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Showing Compound Daidzin (FDB012225)

Record Information
Version1.0
Creation date2010-04-08 22:10:03 UTC
Update date2019-11-26 03:06:26 UTC
Primary IDFDB012225
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDaidzin
DescriptionIsolated from soya bean (Glycine max) and soya bean meal, kudzu root (Pueraria lobata), alfalfa (Medicago sativa) and other Leguminosae Daidzin is a cancer preventive and an alcohol dependency treatment (antidipsotropic) in animal models.; Daidzin is a natural organic compound in the class of phytochemicals known as isoflavones. Daidzin can be found in Japanese plant Kudzu (Pueraria lobata, Fabaceae) and from soybean leaves.
CAS Number552-66-9
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
Daidzein 7-glucosideChEBI
Daidzein 7-O-glucosideChEBI
DaidzosideChEBI
4',7-Dihydroxyisoflavone 7-O-b-D-glucopyranosideHMDB
Daidzein 7-O-beta-D-glucopyranosideHMDB
Daidzein 7-O-beta-D-glucosideHMDB
DZNHMDB
Daidzein 7-O-b-D-glucosideHMDB
Daidzein 7-O-β-D-glucosideHMDB
7-O-Glucosyl-4'-hydroxyisoflavoneHMDB
DaidzinChEBI
Predicted Properties
PropertyValueSource
Water Solubility0.66 g/LALOGPS
logP0.71ALOGPS
logP0.46ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)8.96ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area145.91 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity101.85 m³·mol⁻¹ChemAxon
Polarizability41.25 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC21H20O9
IUPAC name3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
InChI IdentifierInChI=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
InChI KeyKYQZWONCHDNPDP-QNDFHXLGSA-N
Isomeric SMILESOC[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
Average Molecular Weight416.382
Monoisotopic Molecular Weight416.110732224
Classification
Description Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflavonoid O-glycosides
Direct ParentIsoflavonoid O-glycosides
Alternative Parents
Substituents
  • Isoflavonoid o-glycoside
  • Isoflavonoid-7-o-glycoside
  • Isoflavone
  • Phenolic glycoside
  • Hexose monosaccharide
  • Chromone
  • Glycosyl compound
  • O-glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Pyranone
  • Pyran
  • Monocyclic benzene moiety
  • Oxane
  • Benzenoid
  • Monosaccharide
  • Heteroaromatic compound
  • Secondary alcohol
  • Polyol
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Organic oxygen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 60.58%; H 4.84%; O 34.58%DFC
Melting PointMp 233-235°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -36.4 (0.02M KOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDaidzin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f72-5619000000-9a00dd3afb417b948c0dSpectrum
Predicted GC-MSDaidzin, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-3614129000-e673b080216b7c841658Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-03di-0000092000-84a513c4afef1602030fSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 50V, Negativesplash10-03di-0000092000-84a513c4afef1602030fSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-03di-0000900000-a8a90b48831795fcef5bSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-03di-0000900000-a8a90b48831795fcef5bSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0w29-0090800000-71336b3ac56112e89965Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0w29-0090800000-71336b3ac56112e89965Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-0udi-0090100000-a3ff46535f112a06438eSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 50V, Negativesplash10-0udi-0090000000-806672a9fe6ab0e8821bSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-03di-0000900000-a8a90b48831795fcef5bSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-0udi-0090300000-0e1086947a1b1fb0fc9cSpectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0w29-0090800000-71336b3ac56112e89965Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0udi-0090000000-3c95cabcacf790fe32beSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0uxr-0190300000-7c009a9b8fd016988c20Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0090300000-87d938e172f23b8f9266Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0090101010-00cce9f1d03944bfc839Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0090000000-f372e3204e88dfa0fac6Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0089-2970000000-19bb9d5854402bda7386Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0190200000-21f48ac2697d0d52ecd2Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0090000000-65cde820e99b7330181cSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0090000000-02d2e6531c1f5306a982Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0090005000-e1a64aa9987c014a3479Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0090005100-ebd792ec79716bac22caSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0190000000-eda4bb0289e93579fe55Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0030900000-7d29657b93ed6a4bbec3Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0090000000-73a8d0f2baf05f40f6e9Spectrum
NMRNot Available
ChemSpider ID97088
ChEMBL IDCHEMBL486422
KEGG Compound IDC10216
Pubchem Compound ID107971
Pubchem Substance IDNot Available
ChEBI ID4307
Phenol-Explorer ID403
DrugBank IDDB02115
HMDB IDHMDB33991
CRC / DFC (Dictionary of Food Compounds) IDCMR01-H:HFG13-P
EAFUS IDNot Available
Dr. Duke IDDAIDZIN
BIGG IDNot Available
KNApSAcK IDC00002518
HET IDDZN
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDDaidzin
Phenol-Explorer Metabolite ID403
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti alcoholic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti dipsomanicDUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
estrogenicDUKE
fungicide24127 A substance used to destroy fungal pests.DUKE
hypotensiveDUKE
lipase inhibitor23924 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.