Identification

PhytoHub ID
PHUB001382
Name
3-(3,5-Dihydroxyphenyl)propionic acid glucuronide
Systematic Name
3-(3,5-Dihydroxyphenyl)propionic acid glucuronide
Synonyms
  • 3,5-Dihydroxyphenylpropanoic acid 3-glucuronide
  • 3,5-Dihydroxyphenylpropanoic acid glucuronide
  • DHPPA glucuronide
CAS Number
Not Available
Average Mass
358.299
Monoisotopic Mass
358.08999678
Chemical Formula
C15H18O10
IUPAC Name
(2S,3S,4S,5R,6S)-6-{[3-(2-carboxyethyl)-5-hydroxyphenylidene]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
IITQLVPAMWYCDQ-DKBOKBLXSA-N
InChI Identifier
InChI=1S/C15H18O10/c16-7-3-6(1-2-9(17)18)4-8(5-7)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h3-5,10-13,15-16,19-21H,1-2H2,(H,17,18)(H,22,23)/t10-,11-,12+,13-,15+/m0/s1
SMILES
[H][C@@]1(OC2=CC(CCC(O)=O)=CC(O)=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O
Structure

Calculated Properties

Solubility (ALOGPS)
7.26e+00 g/l
LogS (ALOGPS)
-1.69
LogP (ALOGPS)
-0.07
Hydrogen Acceptors
10
Hydrogen Donors
6
Rotatable Bond Count
6
Polar Surface Area
173.98
Refractivity
77.9402
Polarizability
33.29388307002955
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.6868267705830644
pKa (strongest acidic)
3.000753159478173
Number of Rings
2
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
Miscellaneous phytochemical metabolites
Class
Alkylresorcinol metabolites
Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Alkenylresorcinol C19:0PolyphenolsAlkylresorcinolsNot AvailableShow Food Phytochemical
3,5-Dihydroxybenzoic acidMiscellaneous phytochemical metabolitesAlkylresorcinol metabolitesNot AvailableShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Organooxygen compounds
Super-class
Organic oxygen compounds
Sub-class
Carbohydrates and carbohydrate conjugates
Direct Parent Name
Phenolic glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Acetals", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Dicarboxylic acids and derivatives", "Hexoses", "Hydrocarbon derivatives", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenol ethers", "Phenoxy compounds", "Phenylpropanoic acids", "Polyols", "Pyrans", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "1-o-glucuronide", "3-phenylpropanoic-acid", "Acetal", "Alcohol", "Aromatic heteromonocyclic compound", "Benzenoid", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Dicarboxylic acid or derivatives", "Glucuronic acid or derivatives", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxy acid", "Monocyclic benzene moiety", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organoheterocyclic compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenolic glycoside", "Phenoxy compound", "Polyol", "Pyran", "Secondary alcohol"]

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
Alkenylresorcinol C19:0BarleyCereals and cereal products PublicationsShow
Alkenylresorcinol C19:0Common wheatCereals and cereal products PublicationsShow
Alkenylresorcinol C19:0RyeCereals and cereal products PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Alkenylresorcinol C19:0 3-(3,5-Dihydroxyphenyl)propionic acid glucuronidehumanurinehost metabolismNot AvailableNot AvailableNot AvailableC15H18O10358.08999678 Publications
3,5-Dihydroxybenzoic acid 3-(3,5-Dihydroxyphenyl)propionic acid glucuronidehumanurinehost metabolismNot AvailableNot AvailableNot AvailableC15H18O10358.08999678 Publications
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