Iopanoic acid (CED0011694)

Record Information

Version

1.0

Creation Date

2014-09-11 05:17:06 UTC

Update Date

2026-08-18 08:47:28 UTC

SynCED ID

CED0011694

Secondary Accession Numbers

CHEM003755
T3D4798

Identification

Common Name

Iopanoic acid

Class

Small Molecule

Description

Iopanoic acid is an exogenous solid with the formula C11H12I3NO2. Iopanoic acid belongs to the phenylpropanoic acids, a class of phenylpropanoids and polyketides within the organic compounds. With an average molecular weight of 570.93 g/mol, Iopanoic acid is a heavy molecule. It is an iodine-containing radiocontrast medium used in cholecystography and is found in X-ray contrast media, iodinated. This compound is administered via the oral exposure route and targets the estrogen receptor (ESR1).

Contaminant Type

Amine
Industrial/Workplace Toxin
Organic Compound
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Telepaque	Kegg
Iopanoate	Generator
Cholevid	MeSH
Iopagnost	MeSH
Acid, iodopanoic	MeSH
Acid, iopanoic	MeSH
Iodopanoic acid	MeSH
Polognost	MeSH

Chemical Formula

C₁₁H₁₂I₃NO₂

Average Molecular Mass

570.932 g/mol

Monoisotopic Mass

570.800 g/mol

CAS Registry Number

96-83-3

IUPAC Name

2-[(3-amino-2,4,6-triiodophenyl)methyl]butanoic acid

Traditional Name

iopanoic acid

SMILES

CCC(CC1=C(I)C(N)=C(I)C=C1I)C(O)=O

InChI Identifier

InChI=1S/C11H12I3NO2/c1-2-5(11(16)17)3-6-7(12)4-8(13)10(15)9(6)14/h4-5H,2-3,15H2,1H3,(H,16,17)

InChI Key

OIRFJRBSRORBCM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Aniline or substituted anilines
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Organohalogen compound
Organoiodide
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:5951 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

antiviral drug (PMC9958631 )?

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	3.93	ALOGPS
logP	4.58	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	2.85	ChemAxon
pKa (Strongest Basic)	1.76	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	95.93 m³·mol⁻¹	ChemAxon
Polarizability	36.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00ds-3962000000-efe2d97d67314865c55c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000t-3793000000-ce2a377b439948086344	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-1e8e674422aa4d820da7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-e813ecfee5ccaf4f0940	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fk9-1100090000-84fec3255f3f7149edd1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fb9-2000090000-459356787b04427df008	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9000110000-8d4a3b9c341e2e236829	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0000090000-600c27f4f5f489d0f060	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00or-0001190000-b5409608ee5853802631	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00l5-7004960000-12d47a8acb9cbfe9948a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0000090000-2f675929ccee431791c5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00ai-0000590000-6ad277e251bf8e13ee74	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-1001900000-f1a673b52cb3ef710e90	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0000090000-017d811df5f7dfbf00f3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00or-0000090000-a60e3d237ca3dc67c714	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002b-0609540000-995b50eabf39d9c96e74	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2636.0 Log mg/kg [1500:4700]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference
Gray matter heterotopia	Associated With?	Not Available	Not Available	PMC13201139

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000417	X-ray contrast media, iodinated?Iodinated X-ray contrast media are synthetic chemical compounds used to enhance the visibility of internal structures during radiographic imaging procedures.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000479	Effluent?Effluent refers to liquid waste or sewage that is discharged into the environment, typically resulting from industrial processes, municipal wastewater treatment, or agricultural runoff.	Wastewater, sanitation & biosolids	PMC6390955 , PMC6390955
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000743	Sludge Treatment?Sludge treatment involves the processing of waste materials generated from wastewater treatment plants, which often contain a variety of organic and inorganic substances.	Wastewater, sanitation & biosolids	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs02276	Aquatic Environment	Aquatic systems & sediments	PMC6390955

