NAV

6,4'-Dihydroxy-3-Methyl-3',5'-Dibromoflavone

Identification

Generic Name
6,4'-Dihydroxy-3-Methyl-3',5'-Dibromoflavone
DrugBank Accession Number
DB01838
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 426.056
Monoisotopic: 423.894584102
Chemical Formula
C16H10Br2O4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
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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.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Flavonoids
Sub Class
Flavones
Direct Parent
Flavones
Alternative Parents
6-hydroxyflavonoids / 4'-hydroxyflavonoids / Chromones / O-bromophenols / Pyranones and derivatives / Bromobenzenes / 1-hydroxy-2-unsubstituted benzenoids / Aryl bromides / Heteroaromatic compounds / Oxacyclic compounds
show 4 more
Substituents
1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / 2-bromophenol / 2-halophenol / 4'-hydroxyflavonoid / 6-hydroxyflavonoid / Aromatic heteropolycyclic compound / Aryl bromide / Aryl halide / Benzenoid
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
41L058NWH3
CAS number
Not Available
InChI Key
GKDYOXMZSXVKPP-UHFFFAOYSA-N
InChI
InChI=1S/C16H10Br2O4/c1-7-14(20)10-6-9(19)2-3-13(10)22-16(7)8-4-11(17)15(21)12(18)5-8/h2-6,19,21H,1H3
IUPAC Name
2-(3,5-dibromo-4-hydroxyphenyl)-6-hydroxy-3-methyl-4H-chromen-4-one
SMILES
CC1=C(OC2=CC=C(O)C=C2C1=O)C1=CC(Br)=C(O)C(Br)=C1

References

General References
Not Available
PubChem Compound
128600
PubChem Substance
46507148
ChemSpider
113976
PDBe Ligand
FL8
PDB Entries
1kgj

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 Solubility0.0196 mg/mLALOGPS
logP4.9ALOGPS
logP4.29Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)6.01Chemaxon
pKa (Strongest Basic)-5.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area66.76 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity90.54 m3·mol-1Chemaxon
Polarizability34.72 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9958
Blood Brain Barrier+0.7155
Caco-2 permeable+0.8014
P-glycoprotein substrateSubstrate0.5658
P-glycoprotein inhibitor INon-inhibitor0.8853
P-glycoprotein inhibitor IINon-inhibitor0.7049
Renal organic cation transporterNon-inhibitor0.9026
CYP450 2C9 substrateNon-substrate0.772
CYP450 2D6 substrateNon-substrate0.8865
CYP450 3A4 substrateNon-substrate0.6401
CYP450 1A2 substrateInhibitor0.5638
CYP450 2C9 inhibitorInhibitor0.9667
CYP450 2D6 inhibitorNon-inhibitor0.8347
CYP450 2C19 inhibitorInhibitor0.6401
CYP450 3A4 inhibitorInhibitor0.6514
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7816
Ames testNon AMES toxic0.8066
CarcinogenicityNon-carcinogens0.8951
BiodegradationNot ready biodegradable0.9921
Rat acute toxicity4.2466 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9547
hERG inhibition (predictor II)Non-inhibitor0.8965
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-MSsplash10-052b-1609400000-e78d922d9884cdc77c50
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0000900000-9d0360900fa0ad541e5e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-2000900000-3736d0d2f11849d22ef0
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00b9-9000500000-8b16e1078c3054cfe5fb
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0001900000-f46e40b43050a1584a61
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-3492d14ff4af9ae0d725
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0398100000-ef48a743e506117f537c
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]-173.99028
predicted
DeepCCS 1.0 (2019)
[M+H]+176.34828
predicted
DeepCCS 1.0 (2019)
[M+Na]+183.18225
predicted
DeepCCS 1.0 (2019)

Carriers

Details1. Transthyretin
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Identical protein binding
Specific Function
Thyroid hormone-binding protein. Probably transports thyroxine from the bloodstream to the brain.
Gene Name
TTR
Uniprot ID
P02766
Uniprot Name
Transthyretin
Molecular Weight
15886.88 Da
References
  1. 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]

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