iotrolan (CED0016021)

Record Information

Version

1.0

Creation Date

2016-06-03 12:55:50 UTC

Update Date

2026-08-22 12:03:51 UTC

SynCED ID

CED0016021

Secondary Accession Numbers

CHEM045200

Identification

Common Name

iotrolan

Class

Small Molecule

Description

Iotrolan is an organic compound with the chemical formula C37H48I6N6O18. It is classified as a benzenoid. Iotrolan belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. With an average molecular weight of 1,626 g/mol, iotrolan is a heavy molecule. The compound is identified in five recorded sources. These include healthcare, pharmaceuticals, and veterinary products, specifically as iodinated X-ray contrast media. It is also found in food preservation, electrical and electronic equipment such as electrically stimulated smoking devices, and household cleaning and consumer products, including tobacco smoke filters and non-electric simulated smoking devices. The recorded exposure route for iotrolan is intrathecal.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Isovist 300	Kegg
2,4,6-Triiodo-5-{n-methyl-2-[methyl({2,4,6-triiodo-3,5-bis[(1,3,4-trihydroxybutan-2-yl)-C-hydroxycarbonimidoyl]phenyl})carbamoyl]acetamido}-N1,N3-bis(1,3,4-trihydroxybutan-2-yl)benzene-1,3-dicarboximidate	Generator
Schering brand OF iotrolan	MeSH
Berlex brand OF iotrolan	MeSH
Isovist	MeSH
Iotrol	MeSH
Osmovist	MeSH

Chemical Formula

C₃₇H₄₈I₆N₆O₁₈

Average Molecular Mass

1626.242 g/mol

Monoisotopic Mass

1625.729 g/mol

CAS Registry Number

79770-24-4

IUPAC Name

2,4,6-triiodo-5-{N-methyl-2-[methyl({2,4,6-triiodo-3,5-bis[(1,3,4-trihydroxybutan-2-yl)-C-hydroxycarbonimidoyl]phenyl})carbamoyl]acetamido}-N1,N3-bis(1,3,4-trihydroxybutan-2-yl)benzene-1,3-dicarboximidic acid

Traditional Name

isovist

SMILES

CN(C(=O)CC(=O)N(C)C1=C(I)C(C(O)=NC(CO)C(O)CO)=C(I)C(C(O)=NC(CO)C(O)CO)=C1I)C1=C(I)C(C(O)=NC(CO)C(O)CO)=C(I)C(C(O)=NC(CO)C(O)CO)=C1I

InChI Identifier

InChI=1S/C37H48I6N6O18/c1-48(32-28(40)22(34(64)44-12(4-50)16(58)8-54)26(38)23(29(32)41)35(65)45-13(5-51)17(59)9-55)20(62)3-21(63)49(2)33-30(42)24(36(66)46-14(6-52)18(60)10-56)27(39)25(31(33)43)37(67)47-15(7-53)19(61)11-57/h12-19,50-61H,3-11H2,1-2H3,(H,44,64)(H,45,65)(H,46,66)(H,47,67)

InChI Key

XUHXFSYUBXNTHU-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

Acylaminobenzoic acid or derivatives
2-halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzamide
Anilide
Benzoyl
Iodobenzene
Halobenzene
Aryl halide
Aryl iodide
1,3-dicarbonyl compound
Tertiary carboxylic acid amide
Vinylogous halide
Secondary carboxylic acid amide
Carboxamide group
Secondary alcohol
Carboxylic acid derivative
Polyol
Organoiodide
Organohalogen compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	0.17 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-0.39	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	5.34	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	16	ChemAxon
Polar Surface Area	413.74 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	292.81 m³·mol⁻¹	ChemAxon
Polarizability	115.68 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-0100019200-52f5b795d796a86e414a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0000291300-175d4c32f0f3451d69c7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bvi-1300249810-276f89c7db22cb2c50fa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-022c-0000098000-40cfc10aa1936286bdfa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-08i3-0100094240-f34c34943ff08ea2c464	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06tf-8000392550-d9684b603d9eecaecc61	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052f-0000097010-d08dceab2814148ba01f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zfu-1200091000-706b6bc2dde33258e1af	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4u-1809450000-03fedb6b586d926b6dd0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0m4k-0000191000-28b98f7c09a539c6a70a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004l-0000190000-175072351784a988da1c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0h93-1001970000-44951d04168c59efa82c	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

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
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
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	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
CEDs000559	Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.	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
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
CEDs000684	Cements?Cements are a composite material primarily used as a binding agent in construction applications, formed by the calcination of limestone and clay minerals at high temperatures.	Building & Construction	PubChem
CEDs000692	Silica Free Oxide Glass?Silica Free Oxide Glass is a type of glass that is produced using alternative materials to traditional silica-based formulations.	Building & Construction	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

