precursor

Showing entry for Daidzin

Identification

PhytoHub ID
PHUB000223
Name
Daidzin
Systematic Name
Not Available
Synonyms
  • 7,4'-Dihydroxyisoflavone 7-O-glucoside
  • Daidzein 7-O-glucoside
CAS Number
Not Available
Average Mass
416.382
Monoisotopic Mass
416.110732224
Chemical Formula
C21H20O9
IUPAC Name
3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
InChI Key
KYQZWONCHDNPDP-QNDFHXLGSA-N
InChI Identifier
InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1
SMILES
OC[C@H]1O[C@@H](OC2=CC3=C(C=C2)C(=O)C(=CO3)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
6.61e-01 g/l
LogS (ALOGPS)
-2.80
LogP (ALOGPS)
0.71
Hydrogen Acceptors
9
Hydrogen Donors
5
Rotatable Bond Count
4
Polar Surface Area
145.91
Refractivity
101.8464
Polarizability
41.23592488377893
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.981092343722586
pKa (strongest acidic)
8.962957785279055
Number of Rings
4
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Isoflavones

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Isoflavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Isoflavonoid O-glycosides
Direct Parent Name
Isoflavonoid O-glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Acetals", "Benzene and substituted derivatives", "Chromones", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "Isoflavones", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Polyols", "Primary alcohols", "Pyranones and derivatives", "Secondary alcohols"]
External Descriptor Annotations
["Isoflavonoids", "beta-D-glucoside", "glycosyloxyisoflavone", "hydroxyisoflavone", "isoflavones", "monosaccharide derivative"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Glycosyl compound", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Isoflavone", "Isoflavonoid o-glycoside", "Isoflavonoid-7-o-glycoside", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenolic glycoside", "Polyol", "Primary alcohol", "Pyran", "Pyranone", "Secondary alcohol"]

Spectra from Online Resources

Record IDSourceDescriptionView
PR040202MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H]-View Spectra
PR040203MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+HCOO-]-View Spectra
PR040204MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [2M-H]-View Spectra
PR040205MassBankLC-ESI-QTOF Spectrum - 30 V, [M-H]-View Spectra
PR040206MassBankLC-ESI-QTOF Spectrum - 30 V, [M-H-C6H10O5]-View Spectra
PR040207MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+H]+View Spectra
PR040208MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+Na]+View Spectra
PR040209MassBankLC-ESI-QTOF Spectrum - 30 V, [M+H]+View Spectra
PR100257MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PR100680MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PS043801ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS043802ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS043803ReSpectN/A Spectrum - 30, [M+H]+View Spectra
PS043804ReSpectN/A Spectrum - 40, [M+H]+View Spectra
PS043805ReSpectN/A Spectrum - 50, [M+H]+View Spectra
PS043806ReSpectN/A Spectrum - 60, [M+H]+View Spectra
PS043807ReSpectN/A Spectrum - 10, [M-H]-View Spectra
PS043808ReSpectN/A Spectrum - 20, [M-H]-View Spectra
PS043809ReSpectN/A Spectrum - 30, [M-H]-View Spectra
PS043810ReSpectN/A Spectrum - 40, [M-H]-View Spectra
PS043811ReSpectN/A Spectrum - 50, [M-H]-View Spectra

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Daidzin Daidzeinhumanplasmagut microbiota metabolite5h-8h2-5 µmol/LNot AvailableC15H10O4254.057908802 Publications
Daidzin Daidzinhumanplasmaunchanged3h-5h50-200 nmol/LNot AvailableC21H20O9416.110732224 Publications
Daidzin Equolhumanplasma, urinegut microbiota metabolite12h-24h50-200 nmol/L1-5%C15H14O3242.094294311 Publications
Daidzin 6-Hydroxydaidzeinhumanplasmahost metabolism8h-12h<20 nmol/LNot AvailableC15H10O5270.052823422 Publications
Daidzin 8-Hydroxydaidzeinhumanplasmahost metabolism8h-12h<20 nmol/LNot AvailableC15H10O5270.052823422 Publications
Daidzin 3'-Hydroxydaidzeinhumanplasmahost metabolism8h-12h50-200 nmol/LNot AvailableC15H10O5270.052823422 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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