Identification

PhytoHub ID
PHUB002126
Name
Genistein-7-O-glucuronide-4'-sulfate
Systematic Name
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-4-oxo-3-(4-sulfooxyphenyl)chromen-7-yl]oxyoxane-2-carboxylic acid
Synonyms
Not Available
CAS Number
Not Available
Average Mass
525.41
Monoisotopic Mass
525.034449981
Chemical Formula
C21H17O14S
IUPAC Name
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({5-hydroxy-4-oxo-3-[4-(sulfooxy)phenyl]-4H-chromen-7-yl}oxy)oxane-2-carboxylate
InChI Key
KYWPDPYIBFQJOX-ZFORQUDYSA-M
InChI Identifier
InChI=1S/C21H18O14S/c22-12-5-10(33-21-18(26)16(24)17(25)19(34-21)20(27)28)6-13-14(12)15(23)11(7-32-13)8-1-3-9(4-2-8)35-36(29,30)31/h1-7,16-19,21-22,24-26H,(H,27,28)(H,29,30,31)/p-1/t16-,17-,18+,19-,21+/m0/s1
SMILES
[H][C@@]1(OC2=CC(O)=C3C(OC=C(C3=O)C3=CC=C(OS(O)(=O)=O)C=C3)=C2)O[C@]([H])(C([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O
Structure

Calculated Properties

Solubility (ALOGPS)
3.15e+00 g/l
LogS (ALOGPS)
-2.24
LogP (ALOGPS)
0.41
Hydrogen Acceptors
13
Hydrogen Donors
5
Rotatable Bond Count
6
Polar Surface Area
229.40999999999994
Refractivity
124.52360000000003
Polarizability
47.2325711245429
Formal Charge
-1
Physiological Charge
-3
pKa (strongest basic)
-3.686826778068561
pKa (strongest acidic)
-2.4968952797733346
Number of Rings
4
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Flavonoid metabolites
Sub-class
Isoflavones (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
GenistinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical
GenisteinPolyphenolsFlavonoidsIsoflavonesShow Food Phytochemical

Spectra from Online Resources

No spectra information available

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

No food source information available of its precursor(s)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Genistin Genistein-7-O-glucuronide-4'-sulfatehumanplasmahost metabolism3h-5h50-200 nmol/LNot AvailableC21H17O14S525.034449981 Publications
Genistein Genistein-7-O-glucuronide-4'-sulfatehumanplasmahost metabolism3h-5h50-200 nmol/LNot AvailableC21H17O14S525.034449981 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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