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Identification
NameDaidzin
Accession NumberDB02115  (EXPT01311)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
Synonyms
SynonymLanguageCode
4',7-DihydroxyisoflavoneNot AvailableNot Available
7-(beta-D-Glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneNot AvailableNot Available
7-(beta-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-chromen-4-oneNot AvailableNot Available
7-O-B-D-GLUCOPYRANOSIDENot AvailableNot Available
Daidzein 7-glucosideNot AvailableNot Available
Daidzein 7-O-glucosideNot AvailableNot Available
Daidzein-7-glucosideNot AvailableNot Available
DaidzosideNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
Categories
CAS number552-66-9
WeightAverage: 416.3781
Monoisotopic: 416.110732238
Chemical FormulaC21H20O9
InChI KeyKYQZWONCHDNPDP-QNDFHXLGSA-N
InChI
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
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
SMILES
[H][C@]1(CO)O[C@@]([H])(OC2=CC=C3C(=O)C(=COC3=C2)C2=CC=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassPhenylpropanoids and Polyketides
ClassStilbenes
SubclassStilbene Glycosides
Direct parentStilbene Glycosides
Alternative parentsIsoflavonoids; O-glycosyl Compounds; Hexoses; Chromones; Phenol Ethers; Alkyl Aryl Ethers; Phenols and Derivatives; Pyranones and Derivatives; Oxanes; Secondary Alcohols; 1,2-Diols; Primary Alcohols; Polyamines; Acetals; Enols
Substituentsisoflavonoid skeleton; isoflavonoid; glycosyl compound; o-glycosyl compound; hexose monosaccharide; chromone; benzopyran; phenol ether; pyranone; phenol derivative; alkyl aryl ether; pyran; benzene; saccharide; monosaccharide; oxane; 1,2-diol; polyol; secondary alcohol; enol; ether; primary alcohol; polyamine; acetal; alcohol
Classification descriptionThis compound belongs to the stilbene glycosides. These are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.7855
Blood Brain Barrier - 0.6975
Caco-2 permeable - 0.9398
P-glycoprotein substrate Substrate 0.5905
P-glycoprotein inhibitor I Non-inhibitor 0.8782
P-glycoprotein inhibitor II Non-inhibitor 0.7968
Renal organic cation transporter Non-inhibitor 0.8921
CYP450 2C9 substrate Non-substrate 0.8116
CYP450 2D6 substrate Non-substrate 0.8923
CYP450 3A4 substrate Non-substrate 0.6035
CYP450 1A2 substrate Non-inhibitor 0.9084
CYP450 2C9 substrate Non-inhibitor 0.9296
CYP450 2D6 substrate Non-inhibitor 0.9513
CYP450 2C19 substrate Non-inhibitor 0.9289
CYP450 3A4 substrate Non-inhibitor 0.9193
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7728
Ames test AMES toxic 0.5776
Carcinogenicity Non-carcinogens 0.9589
Biodegradation Not ready biodegradable 0.6259
Rat acute toxicity 2.3869 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9813
hERG inhibition (predictor II) Non-inhibitor 0.6865
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.661ALOGPS
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 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity101.85 m3·mol-1ChemAxon
Polarizability41.41 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC10216
PubChem Compound107971
PubChem Substance46505206
ChemSpider97088
ChEBI4307
ChEMBL
HETDZN
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Aldehyde dehydrogenase, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Aldehyde dehydrogenase, mitochondrial P05091 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

Transporters

1. ATP-binding cassette sub-family G member 2

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
ATP-binding cassette sub-family G member 2 Q9UNQ0 Details

References:

  1. Perez M, Real R, Mendoza G, Merino G, Prieto JG, Alvarez AI: Milk secretion of nitrofurantoin, as a specific BCRP/ABCG2 substrate, in assaf sheep: modulation by isoflavones. J Vet Pharmacol Ther. 2009 Oct;32(5):498-502. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:17