Identification

PhytoHub ID
PHUB000388
Name
Prunin
Synonyms
  • Naringenin 7-O-glucoside
CAS Number
Not Available
Average Mass
434.397
Monoisotopic Mass
434.121296908
Chemical Formula
C21H22O10
IUPAC Name
5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one
InChI Key
DLIKSSGEMUFQOK-RGHIGTIISA-N
InChI Identifier
InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14?,16-,18-,19+,20-,21-/m1/s1
SMILES
OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)CC(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O
Structure

Calculated Properties

Solubility (ALOGPS)
1.53e+00 g/l
LogS (ALOGPS)
-2.45
LogP (ALOGPS)
0.17
Hydrogen Acceptors
10
Hydrogen Donors
6
Rotatable Bond Count
4
Polar Surface Area
166.14
Refractivity
103.4342
Polarizability
42.85062565534151
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.9810923437586574
pKa (strongest acidic)
8.579383923831037
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Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavanones

Spectra

Record IDSourceDescriptionView
PR040149MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H]-View Spectra
PR040150MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H-C6H10O5}-View Spectra
PR040151MassBankLC-ESI-QTOF Spectrum - 30 V, [M-H]-View Spectra
PR040152MassBankLC-ESI-QTOF Spectrum - 30 V, [M-H-C6H10O5}-View Spectra
PR040153MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+H]+View Spectra
PR040154MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+H-C6H10O5]+View Spectra
PR040155MassBankLC-ESI-QTOF Spectrum - 30 V, [M+H]+View Spectra
PR040156MassBankLC-ESI-QTOF Spectrum - 30 V, [M+H-C6H10O5]+View Spectra
PR100249MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100671MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PS042801ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS042802ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS042803ReSpectN/A Spectrum - 30, [M+H]+View Spectra
PS042804ReSpectN/A Spectrum - 40, [M+H]+View Spectra
PS042805ReSpectN/A Spectrum - 50, [M+H]+View Spectra
PS042806ReSpectN/A Spectrum - 60, [M+H]+View Spectra
PS042807ReSpectN/A Spectrum - 10, [M-H]-View Spectra
PS042808ReSpectN/A Spectrum - 20, [M-H]-View Spectra
PS042809ReSpectN/A Spectrum - 30, [M-H]-View Spectra
PS042810ReSpectN/A Spectrum - 40, [M-H]-View Spectra
PS042811ReSpectN/A Spectrum - 50, [M-H]-View Spectra
TY000160MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra
TY000161MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra
TY000162MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra

Food Sources

No food source information available

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Prunin Naringenin 4'-O-glucuronidehumanplasma (major), urine (major)C21H20O11448.100561464 Publications
Prunin Naringenin 7-O-glucuronidehumanplasma (major), urine (major)C21H20O11448.100561482 Publications
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