CCC1=CC(O)=CC=C1
- Structure
Structure for 3-(3'-Hydroxyphenyl)propionic acid
Calculated Properties
- Solubility (ALOGPS)
- 2.80e+00 g/l
- LogS (ALOGPS)
- -1.77
- LogP (ALOGPS)
- 1.14
- Hydrogen Acceptors
- 3
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 3
- Polar Surface Area
- 57.53
- Refractivity
- 43.9475
- Polarizability
- 16.91543079087822
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -5.964060407587342
- pKa (strongest acidic)
- 4.214566239011227
- 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
- Phenylpropanoic acids
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| (-)-Epicatechin | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Procyanidin dimer A2 | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Procyanidin dimer B2 | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Hesperetin | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Caftaric acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| 5-O-Caffeoylquinic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Dihydrocaffeic acid | Polyphenols | Phenolic acids | Phenolic acids subclass not specified | Show Food Phytochemical |
| Ferulic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Rosmarinic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Cocoa Flavan-3-ols | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Coffee Chlorogenic acids | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Almond Flavan-3-ols | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Phenylpropanoic acids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Not Available
- Direct Parent Name
- Phenylpropanoic acids
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Benzene and substituted derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides"]
- External Descriptor Annotations
- ["monocarboxylic acid"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3-phenylpropanoic-acid", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol"]
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| (-)-Epicatechin | 3-(3'-Hydroxyphenyl)propionic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| Procyanidin dimer A2 | 3-(3'-Hydroxyphenyl)propionic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| Procyanidin dimer B2 | 3-(3'-Hydroxyphenyl)propionic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| Hesperetin | 3-(3'-Hydroxyphenyl)propionic acid | in vitro (pig) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| Caffeic acid | 3-(3'-Hydroxyphenyl)propionic acid | rat | plasma, urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| Caftaric acid | 3-(3'-Hydroxyphenyl)propionic acid | Not Available | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| 5-O-Caffeoylquinic acid | 3-(3'-Hydroxyphenyl)propionic acid | rat | plasma, urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| Dihydrocaffeic acid | 3-(3'-Hydroxyphenyl)propionic acid | rat | urine | Not Available | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| Ferulic acid | 3-(3'-Hydroxyphenyl)propionic acid | human rat | plasma, urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | ||||
| Rosmarinic acid | 3-(3'-Hydroxyphenyl)propionic acid | rat | plasma, urine | Not Available | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
| Orange flavanones | 3-(3'-Hydroxyphenyl)propionic acid | human | plasma | gut microbiota metabolite | 5h-8h | <20 nmol/L | Not Available | C9H10O3 | 166.062994182 | Detailed Intervention Studies | Publications | ||
| Cocoa Flavan-3-ols | 3-(3'-Hydroxyphenyl)propionic acid | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Detailed Intervention Studies | |||
| Coffee Chlorogenic acids | 3-(3'-Hydroxyphenyl)propionic acid | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Detailed Intervention Studies | |||
| Almond Flavan-3-ols | 3-(3'-Hydroxyphenyl)propionic acid | human | urine | gut microbiota metabolite | Not Available | Not Available | <1% | C9H10O3 | 166.062994182 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Almond Flavan-3-ols | 3-(3'-Hydroxyphenyl)propionic acid | Microbiota | Effect, clusters | Publications |