Ioxaglic acid (CED0020863)

Record Information

Version

1.0

Creation Date

2016-05-22 03:42:02 UTC

Update Date

2026-08-22 02:55:30 UTC

SynCED ID

CED0020863

Secondary Accession Numbers

CHEM016739

Identification

Common Name

Ioxaglic acid

Class

Small Molecule

Description

Ioxaglic acid is an organic compound with the chemical formula C24H21I6N5O8. Ioxaglic acid belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. With an average molecular weight of 1,269 g/mol, Ioxaglic acid is a heavy molecule. This substance is identified as being found in or released from seven recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is used as iodinated X-ray contrast media. Other sources include electrical and electronic equipment, specifically X-ray tubes and conductors or conductive bodies characterized by the conductive materials. It is also associated with household cleaning and consumer products, including soap detergents and tobacco smoke filters, as well as food preservation in food, food processing, and cookware. Additionally, the compound has been detected in drinking water and water supply. Recorded exposure routes for Ioxaglic acid include oral and intravascular administration.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acide ioxaglique	ChEBI
Acido ioxaglico	ChEBI
Acidum ioxaglicum	ChEBI
Ioxaglate	ChEBI
N-(2-Hydroxyethyl)-2,4,6-triiodo-5-(2-(2,4,6-triiodo-3-(N-methylacetamido)-5-(methylcarbamoyl)benzamido)acetamido)isophthalamic acid	ChEBI
Hexabrix 320	Kegg
N-(2-Hydroxyethyl)-2,4,6-triiodo-5-(2-(2,4,6-triiodo-3-(N-methylacetamido)-5-(methylcarbamoyl)benzamido)acetamido)isophthalamate	Generator
Hexabrix	MeSH
Ioxaglate meglumine	MeSH
Ioxaglate sodium	MeSH
Ioxaglate, methylglucamine	MeSH
Ioxaglic acid monosodium salt	MeSH
Ioxaglic acid, calcium salt (2:1)	MeSH
Meglumine, ioxaglate	MeSH
Methylglucamine ioxaglate	MeSH
p-286 (Contrast media)	MeSH
P286 (Contrast media)	MeSH
Ioxaglic acid	MeSH

Chemical Formula

C₂₄H₂₁I₆N₅O₈

Average Molecular Mass

1268.886 g/mol

Monoisotopic Mass

1268.566 g/mol

CAS Registry Number

59017-64-0

IUPAC Name

3-[(2-hydroxyethyl)carbamoyl]-2,4,6-triiodo-5-(2-{[2,4,6-triiodo-3-(methylcarbamoyl)-5-(N-methylacetamido)phenyl]formamido}acetamido)benzoic acid

Traditional Name

ioxaglate

SMILES

CNC(=O)C1=C(I)C(C(=O)NCC(=O)NC2=C(I)C(C(O)=O)=C(I)C(C(=O)NCCO)=C2I)=C(I)C(N(C)C(C)=O)=C1I

InChI Identifier

InChI=1S/C24H21I6N5O8/c1-7(37)35(3)20-17(29)10(21(39)31-2)13(25)11(18(20)30)23(41)33-6-8(38)34-19-15(27)9(22(40)32-4-5-36)14(26)12(16(19)28)24(42)43/h36H,4-6H2,1-3H3,(H,31,39)(H,32,40)(H,33,41)(H,34,38)(H,42,43)

InChI Key

TYYBFXNZMFNZJT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Hippuric acid or derivatives
N-acyl-alpha amino acid or derivatives
Acylaminobenzoic acid or derivatives
Alpha-amino acid amide
O-haloacetanilide
P-haloacetanilide
Haloacetanilide
N-substituted-alpha-amino acid
2-halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
2-halobenzoic acid
4-halobenzoic acid
Halobenzoic acid
Acetanilide
Alpha-amino acid or derivatives
Anilide
Benzoic acid
Benzamide
N-acylethanolamine
N-arylamide
Benzoyl
1-carboxy-2-haloaromatic compound
Halobenzene
Iodobenzene
Aryl iodide
Aryl halide
Vinylogous halide
Tertiary carboxylic acid amide
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Alkanolamine
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Organohalogen compound
Organoiodide
Organonitrogen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organoiodine compound (CHEBI:31718 )
benzoic acids (CHEBI:31718 )
benzenedicarboxamide (CHEBI:31718 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	0.58	ALOGPS
logP	3.75	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	2.13	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	194.24 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	214.05 m³·mol⁻¹	ChemAxon
Polarizability	82.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-2960000000-3f14b9f983cc6e713b6a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01t9-2449844111-e90290a3b22dc25a5137	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0wmr-2090008000-f5bb9fb25f28462e0f1f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0w29-3030039000-56447aeb18e7372e8f79	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01q1-3200094000-c7581ed2e5b4c5d11722	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01ba-1190002000-93e912290c5aa896de48	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0abm-9140003000-6c548525ca3ece24c3d6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0596-9000012000-4a1725a31168f144ef7c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0090000000-7f6dea4df1b08916e81a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ldi-0090002000-60710640eda2065ee8c0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-2520049000-3278df6ee9d0656c66a0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01b9-0090001000-804daea98e75716affa6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-017i-1690000000-cd43b626614eaf0d734c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00or-4730095000-f5ec366f7bc25c3bae98	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
7597.0 Log mg/kg [4300:14000]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000115	Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.	Drinking water & water supply	Not Available
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
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000540	X Ray Tubes?X-ray tubes are devices used to produce X-rays for various applications, including medical imaging and industrial inspections.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	Household cleaning & consumer products	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000643	Headwear?Headwear made from synthetic materials often incorporates chemicals used in the manufacturing and finishing processes, such as dyes, flame retardants, and water repellents.	Textiles, leather & furnishings	PubChem
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
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	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

