Isoferulic acid
Showing entry for Isoferulic acid
Identification
- PhytoHub ID
- PHUB000622
- Name
- Isoferulic acid
- Systematic Name
- 3’-Hydroxy-4’-methoxycinnamic acid
- Synonyms
- 3-(3-hydroxy-4-methoxyphenyl)acrylic acid
- 3-hydroxy-4-methoxycinnamic acid
- hesperetate
- Hesperetic acid
- CAS Number
- 537-73-5
- Average Mass
- 194.186
- Monoisotopic Mass
- 194.057908802
- Chemical Formula
- C10H10O4
- IUPAC Name
- (2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid
- InChI Key
- QURCVMIEKCOAJU-HWKANZROSA-N
- InChI Identifier
InChI=1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
- SMILES
COC1=C(O)C=C(\C=C\C(O)=O)C=C1
- Structure
Structure for Isoferulic acid
Calculated Properties
- Solubility (ALOGPS)
- 8.71e-01 g/l
- LogS (ALOGPS)
- -2.35
- LogP (ALOGPS)
- 1.56
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 3
- Polar Surface Area
- 66.76
- Refractivity
- 51.50400000000001
- Polarizability
- 19.407828698621252
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -4.889780750650177
- pKa (strongest acidic)
- 3.5754283041637582
- 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
- Cinnamic 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 |
| Dihydrocaffeic acid | (Poly)phenol metabolites | Phenolic acid metabolites | Phenylpropanoic acids | Show Food Phytochemical |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Cinnamic acids and derivatives
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Hydroxycinnamic acids and derivatives
- Direct Parent Name
- Hydroxycinnamic acids
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Coumaric acids and derivatives", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Styrenes"]
- External Descriptor Annotations
- ["ferulic acids"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Coumaric acid or derivatives", "Ether", "Hydrocarbon derivative", "Hydroxycinnamic acid", "Methoxybenzene", "Methoxyphenol", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenol ether", "Phenoxy compound", "Styrene"]
Spectra from Online Resources
| Record ID | Source | Description | View |
|---|---|---|---|
| JP002207 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| KO001211 | MassBank | LC-ESI-QQ Spectrum - 10 V, unspecified | View Spectra |
| KO001212 | MassBank | LC-ESI-QQ Spectrum - 20 V, unspecified | View Spectra |
| KO001213 | MassBank | LC-ESI-QQ Spectrum - 30 V, unspecified | View Spectra |
| KO001214 | MassBank | LC-ESI-QQ Spectrum - 40 V, unspecified | View Spectra |
| KO001215 | MassBank | LC-ESI-QQ Spectrum - 50 V, unspecified | View Spectra |
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 | Isoferulic acid | human rat | faeces, plasma, urine | host metabolism | Not Available | Not Available | Not Available | C10H10O4 | 194.057908802 | Publications | |||
| 5-O-Caffeoylquinic acid | Isoferulic acid | rat | urine | host metabolism | Not Available | Not Available | Not Available | C10H10O4 | 194.057908802 | ||||
| Dihydrocaffeic acid | Isoferulic acid | rat | urine | Not Available | Not Available | Not Available | Not Available | C10H10O4 | 194.057908802 | ||||
| Orange flavanones | Isoferulic acid | human | urine | gut microbiota metabolite | Not Available | Not Available | 1-5% | C10H10O4 | 194.057908802 | Detailed Intervention Studies |
Inter-Individual Variations Metabolism
No data on inter-individual variations available