precursor metabolite

Showing entry for Ferulic acid

Identification

PhytoHub ID
PHUB000608
Name
Ferulic acid
Systematic Name
4’-hydroxy-3’-methoxycinnamic acid
Synonyms
  • 3-(4-hydroxy-3-methoxyphenyl)acrylic acid
  • 3-Methoxy-4-hydroxycinnamic acid
  • 4-Hydroxy-3-methoxycinnamic acid
  • 4’-hydroxy-3’-methoxycinnamic acid
  • trans-ferulic acid
CAS Number
537-98-4
Average Mass
194.186
Monoisotopic Mass
194.057908802
Chemical Formula
C10H10O4
IUPAC Name
ferulic acid
InChI Key
KSEBMYQBYZTDHS-HWKANZROSA-N
InChI Identifier
InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
SMILES
COC1=C(O)C=CC(\C=C\C(O)=O)=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
9.06e-01 g/l
LogS (ALOGPS)
-2.33
LogP (ALOGPS)
1.58
Hydrogen Acceptors
4
Hydrogen Donors
2
Rotatable Bond Count
3
Polar Surface Area
66.76
Refractivity
51.50400000000002
Polarizability
19.349332656403057
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.893961534479146
pKa (strongest acidic)
3.5753044752877954
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
(Poly)phenol metabolites
Class
Phenolic acid metabolites
Sub-class
Cinnamic acids

Spectra

Record IDSourceDescriptionView
JP002207MassBankEI-B Spectrum - -, [M]+*View Spectra
JP007239MassBankEI-B Spectrum - -, [M]+*View Spectra
JP011305MassBankEI-B Spectrum - -, [M]+*View Spectra
JP011308MassBankEI-B Spectrum - -, [M]+*View Spectra
KO001106MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO001107MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO001108MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO001109MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO001110MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
KZ000089MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
KZ000133MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
OUF00227MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010004MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR100004MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100005MassBankLC-ESI-QTOF Spectrum - 30 V, unspecifiedView Spectra
PR100482MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PS001101ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS001102ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS001103ReSpectN/A Spectrum - 30, [M+H]+View Spectra
PS103901ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS103902ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS103907ReSpectN/A Spectrum - 10, [M-H]-View Spectra