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glutamate receptor ionotropic, kainate 1	P39086	Humans	Predicted (SEA)	Prediction Confidence Score 0.228 Applicability Domain 0.235 Low confidence Statistical Significance 0.0028 Supporting Reference Compounds 31 E-value 22.1092
Click to view 3D structure	Tyrosine 3-monooxygenase	P04177	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.313 Applicability Domain 0.313 Statistical Significance 3.20e-04 Supporting Reference Compounds 1 E-value 2.49118
Click to view 3D structure	Glutamate--cysteine ligase catalytic subunit	P48506	Humans	Predicted (SEA)	Prediction Confidence Score 0.292 Applicability Domain 0.292 Low confidence Statistical Significance 3.90e-04 Supporting Reference Compounds 1 E-value 3.03612
Click to view 3D structure	Peroxisome proliferator-activated receptor gamma	P37231	Humans	Predicted (SEA)	Prediction Confidence Score 0.282 Applicability Domain 0.304 Statistical Significance 0.0307 Supporting Reference Compounds 192 E-value 238.919
Click to view 3D structure	Glutamate racemase	Q03469	Lactobacillus fermentum	Predicted (SEA)	Prediction Confidence Score 0.264 Applicability Domain 0.264 Low confidence Statistical Significance 0.0036 Supporting Reference Compounds 1 E-value 28.2593
Click to view 3D structure	Solute carrier organic anion transporter family member 1C1	Q9ERB5	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.302 Statistical Significance 2.50e-04 Supporting Reference Compounds 3 E-value 1.94623
Click to view 3D structure	Mast cell carboxypeptidase A	P15088	Humans	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.267 Low confidence Statistical Significance 0.0056 Supporting Reference Compounds 2 E-value 43.4399
Click to view 3D structure	Thyroid hormone receptor alpha	P10827	Humans	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.302 Statistical Significance 0.0106 Supporting Reference Compounds 27 E-value 82.9094
Click to view 3D structure	Thyroid hormone receptor beta	P10828	Humans	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.302 Statistical Significance 0.0226 Supporting Reference Compounds 37 E-value 175.706
Click to view 3D structure	Glutamate receptor ionotropic, kainate 3	P42264	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.25 Low confidence Statistical Significance 0.0029 Supporting Reference Compounds 26 E-value 22.9655
Click to view 3D structure	Carboxypeptidase B2	Q96IY4	Humans	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.267 Low confidence Statistical Significance 0.0053 Supporting Reference Compounds 16 E-value 41.1044
Click to view 3D structure	Glutamate receptor ionotropic, kainate 1	P22756	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.235 Applicability Domain 0.245 Low confidence Statistical Significance 0.005 Supporting Reference Compounds 45 E-value 39.0025
Click to view 3D structure	Glutamate receptor 1	P19490	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.235 Applicability Domain 0.245 Low confidence Statistical Significance 0.0174 Supporting Reference Compounds 37 E-value 135.691
Click to view 3D structure	Glutamate receptor 3	P19492	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.235 Applicability Domain 0.245 Low confidence Statistical Significance 0.0022 Supporting Reference Compounds 30 E-value 16.8933
Click to view 3D structure	Transthyretin	P02766	Humans	Predicted (SEA)	Prediction Confidence Score 0.235 Applicability Domain 0.302 Statistical Significance 0.0249 Supporting Reference Compounds 55 E-value 193.689
Click to view 3D structure	Glutamate receptor 1	P42261	Humans	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.245 Low confidence Statistical Significance 0.0046 Supporting Reference Compounds 37 E-value 35.4992
Click to view 3D structure	Glutamate receptor 2	P19491	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.245 Low confidence Statistical Significance 0.002 Supporting Reference Compounds 34 E-value 15.2584
Click to view 3D structure	Glutamate receptor 4	P19493	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.245 Low confidence Statistical Significance 0.0014 Supporting Reference Compounds 25 E-value 11.2103
Click to view 3D structure	Peroxisome proliferator-activated receptor alpha	Q07869	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.304 Statistical Significance 0.1443 Supporting Reference Compounds 127 E-value 1123.21
Click to view 3D structure	Carboxypeptidase A1	P15085	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.267 Low confidence Statistical Significance 0.0284 Supporting Reference Compounds 13 E-value 221.247
Click to view 3D structure	Glutamate receptor 4	P48058	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.245 Low confidence Statistical Significance 0.0016 Supporting Reference Compounds 25 E-value 12.7673
Click to view 3D structure	Glutamate receptor 2	P42262	Humans	Predicted (SEA)	Prediction Confidence Score 0.231 Applicability Domain 0.245 Low confidence Statistical Significance 0.0027 Supporting Reference Compounds 41 E-value 21.175
Click to view 3D structure	Glutamate receptor ionotropic, kainate 5	Q16478	Humans	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.245 Low confidence Statistical Significance 0.0015 Supporting Reference Compounds 17 E-value 11.4438
Click to view 3D structure	Aminopeptidase B	O09175	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.264 Low confidence Statistical Significance 0.0152 Supporting Reference Compounds 8 E-value 118.487
Click to view 3D structure	Glutamate receptor 3	P42263	Humans	Predicted (SEA)	Prediction Confidence Score 0.228 Applicability Domain 0.235 Low confidence Statistical Significance 0.0013 Supporting Reference Compounds 16 E-value 10.4318
Click to view 3D structure	Estrogen receptor	P03372	Humans	Known	Not Available