Dihydrocaffeic acid-4'-O-glucuronide
Showing entry for Dihydrocaffeic acid-4'-O-glucuronide
Identification
- PhytoHub ID
- PHUB001205
- Name
- Dihydrocaffeic acid-4'-O-glucuronide
- Systematic Name
- 3-(3'-hydroxyphenyl)propanoic acid-4'-glucuronide
- Synonyms
- 3-(3-hydroxyphenyl)propanoic acid-4-glucuronide
- dihydrocaffeic acid-4-glucuronide
- CAS Number
- Not Available
- Average Mass
- 358.299
- Monoisotopic Mass
- 358.08999678
- Chemical Formula
- C15H18O10
- IUPAC Name
- (2S,3S,4S,5R)-6-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
- InChI Key
- DUTJMLCURMYWCW-HXMBFPRCSA-N
- InChI Identifier
InChI=1S/C15H18O10/c16-7-5-6(2-4-9(17)18)1-3-8(7)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h1,3,5,10-13,15-16,19-21H,2,4H2,(H,17,18)(H,22,23)/t10-,11-,12+,13-,15?/m0/s1
- SMILES
O[C@@H]1[C@@H](O)C(OC2=C(O)C=C(CCC(O)=O)C=C2)O[C@@H]([[email protected]]1O)C(O)=O
- Structure
Structure for Dihydrocaffeic acid-4'-O-glucuronide
Calculated Properties
- Solubility (ALOGPS)
- 7.58e+00 g/l
- LogS (ALOGPS)
- -1.67
- LogP (ALOGPS)
- -0.05
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 6
- Polar Surface Area
- 173.98
- Refractivity
- 77.94019999999999
- Polarizability
- 33.025159771236915
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -3.686827975275015
- pKa (strongest acidic)
- 2.9585986983937547
- Number of Rings
- 2
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- No
- 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
- Phenylpropanoic acids
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| 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
- Organooxygen compounds
- Super-class
- Organic oxygen compounds
- Sub-class
- Carbohydrates and carbohydrate conjugates
- Direct Parent Name
- Phenolic glycosides
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Acetals", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Dicarboxylic acids and derivatives", "Hexoses", "Hydrocarbon derivatives", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenol ethers", "Phenoxy compounds", "Phenylpropanoic acids", "Polyols", "Pyrans", "Secondary alcohols"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "1-o-glucuronide", "3-phenylpropanoic-acid", "Acetal", "Alcohol", "Aromatic heteromonocyclic compound", "Benzenoid", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Dicarboxylic acid or derivatives", "Glucuronic acid or derivatives", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxy acid", "Monocyclic benzene moiety", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organoheterocyclic compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenolic glycoside", "Phenoxy compound", "Polyol", "Pyran", "Secondary alcohol"]
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 | |||
|---|---|---|---|---|---|
| Dihydrocaffeic acid | Blueberry | Fruit, Berries | Show | ||
| Dihydrocaffeic acid | Broccoli | Vegetables, Cabbages | Show | ||
| Dihydrocaffeic acid | Cider | Beverages, Alcoholic | Show | ||
| Dihydrocaffeic acid | Coffee | Coffee and coffee products | Show | ||
| Dihydrocaffeic acid | Common wheat | Cereals and cereal products | Show | ||
| Dihydrocaffeic acid | Corn | Cereals and cereal products | Show | ||
| Dihydrocaffeic acid | Grapes | Fruit, Berries | Show | ||
| Dihydrocaffeic acid | Lemon | Fruit, Citrus | Show | ||
| Dihydrocaffeic acid | Lettuce | Vegetables, Leaf vegetables | Show | ||
| Dihydrocaffeic acid | Lime | Fruit, Citrus | Show | ||
| Dihydrocaffeic acid | Olive, black | Fruit, Drupes | Publications | Show | |
| Dihydrocaffeic acid | Olive, green | Fruit, Drupes | Publications | Show | |
| Dihydrocaffeic acid | Spinach | Vegetables, Leaf vegetables | Show | ||
| Dihydrocaffeic acid | Wheat bread | Cereals and cereal products | 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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Dihydrocaffeic acid | Dihydrocaffeic acid-4'-O-glucuronide | rat | urine | Not Available | Not Available | Not Available | Not Available | C15H18O10 | 358.08999678 | Publications | |||
| Orange flavanones | Dihydrocaffeic acid-4'-O-glucuronide | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C15H18O10 | 358.08999678 | Detailed Intervention Studies |
Inter-Individual Variations Metabolism
No data on inter-individual variations available