PhytoHub: Showing entry for Daidzein

Daidzein

Identification

PhytoHub ID

PHUB000222

Name

Daidzein

Systematic Name

Not Available

Synonyms

7,4'-Dihydroxyisoflavone
Daidzeol

CAS Number

Not Available

Average Mass

254.241

Monoisotopic Mass

254.057908802

Chemical Formula

C₁₅H₁₀O₄

IUPAC Name

7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

InChI Key

ZQSIJRDFPHDXIC-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H

SMILES

OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2)C1=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 8.49e-02 g/l
LogS (ALOGPS): -3.48
LogP (ALOGPS): 3.30
Hydrogen Acceptors: 4
Hydrogen Donors: 2
Rotatable Bond Count: 1
Polar Surface Area: 66.76
Refractivity: 69.70200000000001
Polarizability: 25.746505585407
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -5.336102454110623
pKa (strongest acidic): 6.476840159725478
Number of Rings: 3
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

Taxonomy as Metabolite

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

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Daidzin	Polyphenols	Flavonoids	Isoflavones	Show Food Phytochemical
6''-O-Malonyldaidzin	Polyphenols	Flavonoids	Isoflavones	Show Food Phytochemical
Puerarin	Polyphenols	Flavonoids	Isoflavones	Show Food Phytochemical
Daidzein	Polyphenols	Flavonoids	Isoflavones	Show Food Phytochemical
6''-O-Acetyldaidzin	Polyphenols	Flavonoids	Isoflavones	Show Food Phytochemical
Formononetin	Polyphenols	Flavonoids	Isoflavones	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Isoflavonoids
Super-class: Phenylpropanoids and polyketides
Sub-class: Isoflav-2-enes
Direct Parent Name: Isoflavones
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "Benzene and substituted derivatives", "Chromones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Hydroxyisoflavonoids", "Organic oxides", "Organooxygen compounds", "Oxacyclic compounds", "Pyranones and derivatives"]
External Descriptor Annotations: ["7-hydroxyisoflavones", "Isoflavonoids", "a 4'-hydroxyisoflavone", "an isoflavone", "isoflavones"]
Substituent Names: ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyisoflavonoid", "Isoflavone", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Pyran", "Pyranone"]

Spectra from Online Resources

Record ID	Source	Description	View
OUF00155	MassBank	GC-EI-TOF Spectrum - -, unspecified	View Spectra
PB000821	MassBank	LC-ESI-QTOF Spectrum - 15 eV, unspecified	View Spectra
PB000841	MassBank	LC-ESI-QTOF Spectrum - 25 eV, unspecified	View Spectra
PB000842	MassBank	LC-ESI-QTOF Spectrum - 40 eV, unspecified	View Spectra
PB000861	MassBank	LC-ESI-QTOF Spectrum - 55 eV, unspecified	View Spectra
PB002425	MassBank	LC-ESI-QTOF Spectrum - 15 eV, unspecified	View Spectra
PB002426	MassBank	LC-ESI-QTOF Spectrum - 25 eV, unspecified	View Spectra
PB002427	MassBank	LC-ESI-QTOF Spectrum - 40 eV, unspecified	View Spectra
PB002428	MassBank	LC-ESI-QTOF Spectrum - 55 eV, unspecified	View Spectra
PR040007	MassBank	LC-ESI-QTOF Spectrum - Ramp 5-60 eV, [M-H]-	View Spectra
PR040008	MassBank	LC-ESI-QTOF Spectrum - 30 eV, [M-H]-	View Spectra
PR040009	MassBank	LC-ESI-QTOF Spectrum - 30 eV, [M+H]+	View Spectra
PR040010	MassBank	LC-ESI-QTOF Spectrum - Ramp 5-60 eV, [M+H]+	View Spectra
PR100225	MassBank	LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified	View Spectra
PR100637	MassBank	LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified	View Spectra
PR100638	MassBank	LC-ESI-QTOF Spectrum - 30 V, unspecified	View Spectra
PS039701	ReSpect	N/A Spectrum - 10, [M+H]+	View Spectra
PS039702	ReSpect	N/A Spectrum - 20, [M+H]+	View Spectra
PS039703	ReSpect	N/A Spectrum - 30, [M+H]+	View Spectra
PS039704	ReSpect	N/A Spectrum - 40, [M+H]+	View Spectra
UF416301	MassBank	LC-ESI-ITFT Spectrum - 35, unspecified	View Spectra
UF416302	MassBank	LC-ESI-ITFT Spectrum - 55, unspecified	View Spectra
UF416303	MassBank	LC-ESI-ITFT Spectrum - 50, unspecified	View Spectra
UF416304	MassBank	LC-ESI-ITFT Spectrum - 80, unspecified	View Spectra
UF416351	MassBank	LC-ESI-ITFT Spectrum - 35, unspecified	View Spectra
UF416352	MassBank	LC-ESI-ITFT Spectrum - 55, unspecified	View Spectra
UF416353	MassBank	LC-ESI-ITFT Spectrum - 50, unspecified	View Spectra
UF416354	MassBank	LC-ESI-ITFT Spectrum - 80, unspecified	View Spectra

