Daidzin

Identification

Generic Name
Daidzin
DrugBank Accession Number
DB02115
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 416.3781
Monoisotopic: 416.110732238
Chemical Formula
C21H20O9
Synonyms
  • 7-(beta-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-chromen-4-one
  • Daidzein 7-glucoside
  • daidzein 7-O-beta-D-glucoside
  • Daidzein 7-O-glucoside
  • daidzein 7-O-β-D-glucoside
  • Daidzoside

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAldehyde dehydrogenase, mitochondrialNot AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
AbemaciclibDaidzin may decrease the excretion rate of Abemaciclib which could result in a higher serum level.
AfatinibDaidzin may decrease the excretion rate of Afatinib which could result in a higher serum level.
AllopurinolDaidzin may decrease the excretion rate of Allopurinol which could result in a higher serum level.
AlpelisibThe serum concentration of Alpelisib can be increased when it is combined with Daidzin.
ApixabanDaidzin may decrease the excretion rate of Apixaban which could result in a higher serum level.
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound 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.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Isoflavonoids
Sub Class
Isoflavonoid O-glycosides
Direct Parent
Isoflavonoid O-glycosides
Alternative Parents
Isoflavones / Phenolic glycosides / Hexoses / Chromones / O-glycosyl compounds / Pyranones and derivatives / 1-hydroxy-2-unsubstituted benzenoids / Oxanes / Benzene and substituted derivatives / Heteroaromatic compounds
show 7 more
Substituents
1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / Acetal / Alcohol / Aromatic heteropolycyclic compound / Benzenoid / Benzopyran / Chromone / Glycosyl compound / Heteroaromatic compound
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
beta-D-glucoside, monosaccharide derivative, hydroxyisoflavone, glycosyloxyisoflavone (CHEBI:42202) / isoflavones, Isoflavonoids (C10216)
Affected organisms
Not Available

Chemical Identifiers

UNII
4R2X91A5M5
CAS number
552-66-9
InChI Key
KYQZWONCHDNPDP-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

References

General References
Not Available
Human Metabolome Database
HMDB0033991
KEGG Compound
C10216
PubChem Compound
107971
PubChem Substance
46505206
ChemSpider
97088
BindingDB
50409029
ChEBI
42202
ChEMBL
CHEMBL486422
ZINC
ZINC000004098610
PDBe Ligand
DZN
Wikipedia
Daidzin
PDB Entries
2vle

