Identification

PhytoHub ID
PHUB001171
Name
Ferulic acid-4'-sulfate
Systematic Name
3’-Methoxycinnamic acid-4’-sulfate
Synonyms
  • 3-methoxycinnamic acid-4-sulfate
  • ferulic acid-4-sulfate
  • ferulic acid-4'-sulfate
  • trans-Ferulic acid sulfate
CAS Number
Not Available
Average Mass
274.24
Monoisotopic Mass
274.014723836
Chemical Formula
C10H10O7S
IUPAC Name
(2E)-3-[3-methoxy-4-(sulfooxy)phenyl]prop-2-enoic acid
InChI Key
PZPATWACAAOHTJ-HWKANZROSA-N
InChI Identifier
InChI=1S/C10H10O7S/c1-16-9-6-7(3-5-10(11)12)2-4-8(9)17-18(13,14)15/h2-6H,1H3,(H,11,12)(H,13,14,15)/b5-3+
SMILES
COC1=C(OS(O)(=O)=O)C=CC(\C=C\C(O)=O)=C1
Structure

Calculated Properties

Solubility (ALOGPS)
4.25e-01 g/l
LogS (ALOGPS)
-2.81
LogP (ALOGPS)
-0.32
Hydrogen Acceptors
6
Hydrogen Donors
2
Rotatable Bond Count
5
Polar Surface Area
110.13000000000001
Refractivity
61.4958
Polarizability
24.618891951368088
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-4.920485309517196
pKa (strongest acidic)
-2.247037321131993
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 PhytochemicalFamilyClassSub-class
Caffeic acidPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical
Dihydrocaffeic acidPolyphenolsPhenolic acidsPhenolic acids subclass not specifiedShow Food Phytochemical
Ferulic acidPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical
Rosmarinic acidPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical
Orange flavanonesPolyphenolsFlavonoidsFlavanonesShow Food Phytochemical
Hazelnut Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Black tea Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Cranberry (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Coffee Chlorogenic acidsPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical
Yerba mate Chlorogenic acidsPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical
Grape (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Red Raspberries AnthocyaninsPolyphenolsFlavonoidsAnthocyaninsShow Food Phytochemical
Orange (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Rosemary tea (poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Tomato (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Olive oil (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Globe artichoke (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Red grape pomace (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Coffee hydroxycinnamatesPolyphenolsFlavonoidsHydroxycinnamic acidsShow 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
Coumaric acids and derivatives
Alternative Parent Names
["Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Hydrocarbon derivatives", "Methoxybenzenes", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Phenylsulfates", "Styrenes", "Sulfuric acid monoesters"]
External Descriptor Annotations
Not Available
Substituent Names
["Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Arylsulfate", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Coumaric acid or derivatives", "Ether", "Hydrocarbon derivative", "Methoxybenzene", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organooxygen compound", "Phenol ether", "Phenoxy compound", "Phenylsulfate", "Styrene", "Sulfate-ester", "Sulfuric acid ester", "Sulfuric acid monoester"]