Pathways

2 pathwaysPathway Source: PathBank

Ioxaglic acid Metabolism

Ioxaglic acid Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 2	Q9WUD2	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.209 Applicability Domain 0.213 Low confidence Statistical Significance 0.0129 Supporting Reference Compounds 21 E-value 100.503
Click to view 3D structure	Cannabinoid receptor 1	P20272	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.207 Applicability Domain 0.213 Low confidence Statistical Significance 0.1282 Supporting Reference Compounds 83 E-value 998.261
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	Prediction Confidence Score 0.195 Applicability Domain 0.213 Low confidence Statistical Significance 0.6249 Supporting Reference Compounds 200 E-value 4864.8
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 1	Q8NER1	Humans	Predicted (SEA)	Prediction Confidence Score 0.195 Applicability Domain 0.213 Low confidence Statistical Significance 0.4515 Supporting Reference Compounds 104 E-value 3515.28
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	Prediction Confidence Score 0.19 Applicability Domain 0.211 Low confidence Statistical Significance 0.8518 Supporting Reference Compounds 553 E-value 6631.27
Click to view 3D structure	Histone deacetylase 1	Q13547	Humans	Predicted (SEA)	Prediction Confidence Score 0.19 Applicability Domain 0.211 Low confidence Statistical Significance 0.8202 Supporting Reference Compounds 497 E-value 6385.27
Click to view 3D structure	Cannabinoid receptor 2	P34972	Humans	Predicted (SEA)	Prediction Confidence Score 0.187 Applicability Domain 0.213 Low confidence Statistical Significance 0.7107 Supporting Reference Compounds 175 E-value 5532.74
Click to view 3D structure	Fatty-acid amide hydrolase 1	P97612	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.185 Applicability Domain 0.213 Low confidence Statistical Significance 0.4937 Supporting Reference Compounds 102 E-value 3843.34
Click to view 3D structure	Histone deacetylase 2	Q92769	Humans	Predicted (SEA)	Prediction Confidence Score 0.183 Applicability Domain 0.211 Low confidence Statistical Significance 0.8056 Supporting Reference Compounds 307 E-value 6271.77
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	Prediction Confidence Score 0.179 Applicability Domain 0.207 Low confidence Statistical Significance 0.844 Supporting Reference Compounds 427 E-value 6570.86
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	Prediction Confidence Score 0.178 Applicability Domain 0.207 Low confidence Statistical Significance 0.9025 Supporting Reference Compounds 527 E-value 7026.28
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.178 Applicability Domain 0.207 Low confidence Statistical Significance 0.9234 Supporting Reference Compounds 532 E-value 7188.91
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.177 Applicability Domain 0.189 Low confidence Statistical Significance 0.8205 Supporting Reference Compounds 472 E-value 6387.22
Click to view 3D structure	Histone deacetylase 3	O15379	Humans	Predicted (SEA)	Prediction Confidence Score 0.177 Applicability Domain 0.211 Low confidence Statistical Significance 0.8327 Supporting Reference Compounds 257 E-value 6482.27
Click to view 3D structure	Polyamine deacetylase HDAC10	Q969S8	Humans	Predicted (SEA)	Prediction Confidence Score 0.176 Applicability Domain 0.2 Low confidence Statistical Significance 0.6958 Supporting Reference Compounds 130 E-value 5416.52
Click to view 3D structure	Egl nine homolog 1	Q9GZT9	Humans	Predicted (SEA)	Prediction Confidence Score 0.175 Applicability Domain 0.19 Low confidence Statistical Significance 0.4023 Supporting Reference Compounds 41 E-value 3132.19
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	Prediction Confidence Score 0.173 Applicability Domain 0.183 Low confidence Statistical Significance 0.9735 Supporting Reference Compounds 1660 E-value 7578.54
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.172 Applicability Domain 0.179 Low confidence Statistical Significance 0.9073 Supporting Reference Compounds 541 E-value 7063.65
Click to view 3D structure	Leukotriene A-4 hydrolase	P09960	Humans	Predicted (SEA)	Prediction Confidence Score 0.172 Applicability Domain 0.211 Low confidence Statistical Significance 0.5043 Supporting Reference Compounds 51 E-value 3926.33
Click to view 3D structure	5'-AMP-activated protein kinase catalytic subunit alpha-1	Q13131	Humans	Predicted (SEA)	Prediction Confidence Score 0.172 Applicability Domain 0.183 Low confidence Statistical Significance 0.947 Supporting Reference Compounds 596 E-value 7372.63
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.17 Applicability Domain 0.188 Low confidence Statistical Significance 0.831 Supporting Reference Compounds 372 E-value 6469.5
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	Prediction Confidence Score 0.169 Applicability Domain 0.182 Low confidence Statistical Significance 0.9807 Supporting Reference Compounds 1301 E-value 7634.44
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.169 Applicability Domain 0.188 Low confidence Statistical Significance 0.8503 Supporting Reference Compounds 407 E-value 6619.21
Click to view 3D structure	5'-AMP-activated protein kinase catalytic subunit alpha-2	P54646	Humans	Predicted (SEA)	Prediction Confidence Score 0.168 Applicability Domain 0.183 Low confidence Statistical Significance 0.8032 Supporting Reference Compounds 98 E-value 6252.69
Click to view 3D structure	Mitogen-activated protein kinase 8	P45983	Humans	Predicted (SEA)	Prediction Confidence Score 0.168 Applicability Domain 0.185 Low confidence Statistical Significance 0.9659 Supporting Reference Compounds 782 E-value 7519.77