Showing Compound 2'-Hydroxydaidzein (FDB000442)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:34 UTC

Update date

2020-02-24 19:10:07 UTC

Primary ID

FDB000442

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2'-Hydroxydaidzein

Description

2'-Hydroxydaidzein belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, 2'-hydroxydaidzein is considered to be a flavonoid. 2'-Hydroxydaidzein has been detected, but not quantified in, several different foods, such as chinese broccolis (Brassica alboglabra), custard apples (Annona reticulata), black huckleberries (Gaylussacia baccata), cassavas (Manihot esculenta), and almonds (Prunus dulcis). This could make 2'-hydroxydaidzein a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on 2'-Hydroxydaidzein.

CAS Number

7678-85-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2',4',7-Trihydroxyisoflavone	ChEBI
3-(2,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one	ChEBI
3-(2,4-Dihydroxyphenyl)-7-hydroxychromen-4-one	Kegg
3-(2,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one, 9ci	HMDB
3-(2,4-Dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one	HMDB
7,2',4'-Trihydroxyisoflavone	HMDB
2',4',7-THIF	MeSH, HMDB
2'-Hydroxydaidzein	db_source
3-(2,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one, 9CI	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	3	ALOGPS
logP	2.43	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.47	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.68 m³·mol⁻¹	ChemAxon
Polarizability	26.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C15H10O5

IUPAC name

3-(2,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one

InChI Identifier

InChI=1S/C15H10O5/c16-8-1-3-10(13(18)5-8)12-7-20-14-6-9(17)2-4-11(14)15(12)19/h1-7,16-18H

InChI Key

ZCTNPCRBEWXCGP-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

270.2369

Monoisotopic Molecular Weight

270.05282343

Classification

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxyisoflavone (CHEBI:27479 )
isoflavones (C02495 )
Isoflavonoids (C02495 )
Isoflavonoids (LMPK12050083 )
a small molecule (2-HYDROXYDAIDZEIN )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Animal

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 66.67%; H 3.73%; O 29.60%	DFC
Melting Point	Mp 275 dec. (synthetic)	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2'-Hydroxydaidzein, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-0390000000-a69a61f0c28cfc77fc0d	Spectrum
Predicted GC-MS	2'-Hydroxydaidzein, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-3323900000-d75d9fff66457d20c1d7	Spectrum
Predicted GC-MS	2'-Hydroxydaidzein, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2'-Hydroxydaidzein, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0090000000-cc88b59834f822cb223a	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0090000000-6a639c80709bf971ff91	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f79-5970000000-1642d00d54ce7bfb88ba	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-29e3069cfce08c6b9bf1	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0090000000-c19af9a6981284c6817c	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014r-5950000000-bcdb864e1925ff1ff08a	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-4e65ba44fc45f7e80f5a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0090000000-1e651de087453457c4fc	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002e-1970000000-cabd062f123090315458	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0090000000-ae6e5e86465295cd0332	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0090000000-ae6e5e86465295cd0332	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004m-1970000000-ae2c810924d7bcf71f60	2021-09-25	View Spectrum