Identification

PhytoHub ID
PHUB001435
Name
Dihydroferulic acid-4'-O-glucuronide
Systematic Name
3-(3'-methoxyphenyl)propanoic acid-4'-glucuronide
Synonyms
  • 3-(3-methoxyphenyl)propionic acid-4-glucuronide
  • 3-(3-Methoxyphenyl)propionic acid-4'-O-glucuronide
  • dihydroferulic acid-4-glucuronide
  • Dihydroferulic acid-4-O-glucuronide
CAS Number
Not Available
Average Mass
372.324
Monoisotopic Mass
372.10564686
Chemical Formula
C16H20O10
IUPAC Name
(2S,3S,4S,5R,6S)-6-[4-(2-carboxyethyl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
KYERCTIKYSSKPA-JHZZJYKESA-N
InChI Identifier
InChI=1S/C16H20O10/c1-24-9-6-7(3-5-10(17)18)2-4-8(9)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2,4,6,11-14,16,19-21H,3,5H2,1H3,(H,17,18)(H,22,23)/t11-,12-,13+,14-,16+/m0/s1
SMILES
COC1=C(O[[email protected]@H]2O[[email protected]@H]([[email protected]@H](O)[[email protected]](O)[[email protected]]2O)C(O)=O)C=CC(CCC(O)=O)=C1
Structure

Calculated Properties

Solubility (ALOGPS)
4.96e+00 g/l
LogS (ALOGPS)
-1.88
LogP (ALOGPS)
-0.24
Hydrogen Acceptors
10
Hydrogen Donors
5
Rotatable Bond Count
7
Polar Surface Area
162.98
Refractivity
82.4225
Polarizability
35.15537805790356
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.6868279760573377
pKa (strongest acidic)
3.045350255368854
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Precursor Taxonomy

PrecursorFamilyClassSub-class
Coffee hydroxycinnamatesPolyphenolsFlavonoidsHydroxycinnamic acidsShow Precursor
Caffeic acid(Poly)phenol metabolitesPhenolic acid metabolitesCinnamic acidsShow Precursor

Spectra

No spectra information available

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Coffee hydroxycinnamates Dihydroferulic acid-4'-O-glucuronidehumanplasmaC16H20O10372.10564686 Publications
Caffeic acid Dihydroferulic acid-4'-O-glucuronidehumanplasmaC16H20O10372.10564686 Publications
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