Spectra from Online Resources

No spectra information available

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
Caffeic acidAmerican cranberryFruit, Berries PublicationsShow
Ferulic acidAmerican cranberryFruit, Berries PublicationsShow
Caffeic acidAppleFruit, Pomes PublicationsShow
Caffeic acidApple juiceBeverages, Non-alcoholic PublicationsShow
Ferulic acidApple juiceBeverages, Non-alcoholic PublicationsShow
Caffeic acidBeerBeverages, Alcoholic PublicationsShow
Ferulic acidBeerBeverages, Alcoholic PublicationsShow
Ferulic acidBilberryFruit, Berries PublicationsShow
Ferulic acidBlack mulberryFruit, Berries PublicationsShow
Caffeic acidBlackberryFruit, Berries PublicationsShow
Ferulic acidBlackberryFruit, Berries PublicationsShow
Caffeic acidBlueberryFruit, Berries PublicationsShow
Dihydrocaffeic acidBlueberryFruit, BerriesShow
Ferulic acidBlueberryFruit, Berries PublicationsShow
Caffeic acidBroccoliVegetables, Cabbages PublicationsShow
Dihydrocaffeic acidBroccoliVegetables, CabbagesShow
Ferulic acidBroccoliVegetables, Cabbages PublicationsShow
Caffeic acidCarrotVegetables, Root vegetables PublicationsShow
Caffeic acidCiderBeverages, Alcoholic PublicationsShow
Dihydrocaffeic acidCiderBeverages, AlcoholicShow
Ferulic acidCocoa beanCocoa and cocoa products PublicationsShow
Caffeic acidCoffeeCoffee and coffee products PublicationsShow
Dihydrocaffeic acidCoffeeCoffee and coffee productsShow
Ferulic acidCoffeeCoffee and coffee products PublicationsShow
Ferulic acidCommon beanPulses and beans PublicationsShow
Rosmarinic acidCommon oreganoHerbs and Spices PublicationsShow
Rosmarinic acidCommon sageHerbs and Spices PublicationsShow
Rosmarinic acidCommon thymeHerbs and Spices PublicationsShow
Ferulic acidCommon walnutNuts PublicationsShow
Caffeic acidCommon wheatCereals and cereal products PublicationsShow
Dihydrocaffeic acidCommon wheatCereals and cereal productsShow
Ferulic acidCommon wheatCereals and cereal products PublicationsShow
Dihydrocaffeic acidCornCereals and cereal productsShow
Ferulic acidCornCereals and cereal products PublicationsShow
Ferulic acidDateFruit, Other fruits PublicationsShow
Caffeic acidEggplantVegetables, Fruit vegetables PublicationsShow
Ferulic acidEggplantVegetables, Fruit vegetables PublicationsShow
Caffeic acidEuropean cranberryFruit, Berries PublicationsShow
Ferulic acidEuropean cranberryFruit, Berries PublicationsShow
Caffeic acidEuropean plumFruit, Drupes PublicationsShow
Ferulic acidFennelHerbs and Spices PublicationsShow
Ferulic acidGrapefruitFruit, Citrus PublicationsShow
Dihydrocaffeic acidGrapesFruit, BerriesShow
Ferulic acidHard wheatCereals and cereal products PublicationsShow
Dihydrocaffeic acidLemonFruit, CitrusShow
Dihydrocaffeic acidLettuceVegetables, Leaf vegetablesShow
Dihydrocaffeic acidLimeFruit, CitrusShow
Caffeic acidMateTeas and herbal teas PublicationsShow
Rosmarinic acidMintHerbs and Spices PublicationsShow
Caffeic acidOlive, blackFruit, Drupes PublicationsShow
Dihydrocaffeic acidOlive, blackFruit, Drupes PublicationsShow
Ferulic acidOlive, blackFruit, Drupes PublicationsShow
Caffeic acidOlive, greenFruit, Drupes PublicationsShow
Dihydrocaffeic acidOlive, greenFruit, Drupes PublicationsShow
Ferulic acidOlive, greenFruit, Drupes PublicationsShow
Ferulic acidOrange juiceBeverages, Non-alcoholic PublicationsShow
Caffeic acidPearFruit, Pomes PublicationsShow
Rosmarinic acidPeppermintHerbs and Spices PublicationsShow
Ferulic acidRapeseedOilseed crops PublicationsShow
Ferulic acidRed raspberryFruit, Berries PublicationsShow
Ferulic acidRiceCereals and cereal products PublicationsShow
Ferulic acidRosemaryHerbs and Spices PublicationsShow
Rosmarinic acidRosemaryHerbs and Spices PublicationsShow
Ferulic acidRye breadCereals and cereal products PublicationsShow
Dihydrocaffeic acidSpinachVegetables, Leaf vegetablesShow
