Identification

PhytoHub ID
PHUB001432
Name
Isoferulic acid-3'-O-glucuronide
Systematic Name
4’-methoxycinnamic acid-3'-glucuronide
Synonyms
  • 4-methoxycinnamic acid-3-glucuronide
  • isoferulic acid-3-glucuronide
  • isoferulic acid-3'-glucuronide
CAS Number
Not Available
Average Mass
370.31
Monoisotopic Mass
370.08999678
Chemical Formula
C16H18O10
IUPAC Name
(2S,3S,4S,5R,6S)-6-{5-[(1E)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
SHJZLGVIOYFHCB-CZAMIVPPNA-N
InChI Identifier
InChI=1/C16H18O10/c1-24-8-4-2-7(3-5-10(17)18)6-9(8)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16,19-21H,1H3,(H,17,18)(H,22,23)/b5-3+/t11-,12-,13+,14-,16+/s2
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=C(\C=C\C(O)=O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
4.18e+00 g/l
LogS (ALOGPS)
-1.95
LogP (ALOGPS)
-0.23
Hydrogen Acceptors
10
Hydrogen Donors
5
Rotatable Bond Count
6
Polar Surface Area
162.98000000000002
Refractivity
83.5158
Polarizability
34.13116906602628
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.686827977923865
pKa (strongest acidic)
2.963519929853911
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

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
Coffee hydroxycinnamates Isoferulic acid-3'-O-glucuronidehumanplasmahost metabolismC16H18O10370.08999678 Publications
Caffeic acid Isoferulic acid-3'-O-glucuronidehumanplasmahost metabolismC16H18O10370.08999678 Publications
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