Identification

PhytoHub ID
PHUB001205
Name
Dihydrocaffeic acid-4'-O-glucuronide
Systematic Name
3-(3'-hydroxyphenyl)propanoic acid-4'-glucuronide
Synonyms
  • 3-(3-hydroxyphenyl)propanoic acid-4-glucuronide
  • dihydrocaffeic acid-4-glucuronide
CAS Number
Not Available
Average Mass
358.299
Monoisotopic Mass
358.08999678
Chemical Formula
C15H18O10
IUPAC Name
(2S,3S,4S,5R)-6-[4-(2-carboxyethyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
DUTJMLCURMYWCW-HXMBFPRCSA-N
InChI Identifier
InChI=1S/C15H18O10/c16-7-5-6(2-4-9(17)18)1-3-8(7)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h1,3,5,10-13,15-16,19-21H,2,4H2,(H,17,18)(H,22,23)/t10-,11-,12+,13-,15?/m0/s1
SMILES
O[[email protected]@H]1[[email protected]@H](O)C(OC2=C(O)C=C(CCC(O)=O)C=C2)O[[email protected]@H]([[email protected]]1O)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
7.58e+00 g/l
LogS (ALOGPS)
-1.67
LogP (ALOGPS)
-0.05
Hydrogen Acceptors
10
Hydrogen Donors
6
Rotatable Bond Count
6
Polar Surface Area
173.98
Refractivity
77.94019999999999
Polarizability
33.025159771236915
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.686827975275015
pKa (strongest acidic)
2.9585986983937547
Number of Rings
2
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Precursor Taxonomy

PrecursorFamilyClassSub-class
Dihydrocaffeic acid(Poly)phenol metabolitesPhenolic acid metabolitesPhenylpropanoic acidsShow Precursor

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

No spectra information available

Food Sources

PrecursorFood SourceFood Source Group
Dihydrocaffeic acidBlueberryFruit, BerriesShow
Dihydrocaffeic acidBroccoliVegetables, CabbagesShow
Dihydrocaffeic acidCiderBeverages, AlcoholicShow
Dihydrocaffeic acidCoffeeCoffee and coffee productsShow
Dihydrocaffeic acidCommon wheatCereals and cereal productsShow
Dihydrocaffeic acidCornCereals and cereal productsShow
Dihydrocaffeic acidGrapesFruit, BerriesShow
Dihydrocaffeic acidLemonFruit, CitrusShow
Dihydrocaffeic acidLettuceVegetables, Leaf vegetablesShow
Dihydrocaffeic acidLimeFruit, CitrusShow
Dihydrocaffeic acidOlive, blackFruit, Drupes PublicationsShow
Dihydrocaffeic acidOlive, greenFruit, Drupes PublicationsShow
Dihydrocaffeic acidSpinachVegetables, Leaf vegetablesShow
Dihydrocaffeic acidWheat breadCereals and cereal productsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
Dihydrocaffeic acid Dihydrocaffeic acid-4'-O-glucuronideraturineNot AvailableC15H18O10358.08999678 Publications
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