precursor metabolite

Showing entry for Caffeic acid

Identification

PhytoHub ID
PHUB000574
Name
Caffeic acid
Synonyms
  • (2E)-3-(3,4-dihydroxyphenyl)acrylic acid
  • 3,4-Dihydroxycinnamic acid
  • 3,4-Dihydroxyphenylpropenic acid
  • trans-Caffeic acid
CAS Number
331-39-5
Average Mass
180.1574
Monoisotopic Mass
180.042258744
Chemical Formula
C9H8O4
IUPAC Name
caffeic acid
InChI Key
QAIPRVGONGVQAS-DUXPYHPUSA-N
InChI Identifier
InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
SMILES
OC(=O)\C=C\C1=CC(O)=C(O)C=C1
Structure
MOLSDFPDBSMILESInChI

Calculated Properties

Solubility (ALOGPS)
1.61e+00 g/l
LogS (ALOGPS)
-2.05
LogP (ALOGPS)
1.67
Hydrogen Acceptors
4
Hydrogen Donors
3
Rotatable Bond Count
2
Polar Surface Area
77.76
Refractivity
47.021699999999996
Polarizability
16.84830373844111
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-6.283746523508147
pKa (strongest acidic)
3.143840947271056
FreewebChemaxon powered

Taxonomy

Family
Polyphenols
Class
Phenolic acids
Sub-class
Hydroxycinnamic acids

Spectra

Record IDSourceDescriptionView
BML00722MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML00729MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML80856MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
JP004107MassBankEI-B Spectrum - -, [M]+*View Spectra
JP007237MassBankEI-B Spectrum - -, [M]+*View Spectra
KO000510MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO000511MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO000512MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO000513MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO000514MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
OUF00132MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010139MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010140MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR040210MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H]-View Spectra
PR040211MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H-CO2]-View Spectra
PR040212MassBankLC-ESI-QTOF Spectrum - 30 V, [M-H]-View Spectra
PR040213MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+H]+View Spectra
PR040214MassBankLC-ESI-QTOF Spectrum - 30 V, [M+H]+View Spectra
PR100110MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100533MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PS017701ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS017702ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS017707ReSpectN/A Spectrum - 10, [M-H]-View Spectra
PS017708ReSpectN/A Spectrum - 20, [M-H]-View Spectra
PS017709ReSpectN/A Spectrum - 30, [M-H]-View Spectra
PS044601ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS044602ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS044607ReSpectN/A Spectrum - 10, [M-H]-View Spectra
PS044608ReSpectN/A Spectrum - 20, [M-H]-View Spectra
PS044609ReSpectN/A Spectrum - 30, [M-H]-View Spectra