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.661 mg/mLALOGPS
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
Polarizability41.25 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7855
Blood Brain Barrier-0.6975
Caco-2 permeable-0.9398
P-glycoprotein substrateSubstrate0.5905
P-glycoprotein inhibitor INon-inhibitor0.8782
P-glycoprotein inhibitor IINon-inhibitor0.7968
Renal organic cation transporterNon-inhibitor0.8921
CYP450 2C9 substrateNon-substrate0.8116
CYP450 2D6 substrateNon-substrate0.8923
CYP450 3A4 substrateNon-substrate0.6035
CYP450 1A2 substrateNon-inhibitor0.9084
CYP450 2C9 inhibitorNon-inhibitor0.9296
CYP450 2D6 inhibitorNon-inhibitor0.9513
CYP450 2C19 inhibitorNon-inhibitor0.9289
CYP450 3A4 inhibitorNon-inhibitor0.9193
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7728
Ames testAMES toxic0.5776
CarcinogenicityNon-carcinogens0.9589
BiodegradationNot ready biodegradable0.6259
Rat acute toxicity2.3869 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9813
hERG inhibition (predictor II)Non-inhibitor0.6865
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0f72-5619000000-9a00dd3afb417b948c0d
MS/MS Spectrum - ESI-TOF 30V, NegativeLC-MS/MSsplash10-03di-0000092000-84a513c4afef1602030f
MS/MS Spectrum - ESI-TOF 50V, NegativeLC-MS/MSsplash10-03di-0000092000-84a513c4afef1602030f
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSsplash10-03di-0000900000-a8a90b48831795fcef5b
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSsplash10-03di-0000900000-a8a90b48831795fcef5b
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSsplash10-0w29-0090800000-71336b3ac56112e89965
MS/MS Spectrum - ESI-TOF 40V, NegativeLC-MS/MSsplash10-0w29-0090800000-71336b3ac56112e89965
MS/MS Spectrum - ESI-TOF 30V, NegativeLC-MS/MSsplash10-0udi-0090100000-a3ff46535f112a06438e
MS/MS Spectrum - ESI-TOF 50V, NegativeLC-MS/MSsplash10-0udi-0090000000-806672a9fe6ab0e8821b
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSsplash10-03di-0000900000-a8a90b48831795fcef5b
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSsplash10-0udi-0090300000-0e1086947a1b1fb0fc9c
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSsplash10-0w29-0090800000-71336b3ac56112e89965
MS/MS Spectrum - ESI-TOF 40V, NegativeLC-MS/MSsplash10-0udi-0090000000-3c95cabcacf790fe32be
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0uxr-0190300000-7c009a9b8fd016988c20
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0udi-0090300000-87d938e172f23b8f9266
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0udi-0090101010-00cce9f1d03944bfc839
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0udi-0090000000-f372e3204e88dfa0fac6
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0089-2970000000-19bb9d5854402bda7386
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0udi-0190200000-21f48ac2697d0d52ecd2
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0udi-0090000000-65cde820e99b7330181c
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0udi-0090000000-02d2e6531c1f5306a982
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0udi-0090005000-e1a64aa9987c014a3479
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0udi-0090005100-ebd792ec79716bac22ca
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-0190000000-eda4bb0289e93579fe55
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0030900000-7d29657b93ed6a4bbec3
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-0090000000-73a8d0f2baf05f40f6e9
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-0290000000-0795fc21c6cff9c0c467
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0a4i-0090000000-a25f56a591c58afb1c61
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0a4i-0090000000-527c23f9cfbe3a86c7e2
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0090000000-c425a8b46f2dc4d72536
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0090000000-ae032bd8003ed86f20b6
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0006-0090000000-d12ec587a61147da830d
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0006-0090000000-273e335a372f5ac1ea23
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0006-0090000000-903bd33f9af9c7016ed7
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-000i-0000900000-797e615bdf73658b5954
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-000i-0000900000-df31914aab14f8c9945d
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-000i-0000900000-b0947fdf3f8f55af1663
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0092300000-d29617a27b72b3756f70
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gb9-0841900000-a260bc643ff1b9b60f16
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0191000000-6ebeea596b580e78d78a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uxr-1194500000-db09aa3741a285c82b90
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-1192000000-b2e6b445dcb7b4612498
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0190000000-6dc4c81170a3b4e85aab
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-213.6254862
predicted
DarkChem Lite v0.1.0
[M-H]-212.8282862
predicted
DarkChem Lite v0.1.0
[M-H]-187.81468
predicted
DeepCCS 1.0 (2019)
[M+H]+216.6058862
predicted
DarkChem Lite v0.1.0
[M+H]+214.1852862
predicted
DarkChem Lite v0.1.0
[M+H]+190.21025
predicted
DeepCCS 1.0 (2019)
[M+Na]+213.7811862
predicted
DarkChem Lite v0.1.0
[M+Na]+213.6632862
predicted
DarkChem Lite v0.1.0
[M+Na]+196.13573
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Electron carrier activity
Specific Function
Not Available
Gene Name
ALDH2
Uniprot ID
P05091
Uniprot Name
Aldehyde dehydrogenase, mitochondrial
Molecular Weight
56380.93 Da
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. [Article]
  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. [Article]
  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. [Article]

Transporters

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Xenobiotic-transporting atpase activity
Specific Function
High-capacity urate exporter functioning in both renal and extrarenal urate excretion. Plays a role in porphyrin homeostasis as it is able to mediates the export of protoporhyrin IX (PPIX) both fro...
Gene Name
ABCG2
Uniprot ID
Q9UNQ0
Uniprot Name
ATP-binding cassette sub-family G member 2
Molecular Weight
72313.47 Da
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. doi: 10.1111/j.1365-2885.2008.01050.x. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52