NAV

2-HYDROXY-3,5-DIIODOBENZOIC ACID

Identification

Generic Name
2-HYDROXY-3,5-DIIODOBENZOIC ACID
DrugBank Accession Number
DB04674
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 389.9138
Monoisotopic: 389.824980834
Chemical Formula
C7H4I2O3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UEndothelin-1 receptorNot AvailableHumans
UAldo-keto reductase family 1 member C1Not 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
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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 salicylic acids. These are ortho-hydroxylated benzoic acids.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Salicylic acids
Alternative Parents
Halobenzoic acids / 3-halobenzoic acids / Benzoic acids / P-iodophenols / O-iodophenols / Benzoyl derivatives / Iodobenzenes / Aryl iodides / Vinylogous acids / Monocarboxylic acids and derivatives
show 5 more
Substituents
2-halophenol / 2-iodophenol / 3-halobenzoic acid / 3-halobenzoic acid or derivatives / 4-halophenol / 4-iodophenol / Aromatic homomonocyclic compound / Aryl halide / Aryl iodide / Benzoic acid
show 17 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
1496OH15B6
CAS number
Not Available
InChI Key
DHZVWQPHNWDCFS-UHFFFAOYSA-N
InChI
InChI=1S/C7H4I2O3/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2,10H,(H,11,12)
IUPAC Name
2-hydroxy-3,5-diiodobenzoic acid
SMILES
OC(=O)C1=C(O)C(I)=CC(I)=C1

References

General References
Not Available
PubChem Compound
8631
PubChem Substance
46507861
ChemSpider
8310
ChEMBL
CHEMBL1232243
ZINC
ZINC000003860382
PDBe Ligand
DIU
PDB Entries
2bxl / 3b56 / 4j2v / 4jk4 / 4luh / 5osw

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 Solubility0.155 mg/mLALOGPS
logP3.13ALOGPS
logP3.84Chemaxon
logS-3.4ALOGPS
pKa (Strongest Acidic)2.51Chemaxon
pKa (Strongest Basic)-7.1Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area57.53 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity62.02 m3·mol-1Chemaxon
Polarizability23.86 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8923
Blood Brain Barrier+0.7116
Caco-2 permeable+0.8475
P-glycoprotein substrateNon-substrate0.7385
P-glycoprotein inhibitor INon-inhibitor0.9801
P-glycoprotein inhibitor IINon-inhibitor0.9958
Renal organic cation transporterNon-inhibitor0.9241
CYP450 2C9 substrateNon-substrate0.8176
CYP450 2D6 substrateNon-substrate0.9158
CYP450 3A4 substrateNon-substrate0.7441
CYP450 1A2 substrateNon-inhibitor0.8298
CYP450 2C9 inhibitorNon-inhibitor0.5384
CYP450 2D6 inhibitorNon-inhibitor0.946
CYP450 2C19 inhibitorNon-inhibitor0.8936
CYP450 3A4 inhibitorNon-inhibitor0.8392
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.815
Ames testNon AMES toxic0.9401
CarcinogenicityNon-carcinogens0.8516
BiodegradationNot ready biodegradable0.9071
Rat acute toxicity2.3995 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9588
hERG inhibition (predictor II)Non-inhibitor0.9727
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-MSsplash10-0079-0019000000-549b5f3af86fddfe3b42
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dl-0009000000-915af45483776db729aa
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0009000000-ed67f2679a61aedbadba
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0009000000-16c312c08c6864e19558
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0209000000-9569ab0ee88d0ab23a6b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004l-0809000000-472a11a7603c4e140d69
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0948000000-4b47795a3566b140418f
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]-152.3559
predicted
DeepCCS 1.0 (2019)
[M+H]+154.83998
predicted
DeepCCS 1.0 (2019)
[M+Na]+162.4405
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Endothelin-1 receptor
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Phosphatidylinositol phospholipase c activity
Specific Function
Receptor for endothelin-1. Mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system. The rank order of binding affinities for ET-A is:...
Gene Name
EDNRA
Uniprot ID
P25101
Uniprot Name
Endothelin-1 receptor
Molecular Weight
48721.76 Da
References
  1. Blandin V, Vigne P, Breittmayer JP, Frelin C: Allosteric inhibition of endothelin ETA receptors by 3, 5-dibromosalicylic acid. Mol Pharmacol. 2000 Dec;58(6):1461-9. [Article]
Details2. Aldo-keto reductase family 1 member C1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase activity
Specific Function
Converts progesterone to its inactive form, 20-alpha-dihydroxyprogesterone (20-alpha-OHP). In the liver and intestine, may have a role in the transport of bile. May have a role in monitoring the in...
Gene Name
AKR1C1
Uniprot ID
Q04828
Uniprot Name
Aldo-keto reductase family 1 member C1
Molecular Weight
36788.02 Da
References
  1. Dhagat U, Carbone V, Chung RP, Matsunaga T, Endo S, Hara A, El-Kabbani O: A salicylic acid-based analogue discovered from virtual screening as a potent inhibitor of human 20alpha-hydroxysteroid dehydrogenase. Med Chem. 2007 Nov;3(6):546-50. [Article]

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. Gales L, Almeida MR, Arsequell G, Valencia G, Saraiva MJ, Damas AM: Iodination of salicylic acid improves its binding to transthyretin. Biochim Biophys Acta. 2008 Mar;1784(3):512-7. Epub 2007 Dec 3. [Article]

Drug created at September 11, 2007 17:49 / Updated at June 12, 2020 16:52