Spectra from Phytohub

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0udi-0090000000-20d2c8ade6aac1f46e8a	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0udi-0970000000-a2349152106bd9da1257	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0006-9100000000-691c394958fd19d47510	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ (API2000) , Positive	splash10-0f7x-4900000000-5acb56232432597c00e5	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ (API2000) , Positive	splash10-0pej-1930000000-89bedfb39603a12f3c75	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ (API2000) , Positive	splash10-0a4i-0490000000-c633d3449d8bb0206fc2	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ (API2000) , Positive	splash10-0a4i-0190000000-3a5de741e814e47d5cbe	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ (API2000) , Positive	splash10-0a4i-0090000000-fb84819005f7f65b4fc8	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-APPI-QQ (API2000) , Positive	splash10-0a4i-0090000000-b3ae695d217c756a5f8f	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 5V, Positive	splash10-0a4i-0090000000-d25bba2f5a1ac12e3d86	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-0udi-0190000000-a9b6c8c416cb482a5dc1	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-0089-1970000000-f6070acf0fd663c4ae6f	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0uem-1900000000-fa199caebb806e9eb0f9	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0a4i-0490000000-3defe1cbaf29e0cd2d1f	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0a4i-1790000000-2502633932fc66220039	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-0udi-0290000000-56b4c039a64ab57d3e70	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Negative	splash10-0089-2970000000-f32e85ba94cb6621d4f1	2012-08-31	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-7dcbed418d38de120895	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0090000000-c522d590074eabe8c4c4	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002r-6950000000-7b85969731514bf2d0bc	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0090000000-388d21c85a84d4e0988a	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0090000000-cc8371583b5ba50a4f0d	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gbi-3950000000-cb120c48a579b9363f74	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-7dcbed418d38de120895	2015-05-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0090000000-c522d590074eabe8c4c4	2015-05-26	View Spectrum

Food Sources

Name	Group
Red clover	Pulses and beans	Publications	Show
Soy bean	Soy and soy products		Show
Soy milk	Soy and soy products		Show

