5-(3'-hydroxyphenyl)-gamma-valerolactone-4'-O-beta-D-glucuronide

Identification

PhytoHub ID
PHUB001754
Name
5-(3'-hydroxyphenyl)-gamma-valerolactone-4'-O-beta-D-glucuronide
Systematic Name
Not Available
Synonyms
  • 5-(3-hydroxyphenyl)-γ-valerolactone-4-glucuronide
  • 5-(3'-hydroxyphenyl)-γ-valerolactone-4'-glucuronide
  • 5-(3',4'-dihydroxyphenyl)-γ-valerolactone-4'-glucuronide
CAS Number
Not Available
Average Mass
384.337
Monoisotopic Mass
384.105646844
Chemical Formula
C17H20O10
IUPAC Name
3,4,5-trihydroxy-6-{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid
InChI Key
OTBJYBQGMPICIK-UHFFFAOYNA-N
InChI Identifier
InChI=1/C17H20O10/c18-9-6-7(5-8-2-4-11(19)25-8)1-3-10(9)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h1,3,6,8,12-15,17-18,20-22H,2,4-5H2,(H,23,24)
SMILES
OC1C(O)C(OC2=CC=C(CC3CCC(=O)O3)C=C2O)OC(C1O)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
6.45e+00 g/l
LogS (ALOGPS)
-1.78
LogP (ALOGPS)
-0.22
Hydrogen Acceptors
9
Hydrogen Donors
5
Rotatable Bond Count
5
Polar Surface Area
162.98000000000002
Refractivity
85.3195
Polarizability
36.047272335861216
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.686827975275016
pKa (strongest acidic)
3.0598960355045133
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Precursor Taxonomy

PrecursorFamilyClassSub-class
(-)-EpicatechinPolyphenolsFlavonoidsFlavanolsShow Precursor

Spectra

No spectra information available

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
(-)-Epicatechin 5-(3'-hydroxyphenyl)-gamma-valerolactone-4'-O-beta-D-glucuronideraturinegut microbiota metaboliteC17H20O10384.105646844 Publications
Back