Dihydrocaffeic acid-4'-sulfate
Showing entry for Dihydrocaffeic acid-4'-sulfate
Identification
- PhytoHub ID
- PHUB001206
- Name
- Dihydrocaffeic acid-4'-sulfate
- Systematic Name
- 3-(3'-hydroxyphenyl)propanoic acid-4'-sulfate
- Synonyms
- 3-(3-hydroxyphenyl)propanoic acid-4-sulfate
- 3-(3-hydroxyphenyl)propionic acid-4-sulfate
- 3-(3'-Hydroxyphenyl)propionic acid-4'-O-sulfate
- dihydrocaffeic acid-4-sulfate
- CAS Number
- Not Available
- Average Mass
- 262.23
- Monoisotopic Mass
- 262.014723836
- Chemical Formula
- C9H10O7S
- IUPAC Name
- 3-[3-hydroxy-4-(sulfooxy)phenyl]propanoic acid
- InChI Key
- WEPNMLSXEATIJK-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C9H10O7S/c10-7-5-6(2-4-9(11)12)1-3-8(7)16-17(13,14)15/h1,3,5,10H,2,4H2,(H,11,12)(H,13,14,15)
- SMILES
OC(=O)CCC1=CC(O)=C(OS(O)(=O)=O)C=C1
- Structure
Structure for Dihydrocaffeic acid-4'-sulfate
Calculated Properties
- Solubility (ALOGPS)
- 1.83e+00 g/l
- LogS (ALOGPS)
- -2.16
- LogP (ALOGPS)
- -0.59
- Hydrogen Acceptors
- 6
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 5
- Polar Surface Area
- 121.13000000000001
- Refractivity
- 55.92020000000001
- Polarizability
- 23.161382803758475
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -4.419566030754996
- pKa (strongest acidic)
- -2.283415431812133
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- 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 | Polyphenols | Phenolic acids | Phenolic acids subclass not specified | Show Food Phytochemical |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Black tea Flavan-3-ols | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Coffee Chlorogenic acids | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Yerba mate Chlorogenic acids | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Organic sulfuric acids and derivatives
- Super-class
- Organic acids and derivatives
- Sub-class
- Arylsulfates
- Direct Parent Name
- Phenylsulfates
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Phenylpropanoic acids", "Sulfuric acid monoesters"]
- External Descriptor Annotations
- Not Available
- 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", "Phenoxy compound", "Phenylsulfate", "Sulfate-ester", "Sulfuric acid ester", "Sulfuric acid monoester"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (165.0546206,1.443793301);(203.0008707,4.095945475);(217.0165208,6.28378411);(227.0008707,7.836123352);(245.0114354,44.09607967);(263.0220001,17.43632141) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (55.01784114,0.7936570266);(59.01275576,1.112299707);(73.02840582,1.49504346);(80.96409131,2.963478344);(109.0284058,0.7479579671);(110.974656,0.9801562381);(119.0491413,0.9606775399);(121.0284058,1.191663442);(123.0440559,2.725994377);(135.0440559,1.884593395);(137.0597059,5.315008093);(147.0440559,0.7779259674);(165.0546206,11.59648221);(175.0059561,0.7302506868);(183.0651853,4.690578966);(187.0059561,0.9483277831);(189.0216062,1.482271784);(199.0059561,2.240079318);(201.0216062,0.8171581977);(203.0008707,3.193032267);(215.0008707,1.838477145);(217.0165208,9.557891221);(227.0008707,5.791060828);(245.0114354,12.3459646);(263.0220001,3.986429079) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (27.02292652,1.944225636);(39.02292652,1.468667188);(49.00727645,3.127962685);(51.02292652,2.843494398);(59.01275576,1.674698381);(65.03857658,4.676696973);(67.05422664,1.596102427);(68.99710569,2.190418093);(75.02292652,2.33649137);(77.00219107,1.407937662);(77.03857658,1.301778378);(79.01784114,1.523326402);(79.05422664,3.538220318);(80.96409131,1.137844578);(91.01784114,2.594842104);(93.0334912,3.038364467);(103.0178411,1.061700368);(105.0334912,1.308278784);(107.0491413,5.864486033);(117.0334912,2.665869655);(119.0491413,4.722475406);(121.0647913,1.347100037);(123.0440559,2.715301902);(135.0440559,1.629066627);(137.0597059,1.040556972);(175.0059561,1.640734546);(187.0059561,3.024710272);(189.0216062,1.025134639);(199.0059561,1.069447776);(203.0008707,1.604229891);(217.0165208,1.783568146) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (59.01385292,1.569504977);(163.0400677,1.603477883);(181.0506323,3.421789348);(217.017618,9.385708246);(242.9968825,16.38077559);(261.0074472,57.68011783) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (59.01385292,4.46468417);(96.96010309,2.251100693);(121.029503,2.621154524);(123.045153,1.621967915);(133.029503,1.547385505);(135.045153,4.987257902);(137.0608031,4.250661654);(163.0400677,11.40595353);(177.0193322,2.096254595);(179.0349823,2.770136124);(181.0506323,17.15122832);(217.017618,5.168544708);(242.9968825,9.675538167);(261.0074472,10.46777724) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00328823,4.417237169);(44.99820285,2.577135131);(59.01385292,15.30517593);(64.97027385,2.198455508);(80.96518847,10.85349777);(82.98083854,2.055118462);(84.9964886,2.78439007);(96.96010309,2.397875008);(121.029503,1.886602118);(135.045153,6.618364951);(137.0608031,6.058518932);(161.0244176,1.590507536);(163.0400677,15.48165521);(181.0506323,4.944177179);(242.9968825,1.664975763) |
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'-sulfate | rat | urine | Not Available | Not Available | Not Available | Not Available | C9H10O7S | 262.014723836 | Publications | |||
| Orange flavanones | Dihydrocaffeic acid-4'-sulfate | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C9H10O7S | 262.014723836 | Detailed Intervention Studies | |||
| Black tea Flavan-3-ols | Dihydrocaffeic acid-4'-sulfate | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C9H10O7S | 262.014723836 | Detailed Intervention Studies | Publications | ||
| Coffee Chlorogenic acids | Dihydrocaffeic acid-4'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 200-500 nmol/L | <1% | C9H10O7S | 262.014723836 | Detailed Intervention Studies | Publications | ||
| Yerba mate Chlorogenic acids | Dihydrocaffeic acid-4'-sulfate | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 200-500 nmol/L | <1% | C9H10O7S | 262.014723836 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Coffee Chlorogenic acids | Dihydrocaffeic acid-4'-sulfate | Microbiota | Effect, clusters | Publications |