Food Sources

NameGroup
American cranberryFruit, Berries PublicationsShow
AppleFruit, Pomes PublicationsShow
Apple juiceBeverages, Non-alcoholic PublicationsShow
BlackberryFruit, Berries PublicationsShow
BlueberryFruit, Berries PublicationsShow
BroccoliVegetables, Cabbages PublicationsShow
CarrotVegetables, Root vegetables PublicationsShow
CiderBeverages, Alcoholic PublicationsShow
CoffeeCoffee and coffee products PublicationsShow
Common wheatCereals and cereal products PublicationsShow
European cranberryFruit, Berries PublicationsShow
Olive, blackFruit, Drupes PublicationsShow
Olive, greenFruit, Drupes PublicationsShow
StrawberryFruit, Berries PublicationsShow
Sweet cherryFruit, Drupes PublicationsShow
TomatoVegetables, Fruit vegetables PublicationsShow
White wine grapeFruit, Berries PublicationsShow
PrecursorFood SourceFood Source Group
Chlorogenic acidAppleFruit, Pomes PublicationsShow
Chlorogenic acidApple ciderBeverages, Alcoholic PublicationsShow
Chlorogenic acidApple juiceBeverages, Non-alcoholic PublicationsShow
Chlorogenic acidApricotFruit, Drupes PublicationsShow
Cyanidin 3-O-glucosideBlackberryFruit, Berries PublicationsShow
Chlorogenic acidBlackberryFruit, Berries PublicationsShow
Chlorogenic acidBlueberryFruit, Berries PublicationsShow
Chlorogenic acidBroccoliVegetables, Cabbages PublicationsShow
Chlorogenic acidCarrotVegetables, Root vegetables PublicationsShow
Chlorogenic acidCherry tomatoVegetables, Fruit vegetables PublicationsShow
Chlorogenic acidCiderBeverages, Alcoholic PublicationsShow
Chlorogenic acidCoffeeCoffee and coffee products PublicationsShow
Chlorogenic acidEuropean cranberryFruit, Berries PublicationsShow
Chlorogenic acidEuropean plumFruit, Drupes PublicationsShow
Chlorogenic acidGreen teaTeas and herbal teas PublicationsShow
Cyanidin 3-O-glucosideLettuceVegetables, Leaf vegetables PublicationsShow
Chlorogenic acidLettuceVegetables, Leaf vegetables PublicationsShow
Cyanidin 3-O-glucosideOlive, blackFruit, Drupes PublicationsShow
Chlorogenic acidOlive, blackFruit, Drupes PublicationsShow
Chlorogenic acidPeachFruit, Drupes PublicationsShow
Chlorogenic acidPearFruit, Pomes PublicationsShow
Cyanidin 3-O-glucosidePomegranate juiceBeverages, Non-alcoholic PublicationsShow
Chlorogenic acidPotatoVegetables, Tubers PublicationsShow
Chlorogenic acidRoasted coffeeCoffee and coffee products PublicationsShow
Cyanidin 3-O-glucosideStrawberryFruit, Berries PublicationsShow
Chlorogenic acidStrawberryFruit, Berries PublicationsShow
Cyanidin 3-O-glucosideSweet cherryFruit, Drupes PublicationsShow
Chlorogenic acidSweet cherryFruit, Drupes PublicationsShow
Chlorogenic acidTomatoVegetables, Fruit vegetables PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Caffeic acid 3-Hydroxybenzoic acidhuman in vitro (human) ratfaeces, urineC7H6O3138.031694053 Publications
Caffeic acid Vanillic acidhumanurineC8H8O4168.042258738 Publications
Caffeic acid Coumaric acid (m-)raturineC9H8O3164.047344122 Publications
Caffeic acid Dihydrocaffeic acidraturineC9H10O4182.057908808 Publications
Caffeic acid Ferulic acidhuman ratplasma, urineC10H10O4194.057908808 Publications
Caffeic acid Isoferulic acidhuman ratfaeces, plasma, urineC10H10O4194.057908808 Publications
Caffeic acid 3-(3'-Hydroxyphenyl)propionic acidratplasma, urineC9H10O3166.062994186 Publications
Caffeic acid 3-Hydroxyhippuric acidraturineC9H9NO4195.053157781 Publications
Caffeic acid Caffeic acid glucuronideratplasmaC15H16O10356.2862195 Publications
Caffeic acid Caffeic acid sulfoglucuronideratplasmaC15H16O13S436.3485242 Publications
Caffeic acid Dihydroferulic acidhumanurineC10H12O4196.073558872 Publications
Caffeic acid Ferulic acid-4'-O-glucuronideratplasmaC16H18O10370.08999678 Publications
Caffeic acid Ferulic acid-4'-sulfateratplasmaC10H10O7S274.014723364 Publications
Caffeic acid Ferulic acid sulfoglucuronideratplasmaC16H18O13S450.375513 Publications
Caffeic acid FeruloylglycinehumanurineC12H13NO5251.079372531 Publications
Caffeic acid Hippuric acidratplasma, urineC9H9NO3179.058243159 Publications
Caffeic acid Hydroxybenzoic acidraturineC7H6O3138.1230293 Publications
Caffeic acid Hydroxyhippuric acidraturineC9H9NO4195.175099 Publications
Caffeic acid 4-Hydroxyphenylpropionic acidratplasma, urineC9H10O3166.062994186 Publications
Caffeic acid VanilloylglycinehumanurineC10H11NO5225.063722467 Publications
Cyanidin 3-O-glucoside Caffeic acidhumanfaecesC9H8O4180.042258744 Publications
Chlorogenic acid Caffeic acidraturineC9H8O4180.042258744 Publications
Back