metabolite

Showing entry for 3-(3,5-Dihydroxyphenyl)propanoic acid

Identification

PhytoHub ID
PHUB001381
Name
3-(3,5-Dihydroxyphenyl)propanoic acid
Systematic Name
3-(3',5'-dihydroxyphenyl)propanoic acid
Synonyms
  • 3-(3,5-dihydroxyphenyl)propionic acid
  • 3-(3',5'-dihydroxyphenyl)propionic acid
  • 3,5-dihydroxy-dihydrocinnamic acid
  • 3,5-dihydroxy-hydrocinnamic acid
  • 3,5-dihydroxybenzenepropanoic acid
  • DHPPA
CAS Number
26539-01-5
Average Mass
182.175
Monoisotopic Mass
182.057908802
Chemical Formula
C9H10O4
IUPAC Name
3-(3,5-dihydroxyphenyl)propanoic acid
InChI Key
ITPFIKQWNDGDLG-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C9H10O4/c10-7-3-6(1-2-9(12)13)4-8(11)5-7/h3-5,10-11H,1-2H2,(H,12,13)
SMILES
OC(=O)CCC1=CC(O)=CC(O)=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
Not Available
LogS (ALOGPS)
Not Available
LogP (ALOGPS)
Not Available
Hydrogen Acceptors
4
Hydrogen Donors
3
Rotatable Bond Count
3
Polar Surface Area
77.76
Refractivity
45.9284
Polarizability
17.891032264898218
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-5.670873250005126
pKa (strongest acidic)
3.817707159108314
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
Polyphenols
Class
Alkylresorcinols
Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
5-NonadecylresorcinolPolyphenolsAlkylresorcinolsNot AvailableShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Phenylpropanoic acids
Super-class
Phenylpropanoids and polyketides
Sub-class
Not Available
Direct Parent Name
Phenylpropanoic acids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Benzene and substituted derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Resorcinols"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3-phenylpropanoic-acid", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Resorcinol"]

Spectra from Online Resources

No spectra information available

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00lr-0900000000-4b763ab5e9795472fe392017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00li-1900000000-377ffebc50146a6e89e82017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fri-9800000000-2e82de879aeb36a7a3672017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-3c6dfe18bf51db167b532017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-a81d1dc98f5be380aef52017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01pc-4900000000-247ffd87c4a9f77fc1952017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00y0-0900000000-c28e45417cd4f7cf76ac2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0080-2900000000-3e4e0453b895a825828c2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kas-9200000000-101d0967b2925794e2ba2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-342e0859267fcbe95f962021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-f3d5a71bfcb2af4a9f6d2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052u-4900000000-73b016b632e4bbefc9be2021-09-22View Spectrum

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
5-NonadecylresorcinolCommon wheatCereals and cereal products PublicationsShow
5-NonadecylresorcinolQuinoaPulses and beans PublicationsShow
5-NonadecylresorcinolRyeCereals and cereal products PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
3-(3,5-Dihydroxyphenyl)propanoic acid 3,5-dihydroxycinnamic acidhumanurinehost metabolismNot AvailableNot Available10-30%C9H8O4180.042258738 Publications
3-(3,5-Dihydroxyphenyl)propanoic acid 3,5-dihydroxyphenylethanol glucuronidehumanurinehost-gut microbiota co-metaboliteNot AvailableNot AvailableNot Available Publications
3-(3,5-Dihydroxyphenyl)propanoic acid 3,5-dihydroxyphenylethanol sulfatehumanurinehost-gut microbiota co-metaboliteNot AvailableNot AvailableNot AvailableC8H10O6S234.01980921 Publications
5-Nonadecylresorcinol 3-(3,5-Dihydroxyphenyl)propanoic acidhuman mouseplasma (major), urinehost metabolismNot AvailableNot AvailableNot AvailableC9H10O4182.057908802 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
3-(3,5-Dihydroxyphenyl)propanoic acid 3,5-dihydroxycinnamic acidSexEffect, clusters Publications
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