5,5'-Diferulic acid
precursor
Showing entry for 5,5'-Diferulic acid
Identification
- PhytoHub ID
- PHUB000600
- Name
- 5,5'-Diferulic acid
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 386.356
- Monoisotopic Mass
- 386.10016754
- Chemical Formula
- C20H18O8
- IUPAC Name
- (2E)-3-{5'-[(1E)-2-carboxyeth-1-en-1-yl]-2',6-dihydroxy-3',5-dimethoxy-[1,1'-biphenyl]-3-yl}prop-2-enoic acid
- InChI Key
- LBQZVWQOPFFQJI-GGWOSOGESA-N
- InChI Identifier
InChI=1S/C20H18O8/c1-27-15-9-11(3-5-17(21)22)7-13(19(15)25)14-8-12(4-6-18(23)24)10-16(28-2)20(14)26/h3-10,25-26H,1-2H3,(H,21,22)(H,23,24)/b5-3+,6-4+
- SMILES
COC1=C(O)C(=CC(\C=C\C(O)=O)=C1)C1=CC(\C=C\C(O)=O)=CC(OC)=C1O
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 1.12e-02 g/l
- LogS (ALOGPS)
- -4.54
- LogP (ALOGPS)
- 2.99
- Hydrogen Acceptors
- 8
- Hydrogen Donors
- 4
- Rotatable Bond Count
- 7
- Polar Surface Area
- 133.52
- Refractivity
- 102.08619999999996
- Polarizability
- 39.0865438121662
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -4.596798124256282
- pKa (strongest acidic)
- 3.113179165520272
- Number of Rings
- 2
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxycinnamic acids
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Benzene and substituted derivatives
- Super-class
- Benzenoids
- Sub-class
- Biphenyls and derivatives
- Direct Parent Name
- Biphenyls and derivatives
- Alternative Parent Names
- ["Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Coumaric acids and derivatives", "Dicarboxylic acids and derivatives", "Hydrocarbon derivatives", "Hydroxycinnamic acids", "Methoxybenzenes", "Methoxyphenols", "Organic oxides", "Phenoxy compounds", "Styrenes"]
- External Descriptor Annotations
- ["Neolignans", "ferulic acid"]
- Substituent Names
- ["Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Biphenyl", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Cinnamic acid or derivatives", "Coumaric acid or derivatives", "Dicarboxylic acid or derivatives", "Ether", "Hydrocarbon derivative", "Hydroxycinnamic acid", "Hydroxycinnamic acid or derivatives", "Methoxybenzene", "Methoxyphenol", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenol ether", "Phenoxy compound", "Styrene"]
Spectra from Online Resources
No spectra information available
Food Sources
Name | Group | |||
---|---|---|---|---|
Barley | Cereals and cereal products | Publications | Show | |
Common wheat | Cereals and cereal products | Publications | Show | |
Corn | Cereals and cereal products | Publications | Show | |
Oat | Cereals and cereal products | Publications | Show |
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 | ||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
5,5'-Diferulic acid | 5,5'-Dicaffeic acid | Not Available | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C18H14O8 | 358.068867411 | Publications | |||
5,5'-Diferulic acid | 5,5'-Dihydroferulic acid | Not Available | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C20H22O8 | 390.131467668 | Publications | |||
5,5'-Diferulic acid | Caffeic acid-5-5-dihydrocaffeic acid | Not Available | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C18H16O8 | 360.084517475 | Publications | |||
5,5'-Diferulic acid | Ferulic acid-5-5-caffeic acid | Not Available | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C19H16O8 | 372.084517475 | Publications | |||
5,5'-Diferulic acid | Ferulic acid-5-5-dihydroferulic acid | Not Available | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C20H20O8 | 388.115817604 | Publications |
Inter-Individual Variations in Metabolism
Food Phytochemical | Metabolite | Effect | Value |
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