NAV

3',5'-DIBROMO-2',4,4',6'-TETRAHYDROXY AURONE

Identification

Generic Name
3',5'-DIBROMO-2',4,4',6'-TETRAHYDROXY AURONE
DrugBank Accession Number
DB07775
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 444.028
Monoisotopic: 441.868763282
Chemical Formula
C15H8Br2O6
Synonyms
Not Available
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

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
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
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.
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 aurone flavonoids. These are flavonoids containing a 2-Benzylidene-1-benzofuran-3-one based core. Aurone flavonoids provide the bright yellow color of some important ornamental flowers, such as snapdragon (Antirrhinum majus).
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Aurone flavonoids
Sub Class
Not Available
Direct Parent
Aurone flavonoids
Alternative Parents
Coumarans / Benzofurans / Resorcinols / P-bromophenols / O-bromophenols / Aryl ketones / Bromobenzenes / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Aryl bromides
show 5 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / 2-bromophenol / 2-halophenol / 4-bromophenol / 4-halophenol / Aromatic heteropolycyclic compound / Aryl bromide / Aryl halide / Aryl ketone
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
dibromobenzene, hydroxyaurone (CHEBI:47414)
Affected organisms
Not Available

Chemical Identifiers

UNII
QT9515X0WW
CAS number
Not Available
InChI Key
BRPKBUNFOZFULQ-SGAXSIHGSA-N
InChI
InChI=1S/C15H8Br2O6/c16-7-1-5(13(20)12(17)14(7)21)2-10-15(22)11-8(19)3-6(18)4-9(11)23-10/h1-4,18-21H/b10-2-
IUPAC Name
(2Z)-2-[(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-2,3-dihydro-1-benzofuran-3-one
SMILES
OC1=CC(O)=C2C(=O)\C(OC2=C1)=C\C1=C(O)C(Br)=C(O)C(Br)=C1

References

General References
Not Available
PubChem Compound
5288217
PubChem Substance
99444246
ChemSpider
4450423
ChEBI
47414
PDBe Ligand
FL9
PDB Entries
1thc

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 Solubility0.0527 mg/mLALOGPS
logP4.09ALOGPS
logP4.18Chemaxon
logS-3.9ALOGPS
pKa (Strongest Acidic)6.18Chemaxon
pKa (Strongest Basic)-5.2Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area107.22 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity90.22 m3·mol-1Chemaxon
Polarizability34.9 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9922
Blood Brain Barrier+0.8297
Caco-2 permeable+0.515
P-glycoprotein substrateSubstrate0.5227
P-glycoprotein inhibitor INon-inhibitor0.8535
P-glycoprotein inhibitor IINon-inhibitor0.8492
Renal organic cation transporterNon-inhibitor0.8654
CYP450 2C9 substrateNon-substrate0.7946
CYP450 2D6 substrateNon-substrate0.8899
CYP450 3A4 substrateNon-substrate0.6473
CYP450 1A2 substrateInhibitor0.7972
CYP450 2C9 inhibitorInhibitor0.7517
CYP450 2D6 inhibitorNon-inhibitor0.8062
CYP450 2C19 inhibitorNon-inhibitor0.5101
CYP450 3A4 inhibitorInhibitor0.7984
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9573
Ames testAMES toxic0.6725
CarcinogenicityNon-carcinogens0.9342
BiodegradationNot ready biodegradable0.9873
Rat acute toxicity2.9021 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9486
hERG inhibition (predictor II)Non-inhibitor0.8521
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-MSsplash10-0j4r-0403900000-df467eaf7ab302b3fc07
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0000900000-6d2d83267f6f0155cb1c
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0002900000-ba1187f20be49d44e2be
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0000900000-71269be237031cfb9aab
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01tc-9207700000-d4f1682edc45b08e252e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03ki-1579500000-f45864ea9bb14380866a
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-b8c0e103d28336615417
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]-172.84164
predicted
DeepCCS 1.0 (2019)
[M+H]+175.19966
predicted
DeepCCS 1.0 (2019)
[M+Na]+181.98384
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 September 15, 2010 21:25 / Updated at June 12, 2020 16:52