Identification

PhytoHub ID
PHUB000622
Name
Isoferulic acid
Synonyms
  • 4-Methoxy-3-Hydroxycinnamic acid
  • 4-Methylcaffeic acid
  • Hesperetic acid
CAS Number
Not Available
Average Mass
194.184
Monoisotopic Mass
194.057908808
Chemical Formula
C10H10O4
IUPAC Name
isoferulic acid
InChI Key
QURCVMIEKCOAJU-HWKANZROSA-N
InChI Identifier
InChI=1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
SMILES
COC1=C(O)C=C(\C=C\C(O)=O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
8.71e-01 g/l
LogS (ALOGPS)
-2.35
LogP (ALOGPS)
1.56
Hydrogen Acceptors
4
Hydrogen Donors
2
Rotatable Bond Count
3
Polar Surface Area
66.76
Refractivity
51.50400000000001
Polarizability
19.362647576770062
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.889780749263311
pKa (strongest acidic)
3.767472407589629
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Precursor Taxonomy

PrecursorFamilyClassSub-class
Caffeic acidPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Precursor
Chlorogenic acidPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Precursor
Dihydrocaffeic acidPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Precursor

Spectra

Record IDSourceDescriptionView
JP002207MassBankEI-B Spectrum - -, [M]+*View Spectra
KO001211MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO001212MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO001213MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO001214MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO001215MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra

Food Sources

PrecursorFood SourceFood Source Group
Caffeic acidAmerican cranberryFruit, Berries PublicationsShow
Caffeic acidAppleFruit, Pomes PublicationsShow
Chlorogenic acidAppleFruit, Pomes PublicationsShow
Chlorogenic acidApple ciderBeverages, Alcoholic PublicationsShow
Caffeic acidApple juiceBeverages, Non-alcoholic PublicationsShow
Chlorogenic acidApple juiceBeverages, Non-alcoholic PublicationsShow
Chlorogenic acidApricotFruit, Drupes PublicationsShow
Caffeic acidBlackberryFruit, Berries PublicationsShow
Chlorogenic acidBlackberryFruit, Berries PublicationsShow
Caffeic acidBlueberryFruit, Berries PublicationsShow
Chlorogenic acidBlueberryFruit, Berries PublicationsShow
Dihydrocaffeic acidBlueberryFruit, BerriesShow
Caffeic acidBroccoliVegetables, Cabbages PublicationsShow
Chlorogenic acidBroccoliVegetables, Cabbages PublicationsShow
Dihydrocaffeic acidBroccoliVegetables, CabbagesShow
Caffeic acidCarrotVegetables, Root vegetables PublicationsShow
Chlorogenic acidCarrotVegetables, Root vegetables PublicationsShow
Chlorogenic acidCherry tomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidCiderBeverages, Alcoholic PublicationsShow
Chlorogenic acidCiderBeverages, Alcoholic PublicationsShow
Dihydrocaffeic acidCiderBeverages, AlcoholicShow
Caffeic acidCoffeeCoffee and coffee products PublicationsShow
Chlorogenic acidCoffeeCoffee and coffee products PublicationsShow
Dihydrocaffeic acidCoffeeCoffee and coffee productsShow
Caffeic acidCommon wheatCereals and cereal products PublicationsShow
Dihydrocaffeic acidCommon wheatCereals and cereal productsShow
Dihydrocaffeic acidCornCereals and cereal productsShow
Caffeic acidEuropean cranberryFruit, Berries PublicationsShow
Chlorogenic acidEuropean cranberryFruit, Berries PublicationsShow
Chlorogenic acidEuropean plumFruit, Drupes PublicationsShow
Dihydrocaffeic acidGrapesFruit, BerriesShow
Chlorogenic acidGreen teaTeas and herbal teas PublicationsShow
Dihydrocaffeic acidLemonFruit, CitrusShow
Chlorogenic acidLettuceVegetables, Leaf vegetables PublicationsShow
Dihydrocaffeic acidLettuceVegetables, Leaf vegetablesShow
Dihydrocaffeic acidLimeFruit, CitrusShow
Caffeic acidOlive, blackFruit, Drupes PublicationsShow
Chlorogenic acidOlive, blackFruit, Drupes PublicationsShow
Dihydrocaffeic acidOlive, blackFruit, Drupes PublicationsShow
Caffeic acidOlive, greenFruit, Drupes PublicationsShow
Dihydrocaffeic acidOlive, greenFruit, Drupes PublicationsShow
Chlorogenic acidPeachFruit, Drupes PublicationsShow
Chlorogenic acidPearFruit, Pomes PublicationsShow
Chlorogenic acidPotatoVegetables, Tubers PublicationsShow
Chlorogenic acidRoasted coffeeCoffee and coffee products PublicationsShow
Dihydrocaffeic acidSpinachVegetables, Leaf vegetablesShow
Caffeic acidStrawberryFruit, Berries PublicationsShow
Chlorogenic acidStrawberryFruit, Berries PublicationsShow
Caffeic acidSweet cherryFruit, Drupes PublicationsShow
Chlorogenic acidSweet cherryFruit, Drupes PublicationsShow
Caffeic acidTomatoVegetables, Fruit vegetables PublicationsShow
Chlorogenic acidTomatoVegetables, Fruit vegetables PublicationsShow
Dihydrocaffeic acidWheat breadCereals and cereal productsShow
Caffeic acidWhite wine grapeFruit, Berries PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluids
Caffeic acid Isoferulic acidhuman ratfaeces, plasma, urine Publications
Chlorogenic acid Isoferulic acidraturine
Dihydrocaffeic acid Isoferulic acidraturine
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