Food Sources

NameGroup
American cranberryFruit, Berries PublicationsShow
Apple juiceBeverages, Non-alcoholic PublicationsShow
BeerBeverages, Alcoholic PublicationsShow
BilberryFruit, Berries PublicationsShow
Black mulberryFruit, Berries PublicationsShow
BlackberryFruit, Berries PublicationsShow
BlueberryFruit, Berries PublicationsShow
BroccoliVegetables, Cabbages PublicationsShow
Cocoa beanCocoa and cocoa products PublicationsShow
CoffeeCoffee and coffee products PublicationsShow
Common beanPulses and beans PublicationsShow
Common walnutNuts PublicationsShow
Common wheatCereals and cereal products PublicationsShow
CornCereals and cereal products PublicationsShow
DateFruit, Other fruits PublicationsShow
EggplantVegetables, Fruit vegetables PublicationsShow
European cranberryFruit, Berries PublicationsShow
FennelHerbs and Spices PublicationsShow
GrapefruitFruit, Citrus PublicationsShow
Hard wheatCereals and cereal products PublicationsShow
Olive, blackFruit, Drupes PublicationsShow
Olive, greenFruit, Drupes PublicationsShow
Orange juiceBeverages, Non-alcoholic PublicationsShow
RapeseedOilseed crops PublicationsShow
Red raspberryFruit, Berries PublicationsShow
RiceCereals and cereal products PublicationsShow
RosemaryHerbs and Spices PublicationsShow
Rye breadCereals and cereal products PublicationsShow
SpinachVegetables, Leaf vegetables PublicationsShow
StrawberryFruit, Berries PublicationsShow
Sweet orangeFruit, Citrus PublicationsShow
TarragonHerbs and Spices PublicationsShow
TomatoVegetables, Fruit vegetables PublicationsShow
White wineBeverages, Alcoholic PublicationsShow
PrecursorFood SourceFood Source Group
Caffeic acidAmerican cranberryFruit, Berries PublicationsShow
Caffeic acidAppleFruit, Pomes PublicationsShow
5-O-Caffeoylquinic acidAppleFruit, Pomes PublicationsShow
5-O-Caffeoylquinic acidApple ciderBeverages, Alcoholic PublicationsShow
Caffeic acidApple juiceBeverages, Non-alcoholic PublicationsShow
5-O-Caffeoylquinic acidApple juiceBeverages, Non-alcoholic PublicationsShow
5-O-Caffeoylquinic acidApricotFruit, Drupes PublicationsShow
Cyanidin 3-O-glucosideBlackberryFruit, Berries PublicationsShow
Caffeic acidBlackberryFruit, Berries PublicationsShow
5-O-Caffeoylquinic acidBlackberryFruit, Berries PublicationsShow
5-O-Caffeoylquinic acidBlackcurrantFruit, Berries PublicationsShow
Caffeic acidBlueberryFruit, Berries PublicationsShow
5-O-Caffeoylquinic acidBlueberryFruit, Berries PublicationsShow
Caffeic acidBroccoliVegetables, Cabbages PublicationsShow
5-O-Caffeoylquinic acidBroccoliVegetables, Cabbages PublicationsShow
Caffeic acidCarrotVegetables, Root vegetables PublicationsShow
5-O-Caffeoylquinic acidCarrotVegetables, Root vegetables PublicationsShow
5-O-Caffeoylquinic acidCherry tomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidCiderBeverages, Alcoholic PublicationsShow
5-O-Caffeoylquinic acidCiderBeverages, Alcoholic PublicationsShow
Caffeic acidCoffeeCoffee and coffee products PublicationsShow
5-O-Caffeoylquinic acidCoffeeCoffee and coffee products PublicationsShow
Caffeic acidCommon wheatCereals and cereal products PublicationsShow
Caffeic acidEggplantVegetables, Fruit vegetables PublicationsShow
5-O-Caffeoylquinic acidEggplantVegetables, Fruit vegetables PublicationsShow
Caffeic acidEuropean cranberryFruit, Berries PublicationsShow
5-O-Caffeoylquinic acidEuropean cranberryFruit, Berries PublicationsShow
Caffeic acidEuropean plumFruit, Drupes PublicationsShow
5-O-Caffeoylquinic acidEuropean plumFruit, Drupes PublicationsShow
5-O-Caffeoylquinic acidGlobe artichokeVegetables, Other vegetables PublicationsShow
5-O-Caffeoylquinic acidGreen teaTeas and herbal teas PublicationsShow
Cyanidin 3-O-glucosideLettuceVegetables, Leaf vegetables PublicationsShow
5-O-Caffeoylquinic acidLettuceVegetables, Leaf vegetables PublicationsShow
Caffeic acidMateBeverages, Non-alcoholic PublicationsShow
5-O-Caffeoylquinic acidMateBeverages, Non-alcoholic PublicationsShow
Cyanidin 3-O-glucosideOlive, blackFruit, Drupes PublicationsShow
Caffeic acidOlive, blackFruit, Drupes PublicationsShow
5-O-Caffeoylquinic acidOlive, blackFruit, Drupes PublicationsShow
Caffeic acidOlive, greenFruit, Drupes PublicationsShow
5-O-Caffeoylquinic acidPeachFruit, Drupes PublicationsShow
Caffeic acidPearFruit, Pomes PublicationsShow
5-O-Caffeoylquinic acidPearFruit, Pomes PublicationsShow
Cyanidin 3-O-glucosidePomegranate juiceBeverages, Non-alcoholic PublicationsShow
5-O-Caffeoylquinic acidPotatoVegetables, Tubers PublicationsShow
5-O-Caffeoylquinic acidRoasted coffeeCoffee and coffee products PublicationsShow
Cyanidin 3-O-glucosideStrawberryFruit, Berries PublicationsShow
Caffeic acidStrawberryFruit, Berries PublicationsShow
5-O-Caffeoylquinic acidStrawberryFruit, Berries PublicationsShow
Cyanidin 3-O-glucosideSweet cherryFruit, Drupes PublicationsShow
Caffeic acidSweet cherryFruit, Drupes PublicationsShow
5-O-Caffeoylquinic acidSweet cherryFruit, Drupes PublicationsShow
Caffeic acidTomatoVegetables, Fruit vegetables PublicationsShow
5-O-Caffeoylquinic acidTomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidWhite wine grapeFruit, Berries PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
Ferulic acid 3-Hydroxybenzoic acidhuman ratplasma, urinegut microbiota metaboliteC7H6O3138.031694053 Publications
Ferulic acid p-Hydroxybenzoic acidhumanplasma, urineNot AvailableC7H6O3138.031694053 Publications
Ferulic acid Protocatechuic acidhumanplasma, urineNot AvailableC7H6O4154.026608673 Publications
Ferulic acid Vanillic acidhuman raturineNot AvailableC8H8O4168.042258738 Publications
Ferulic acid 3',4'-Dihydroxyphenylacetic acidhuman in vitro (human) raturinegut microbiota metaboliteC8H8O4168.042258738 Publications
Ferulic acid Dihydrocaffeic acidhumanurinegut microbiota metaboliteC9H10O4182.057908802
Ferulic acid Phloretic acidhumanurinehost metabolismC9H10O3166.062994182
Ferulic acid 3-(3'-Hydroxyphenyl)propionic acidhuman ratplasma, urinegut microbiota metaboliteC9H10O3166.062994182
Ferulic acid 3-Phenylpropionic acidhumanplasmagut microbiota metaboliteC9H10O2150.068079562
Ferulic acid Dihydroferulic acidraturineNot AvailableC10H12O4196.073558866 Publications
Ferulic acid Ferulic acid-4'-O-glucuronideraturineNot AvailableC16H18O10370.08999678 Publications
Ferulic acid Ferulic acid-4'-sulfateratplasmaNot AvailableC10H10O7S274.014723836 Publications
Ferulic acid Ferulic acid sulfoglucuronideratplasmaNot AvailableC16H18O13S450.375513 Publications
Ferulic acid FeruloylglycineraturineNot AvailableC12H13NO5251.079372523 Publications
Ferulic acid Hippuric acidhumanplasma, urinehost-gut microbiota co-metaboliteC9H9NO3179.058243154 Publications
Ferulic acid VanilloylglycineraturineNot AvailableC10H11NO5225.063722458 Publications
Ferulic acid veratric acidhumanplasma, urinehost metabolismC9H10O4182.057908802 Publications
Cyanidin 3-O-glucoside Ferulic acidhumanfaeces, serum, urineNot AvailableC10H10O4194.057908802 Publications
Caffeic acid Ferulic acidhuman ratplasma, urinehost metabolismC10H10O4194.057908802 Publications
5-O-Caffeoylquinic acid Ferulic acidratplasma, urinehost metabolismC10H10O4194.057908802 Publications
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