Identification

PhytoHub ID
PHUB001212
Name
Isoferulic acid-3'-sulfate
Systematic Name
4’-methoxycinnamic acid-3'-sulfate
Synonyms
  • 4-methoxycinnamic acid-3-sulfate
  • isoferulic acid-3-sulfate
  • isoferulic acid-3’-sulfate
CAS Number
Not Available
Average Mass
274.24
Monoisotopic Mass
274.014723836
Chemical Formula
C10H10O7S
IUPAC Name
(2E)-3-[4-methoxy-3-(sulfooxy)phenyl]prop-2-enoic acid
InChI Key
DCMKMHVTKFJMAU-HWKANZROSA-N
InChI Identifier
InChI=1S/C10H10O7S/c1-16-8-4-2-7(3-5-10(11)12)6-9(8)17-18(13,14)15/h2-6H,1H3,(H,11,12)(H,13,14,15)/b5-3+
SMILES
[H]\C(=C(\[H])C1=CC(OS(O)(=O)=O)=C(OC)C=C1)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
4.19e-01 g/l
LogS (ALOGPS)
-2.82
LogP (ALOGPS)
-0.33
Hydrogen Acceptors
6
Hydrogen Donors
2
Rotatable Bond Count
5
Polar Surface Area
110.13000000000001
Refractivity
61.49580000000002
Polarizability
24.6667859561396
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-4.91614539135131
pKa (strongest acidic)
-2.199789619611262
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
Dihydrocaffeic acidPolyphenolsPhenolic acidsPhenolic acids subclass not specifiedShow Food Phytochemical
Caffeic acidPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical
Coffee Chlorogenic acidsPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical
Globe artichoke (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Rosemary tea (poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Cranberry (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Grape (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow Food Phytochemical
Red Raspberries AnthocyaninsPolyphenolsFlavonoidsAnthocyaninsShow Food Phytochemical
Coffee hydroxycinnamatesPolyphenolsFlavonoidsHydroxycinnamic acidsShow Food Phytochemical
Oat (Poly)phenolsPolyphenolsNot specifiedNot specifiedShow 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
Caffeic acidAppleFruit, Pomes PublicationsShow
Caffeic acidApple juiceBeverages, Non-alcoholic PublicationsShow
Caffeic acidBeerBeverages, Alcoholic PublicationsShow
Caffeic acidBlackberryFruit, Berries PublicationsShow
Dihydrocaffeic acidBlueberryFruit, BerriesShow
Caffeic acidBlueberryFruit, Berries PublicationsShow
Dihydrocaffeic acidBroccoliVegetables, CabbagesShow
Caffeic acidBroccoliVegetables, Cabbages PublicationsShow
Caffeic acidCarrotVegetables, Root vegetables PublicationsShow
Dihydrocaffeic acidCiderBeverages, AlcoholicShow
Caffeic acidCiderBeverages, Alcoholic PublicationsShow
Dihydrocaffeic acidCoffeeCoffee and coffee productsShow
Caffeic acidCoffeeCoffee and coffee products PublicationsShow
Dihydrocaffeic acidCommon wheatCereals and cereal productsShow
Caffeic acidCommon wheatCereals and cereal products PublicationsShow
Dihydrocaffeic acidCornCereals and cereal productsShow
Caffeic acidEggplantVegetables, Fruit vegetables PublicationsShow
Caffeic acidEuropean cranberryFruit, Berries PublicationsShow
Caffeic acidEuropean plumFruit, Drupes PublicationsShow
Dihydrocaffeic acidGrapesFruit, BerriesShow
Dihydrocaffeic acidLemonFruit, CitrusShow
Dihydrocaffeic acidLettuceVegetables, Leaf vegetablesShow
Dihydrocaffeic acidLimeFruit, CitrusShow
Caffeic acidMateTeas and herbal teas PublicationsShow
Dihydrocaffeic acidOlive, blackFruit, Drupes PublicationsShow
Caffeic acidOlive, blackFruit, Drupes PublicationsShow
Dihydrocaffeic acidOlive, greenFruit, Drupes PublicationsShow
Caffeic acidOlive, greenFruit, Drupes PublicationsShow
Caffeic acidPearFruit, Pomes PublicationsShow
Dihydrocaffeic acidSpinachVegetables, Leaf vegetablesShow
Caffeic acidStrawberryFruit, Berries PublicationsShow
Caffeic acidSweet cherryFruit, Drupes PublicationsShow
Caffeic acidTomatoVegetables, Fruit vegetables PublicationsShow
Dihydrocaffeic acidWheat breadCereals and cereal productsShow
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 Isoferulic acid-3'-sulfatehumanplasmahost metabolismNot AvailableNot AvailableNot AvailableC10H10O7S274.014723836 Publications
Coffee Chlorogenic acids Isoferulic acid-3'-sulfatehumanplasma, urinehost-gut microbiota co-metabolite3h-5h<20 nmol/L<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Globe artichoke (Poly)phenols Isoferulic acid-3'-sulfatehumanplasma, urinehost metabolism<1h<20 nmol/L<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Rosemary tea (poly)phenols Isoferulic acid-3'-sulfatehumanplasma, urinehost-gut microbiota co-metabolite5h-8h200-500 nmol/L<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Cranberry (Poly)phenols Isoferulic acid-3'-sulfatehumanplasma, urinehost-gut microbiota co-metabolite5h-8h50-200 nmol/L<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Grape (Poly)phenols Isoferulic acid-3'-sulfatehumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Red Raspberries Anthocyanins Isoferulic acid-3'-sulfatehumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications
Coffee hydroxycinnamates Isoferulic acid-3'-sulfateNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC10H10O7S274.014723836 Detailed Intervention Studies
Oat (Poly)phenols Isoferulic acid-3'-sulfatehumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available<1%C10H10O7S274.014723836 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Coffee Chlorogenic acids Isoferulic acid-3'-sulfateMicrobiotaEffect, clusters Publications
Globe artichoke (Poly)phenols Isoferulic acid-3'-sulfateMicrobiotaEffect, clusters Publications
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