Ferulic acidSpinachVegetables, Leaf vegetables PublicationsShow
Caffeic acidStrawberryFruit, Berries PublicationsShow
Ferulic acidStrawberryFruit, Berries PublicationsShow
Rosmarinic acidSweet basilHerbs and Spices PublicationsShow
Caffeic acidSweet cherryFruit, Drupes PublicationsShow
Ferulic acidSweet orangeFruit, Citrus PublicationsShow
Ferulic acidTarragonHerbs and Spices PublicationsShow
Caffeic acidTomatoVegetables, Fruit vegetables PublicationsShow
Ferulic acidTomatoVegetables, Fruit vegetables PublicationsShow
Dihydrocaffeic acidWheat breadCereals and cereal productsShow
Ferulic acidWhite wineBeverages, Alcoholic PublicationsShow
Caffeic acidWhite wine grapeFruit, Berries PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Caffeic acid Ferulic acid-4'-sulfateratplasmaNot AvailableNot AvailableNot AvailableNot AvailableC10H10O7S274.014723836 Publications
Dihydrocaffeic acid Ferulic acid-4'-sulfateraturineNot AvailableNot AvailableNot AvailableNot AvailableC10H10O7S274.014723836 Publications
Ferulic acid Ferulic acid-4'-sulfatehuman ratplasma, urinehost metabolism1h-3h50-200 nmol/L1-5%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Rosmarinic acid Ferulic acid-4'-sulfateratplasma, urineNot AvailableNot AvailableNot AvailableNot AvailableC10H10O7S274.014723836 Publications
Orange flavanones Ferulic acid-4'-sulfatehumanplasma, urinehost-gut microbiota co-metabolite1h-3h<20 nmol/L1-5%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Hazelnut Flavan-3-ols Ferulic acid-4'-sulfatehumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available1-5%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Black tea Flavan-3-ols Ferulic acid-4'-sulfatehumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Cranberry (Poly)phenols Ferulic acid-4'-sulfatehumanplasma, urinehost metabolism1h-3h2-5µmol/L5-10%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Coffee Chlorogenic acids Ferulic acid-4'-sulfatehumanplasma, urinehost metabolism<1h50-200 nmol/L1-5%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Yerba mate Chlorogenic acids Ferulic acid-4'-sulfatehumanplasma, urinehost metabolism<1h<20 nmol/L<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Grape (Poly)phenols Ferulic acid-4'-sulfatehumanplasma, urinehost metabolism1h-3h50-200 nmol/L1-5%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Red Raspberries Anthocyanins Ferulic acid-4'-sulfatehumanplasma, urinehost metabolism1h-3h20-50 nmol/L1-5%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Orange (Poly)phenols Ferulic acid-4'-sulfatehumanplasma, urinehost metabolism1h-3h50-200 nmol/L1-5%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Rosemary tea (poly)phenols Ferulic acid-4'-sulfatehumanplasma, urinehost-gut microbiota co-metabolite3h-5h200-500 nmol/L1-5%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Tomato (Poly)phenols Ferulic acid-4'-sulfatehumanplasma, urinehost-gut microbiota co-metabolite5h-8h50-200 nmol/LNot AvailableC10H10O7S274.014723836 Detailed Intervention Studies Publications
Olive oil (Poly)phenols Ferulic acid-4'-sulfatehumanplasmahost-gut microbiota co-metaboliteNot Available5-20µmol/LNot AvailableC10H10O7S274.014723836 Detailed Intervention Studies
Globe artichoke (Poly)phenols Ferulic acid-4'-sulfatehumanplasma, urinehost-gut microbiota co-metabolite5h-8h0.5-2µmol/L<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Red grape pomace (Poly)phenols Ferulic acid-4'-sulfatehumanplasma, urinehost-gut microbiota co-metabolite5h-8h<20 nmol/L<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Coffee hydroxycinnamates Ferulic acid-4'-sulfateNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC10H10O7S274.014723836 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

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