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Formononetin	Chickpea	Pulses and beans		Show
Daidzein	Red clover	Pulses and beans	Publications	Show
Formononetin	Red clover	Pulses and beans	Publications	Show
6''-O-Malonyldaidzin	Soy bean	Soy and soy products		Show
Daidzein	Soy bean	Soy and soy products		Show
6''-O-Acetyldaidzin	Soy bean	Soy and soy products		Show
Daidzein	Soy milk	Soy and soy products		Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food Phytochemical	Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
Daidzein	Daidzein	human	plasma, serum, urine	unchanged	5h-8h	0.5-2 µmol/L	Not Available	C₁₅H₁₀O₄	254.057908802	Publications
Daidzein	Daidzein 7-O-glucuronide	human	plasma, urine	host metabolism	5h-8h	50-200 nmol/L	Not Available	C₂₁H₁₈O₁₀	430.08999678	Publications
Daidzein	Daidzein 4'-O-glucuronide	human	plasma, urine	host metabolism	3h-5h	50-200 nmol/L	Not Available	C₂₁H₁₈O₁₀	430.08999678	Publications
Daidzein	Daidzein 7-O-sulfate	human	plasma, urine	host metabolism	1h-3h	50-200 nmol/L	Not Available	C₁₅H₁₀O₇S	334.014723836	Publications
Daidzein	Dihydrodaidzein	human	plasma, urine	gut microbiota metabolite	12h-24h	50-200 nmol/L	Not Available	C₁₅H₁₂O₄	256.073558866	Publications
Daidzein	Dihydrodaidzein 7-O-glucuronide	human	plasma, urine	host metabolism	Not Available	Not Available	Not Available	C₂₁H₂₀O₁₀	432.105646844	Publications
Daidzein	6'-Hydroxy-O-desmethylangolensin	human	plasma	host-gut microbiota co-metabolite	8h-12h	50-200 nmol/L	Not Available	C₁₅H₁₄O₅	274.084123551	Publications
Daidzein	Equol	human	plasma, serum, urine	gut microbiota metabolite	12h-24h	50-200 nmol/L	10-30%	C₁₅H₁₄O₃	242.094294311	Publications
Daidzein	O-Desmethylangolensin	human	plasma, urine	gut microbiota metabolite	12h-24h	50-200 nmol/L	Not Available	C₁₅H₁₄O₄	258.089208931	Publications
Daidzein	6-Hydroxydaidzein	human	plasma	host metabolism	5h-8h	<20 nmol/L	Not Available	C₁₅H₁₀O₅	270.052823422	Publications
Daidzein	8-Hydroxydaidzein	human	plasma	host metabolism	8h-12h	<20 nmol/L	Not Available	C₁₅H₁₀O₅	270.052823422	Publications
Daidzein	3'-Hydroxydaidzein	human	plasma	host metabolism	5h-8h	20-50 nmol/L	Not Available	C₁₅H₁₀O₅	270.052823422	Publications
Daidzein	Daidzein-4',7-diglucuronide	human	plasma, urine	host metabolism	1h-3h	50-200 nmol/L	Not Available	C₂₇H₂₆O₁₆	606.122084757	Publications
Daidzein	Daidzein-7-glucuronide-4'-sulfate	human	plasma, urine	host metabolism	5h-8h	200-500 nmol/L	Not Available	C₂₁H₁₈O₁₃S	510.046811814	Publications
Daidzein	Daidzein 4'-O-sulfate	human	plasma, urine	host metabolism	3h-5h	20-50 nmol/L	Not Available	C₁₅H₁₀O₇S	334.014723836	Publications
Daidzein	Equol 7-O-glucuronide	human	plasma, urine	host-gut microbiota co-metabolite	Not Available	Not Available	Not Available	C₂₁H₂₂O₉	418.126382288	Publications
Daidzein	Equol 4'-O-glucuronide	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	Not Available	C₂₁H₂₂O₉	418.126382288	Publications
Daidzin	Daidzein	human	plasma	gut microbiota metabolite	5h-8h	2-5 µmol/L	Not Available	C₁₅H₁₀O₄	254.057908802	Publications
6''-O-Malonyldaidzin	Daidzein	human	plasma	gut microbiota metabolite	3h-5h	50-200 nmol/L	Not Available	C₁₅H₁₀O₄	254.057908802	Publications
Puerarin	Daidzein	human	plasma	gut microbiota metabolite	1h-3h	<20 nmol/L	Not Available	C₁₅H₁₀O₄	254.057908802	Publications
6''-O-Acetyldaidzin	Daidzein	human	Not Available	Not Available	Not Available	Not Available	Not Available	C₁₅H₁₀O₄	254.057908802
Formononetin	Daidzein	human	Not Available	Not Available	Not Available	Not Available	Not Available	C₁₅H₁₀O₄	254.057908802

Inter-Individual Variations in Metabolism

Food Phytochemical	Metabolite	Effect	Value
Daidzein	Daidzein	Age	Effect, clusters	Publications
Daidzein	Daidzein	Microbiota	Effect, clusters	Publications
Daidzein	Daidzein	Sex	Effect, clusters	Publications
Daidzein	Dihydrodaidzein	Microbiota	Effect, clusters	Publications
Daidzein	6'-Hydroxy-O-desmethylangolensin	Microbiota	Effect, clusters	Publications
Daidzein	Equol	Genotype	Effect, clusters	Publications
Daidzein	Equol	Microbiota	Effect, clusters	Publications
Daidzein	Equol	Sex	Effect, clusters	Publications
Daidzein	O-Desmethylangolensin	Microbiota	Effect, clusters	Publications

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