5,5'-Dicaffeic acid
Showing entry for 5,5'-Dicaffeic acid
Identification
- PhytoHub ID
- PHUB001147
- Name
- 5,5'-Dicaffeic acid
- Systematic Name
- Not Available
- Synonyms
- Caffeic acid-5-5-caffeic acid
- CAS Number
- Not Available
- Average Mass
- 358.302
- Monoisotopic Mass
- 358.068867411
- Chemical Formula
- C18H14O8
- IUPAC Name
- (2E)-3-{5'-[(1E)-2-carboxyeth-1-en-1-yl]-2',3',5,6-tetrahydroxy-[1,1'-biphenyl]-3-yl}prop-2-enoic acid
- InChI Key
- GOQXOMYMZHGINX-ZPUQHVIOSA-N
- InChI Identifier
InChI=1S/C18H14O8/c19-13-7-9(1-3-15(21)22)5-11(17(13)25)12-6-10(2-4-16(23)24)8-14(20)18(12)26/h1-8,19-20,25-26H,(H,21,22)(H,23,24)/b3-1+,4-2+
- SMILES
OC(=O)\C=C\C1=CC(=C(O)C(O)=C1)C1=C(O)C(O)=CC(\C=C\C(O)=O)=C1
- Structure
Structure for 5,5'-Dicaffeic acid
Calculated Properties
- Solubility (ALOGPS)
- 3.24e-02 g/l
- LogS (ALOGPS)
- -4.04
- LogP (ALOGPS)
- 2.89
- Hydrogen Acceptors
- 8
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 5
- Polar Surface Area
- 155.51999999999998
- Refractivity
- 93.12159999999999
- Polarizability
- 35.183329128104674
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -6.323545653963658
- pKa (strongest acidic)
- 3.040625227126632
- Number of Rings
- 2
- Rule of Five
- No
- 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 | |
|---|---|---|---|---|
| 5,5'-Diferulic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Benzene and substituted derivatives
- Super-class
- Benzenoids
- Sub-class
- Biphenols
- Direct Parent Name
- Biphenols
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Biphenyls and derivatives", "Carbonyl compounds", "Carboxylic acids", "Catechols", "Cinnamic acids", "Coumaric acids and derivatives", "Dicarboxylic acids and derivatives", "Hydrocarbon derivatives", "Hydroxycinnamic acids", "Organic oxides", "Styrenes"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Biphenol", "Biphenyl", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Catechol", "Cinnamic acid", "Cinnamic acid or derivatives", "Coumaric acid or derivatives", "Dicarboxylic acid or derivatives", "Hydrocarbon derivative", "Hydroxycinnamic acid", "Hydroxycinnamic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Styrene"]
Spectra from Online Resources
No spectra information available
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| 5,5'-Diferulic acid | Barley | Cereals and cereal products | Publications | Show | |
| 5,5'-Diferulic acid | Common wheat | Cereals and cereal products | Publications | Show | |
| 5,5'-Diferulic acid | Corn | Cereals and cereal products | Publications | Show | |
| 5,5'-Diferulic acid | 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 |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|