1 pathwayPathway Source: PathBank

Iotrolan Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Neuraminidase	B4URF0	Influenza A virus	Predicted (SEA)	Prediction Confidence Score 0.198 Applicability Domain 0.215 Low confidence Statistical Significance 0.0353 Supporting Reference Compounds 42 E-value 274.574
Click to view 3D structure	Hemagglutinin-neuraminidase	Q06992	Human parainfluenza virus 1	Predicted (SEA)	Prediction Confidence Score 0.197 Applicability Domain 0.215 Low confidence Statistical Significance 4.20e-04 Supporting Reference Compounds 3 E-value 3.26967
Click to view 3D structure	Ceramide transfer protein	Q9Y5P4	Humans	Predicted (SEA)	Prediction Confidence Score 0.182 Applicability Domain 0.182 Low confidence Statistical Significance 0.0599 Supporting Reference Compounds 1 E-value 466.628
Click to view 3D structure	Neuraminidase	P03468	Influenza A virus (A/Puerto Rico/8/1934(H1N1))	Predicted (SEA)	Prediction Confidence Score 0.178 Applicability Domain 0.215 Low confidence Statistical Significance 0.1157 Supporting Reference Compounds 34 E-value 900.638
Click to view 3D structure	Sialidase-2	Q9Y3R4	Humans	Predicted (SEA)	Prediction Confidence Score 0.177 Applicability Domain 0.215 Low confidence Statistical Significance 0.0023 Supporting Reference Compounds 5 E-value 17.9832
Click to view 3D structure	Neuraminidase	A5Z252	Influenza A virus	Predicted (SEA)	Prediction Confidence Score 0.175 Applicability Domain 0.2 Low confidence Statistical Significance 0.0919 Supporting Reference Compounds 18 E-value 715.357
Click to view 3D structure	Asc-type amino acid transporter 1	P63116	Rat	Predicted (SEA)	Prediction Confidence Score 0.174 Applicability Domain 0.174 Low confidence Statistical Significance 0.003 Supporting Reference Compounds 2 E-value 23.6662
Click to view 3D structure	Sialidase-3	Q9UQ49	Humans	Predicted (SEA)	Prediction Confidence Score 0.174 Applicability Domain 0.215 Low confidence Statistical Significance 0.0157 Supporting Reference Compounds 8 E-value 122.301
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.172 Applicability Domain 0.19 Low confidence Statistical Significance 0.9832 Supporting Reference Compounds 1130 E-value 7654.45
Click to view 3D structure	Cholinesterase	P81908	Equus caballus	Predicted (SEA)	Prediction Confidence Score 0.171 Applicability Domain 0.19 Low confidence Statistical Significance 0.7934 Supporting Reference Compounds 201 E-value 6176.79
Click to view 3D structure	Sialidase-1	Q99519	Humans	Predicted (SEA)	Prediction Confidence Score 0.17 Applicability Domain 0.203 Low confidence Statistical Significance 0.0048 Supporting Reference Compounds 4 E-value 37.2898
Click to view 3D structure	Neuraminidase	Q75VQ4	Influenza A virus (A/Aichi/2/1968(H3N2))	Predicted (SEA)	Prediction Confidence Score 0.169 Applicability Domain 0.2 Low confidence Statistical Significance 0.006 Supporting Reference Compounds 2 E-value 46.476
Click to view 3D structure	Pol polyprotein	Q72874	Human immunodeficiency virus 1	Predicted (SEA)	Prediction Confidence Score 0.168 Applicability Domain 0.219 Low confidence Statistical Significance 0.3662 Supporting Reference Compounds 54 E-value 2850.99
Click to view 3D structure	Neuraminidase	P03474	Influenza B virus (strain B/Lee/1940)	Predicted (SEA)	Prediction Confidence Score 0.167 Applicability Domain 0.2 Low confidence Statistical Significance 0.0378 Supporting Reference Compounds 13 E-value 293.959
Click to view 3D structure	Lysine-specific demethylase 2A	Q9Y2K7	Humans	Predicted (SEA)	Prediction Confidence Score 0.167 Applicability Domain 0.18 Low confidence Statistical Significance 0.3996 Supporting Reference Compounds 35 E-value 3110.7
Click to view 3D structure	Neuraminidase	P03471	Influenza A virus (A/Memphis/1/1971(H3N2))	Predicted (SEA)	Prediction Confidence Score 0.167 Applicability Domain 0.2 Low confidence Statistical Significance 0.0784 Supporting Reference Compounds 13 E-value 610.571
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.165 Applicability Domain 0.183 Low confidence Statistical Significance 0.9702 Supporting Reference Compounds 532 E-value 7553.01
Click to view 3D structure	Programmed cell death 1 ligand 2	Q9WUL5	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.164 Applicability Domain 0.167 Low confidence Statistical Significance 0.012 Supporting Reference Compounds 2 E-value 93.4969
Click to view 3D structure	Programmed cell death 1 ligand 2	Q9BQ51	Humans	Predicted (SEA)	Prediction Confidence Score 0.164 Applicability Domain 0.167 Low confidence Statistical Significance 0.012 Supporting Reference Compounds 2 E-value 93.4969
Click to view 3D structure	Lysine-specific demethylase 4C	Q9H3R0	Humans	Predicted (SEA)	Prediction Confidence Score 0.164 Applicability Domain 0.179 Low confidence Statistical Significance 0.7177 Supporting Reference Compounds 72 E-value 5587.47
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.164 Applicability Domain 0.183 Low confidence Statistical Significance 0.9912 Supporting Reference Compounds 1498 E-value 7716.8
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	Prediction Confidence Score 0.163 Applicability Domain 0.183 Low confidence Statistical Significance 0.9467 Supporting Reference Compounds 427 E-value 7369.67
Click to view 3D structure	Sialidase-4	Q8WWR8	Humans	Predicted (SEA)	Prediction Confidence Score 0.163 Applicability Domain 0.215 Low confidence Statistical Significance 0.0113 Supporting Reference Compounds 5 E-value 88.1253
Click to view 3D structure	Cholinesterase	P06276	Humans	Predicted (SEA)	Prediction Confidence Score 0.163 Applicability Domain 0.19 Low confidence Statistical Significance 0.8944 Supporting Reference Compounds 234 E-value 6962.83
Click to view 3D structure	Neuraminidase	Q3S340	Influenza B virus	Predicted (SEA)	Prediction Confidence Score 0.162 Applicability Domain 0.2 Low confidence Statistical Significance 0.0016 Supporting Reference Compounds 4 E-value 12.378