Trimellitic Anhydride (CED0009663)

Record Information
Version1.0
Creation Date2016-05-19 04:01:40 UTC
Update Date2026-08-25 16:29:50 UTC
Accession NumberCHEM012778
Identification
Common NameTrimellitic Anhydride
ClassSmall Molecule
Description
Trimellitic Anhydride (C9H4O5) is an organic compound with an average molecular weight of 192.13 g/mol. Trimellitic Anhydride belongs to the benzofuranones, a subclass of benzofurans within the organic compounds. This compound is found in or released from 32 recorded sources. These include household cleaning and consumer products such as soap detergents, perfumes within detergents and soaps, cigar cigarettes, and tobacco smoke filters. It is also associated with food, food processing and cookware, specifically processing meats, food preservation, and fermentation processes for beer. Within building and construction, it is found in roofs, floors, ceilings, and tents or canopies. It is present in drinking water and water supply, as well as electrical and electronic equipment, including coils, antennas, communication cables or conductors, auxiliary devices, and conductors or conductive bodies characterised by the conductive materials, among 15 more. The recorded exposure routes for trimellitic anhydride include oral intake, while inhalation is an exposure route supported by literature (PMC2978643). Regarding health effects, the compound is associated with asthma (PMC2978643).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1,2,4-Benzenetricarboxylic acid 1,2-anhydrideChEBI
1,2,4-Benzenetricarboxylic acid anhydrideChEBI
1,2,4-Benzenetricarboxylic acid, cyclic 1,2-anhydrideChEBI
1,3-Dihydro-1,3-dioxo-5-isobenzofurancarboxylic acidChEBI
1,3-Dioxo-5-phthalancarboxylic acidChEBI
4-Carboxyphthalic anhydrideChEBI
Anhydrotrimellic acidChEBI
Anhydrotrimellitic acidChEBI
Benzene-1,2,4-tricarboxylic-1,2-anhydrideChEBI
TMAChEBI
TMANChEBI
Trimellic acid 1,2-anhydrideChEBI
Trimellic acid anhydrideChEBI
Trimellitic acid 1,2-anhydrideChEBI
Trimellitic acid anhydrideChEBI
Trimellitic acid cyclic 1,2-anhydrideChEBI
1,2,4-Benzenetricarboxylate 1,2-anhydrideGenerator
1,2,4-Benzenetricarboxylate anhydrideGenerator
1,2,4-Benzenetricarboxylate, cyclic 1,2-anhydrideGenerator
1,3-Dihydro-1,3-dioxo-5-isobenzofurancarboxylateGenerator
1,3-Dioxo-5-phthalancarboxylateGenerator
AnhydrotrimellateGenerator
AnhydrotrimellitateGenerator
Trimellate 1,2-anhydrideGenerator
Trimellate anhydrideGenerator
Trimellitate 1,2-anhydrideGenerator
Trimellitate anhydrideGenerator
Trimellitate cyclic 1,2-anhydrideGenerator
Tri-mellitic anhydrideMeSH
Chemical FormulaC9H4O5
Average Molecular Mass192.126 g/mol
Monoisotopic Mass192.006 g/mol
CAS Registry Number552-30-7
IUPAC Name1,3-dioxo-1,3-dihydro-2-benzofuran-5-carboxylic acid
Traditional Nametrimellitic anhydride
SMILESOC(=O)C1=CC2=C(C=C1)C(=O)OC2=O
InChI IdentifierInChI=1S/C9H4O5/c10-7(11)4-1-2-5-6(3-4)9(13)14-8(5)12/h1-3H,(H,10,11)
InChI KeySRPWOOOHEPICQU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phthalic anhydrides. Phthalic anhydrides are compounds containing a phthalic anhydride moiety (or a derivative thereof), which consists of a benzene fused to a furan-1,3-dione.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzofurans
Sub ClassBenzofuranones
Direct ParentPhthalic anhydrides
Alternative Parents
Substituents
  • Phthalic anhydride
  • Phthalic_anhydride
  • Isobenzofuranone
  • Isocoumaran
  • Tricarboxylic acid or derivatives
  • Benzenoid
  • Carboxylic acid anhydride
  • Oxacycle
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.89 g/LALOGPS
logP0.98ALOGPS
logP1.08ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.38ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area80.67 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity44.62 m³·mol⁻¹ChemAxon
Polarizability16.41 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-006w-1900000000-34e6ab9234e62e62c685Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-0900000000-a68492c6e88f5371d12aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-0900000000-83431333c29d8ecab5c4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-1900000000-5901a78794f1e20ae980Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-0900000000-f722addcc44944ae0491Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0005-0900000000-dd3650884ec228f0940aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udj-1900000000-e50401843fec078367edNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2179.0Log mg/kg[1200:3900]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
asthmaassociated_withNot AvailablePMC2978643
occupational asthmaassociated_withNot AvailablePMC1456588 , PMC1907679
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
233BrushesPersonal care & cosmeticsNot Available
495CeilingsBuilding & ConstructionNot Available
497FloorsBuilding & ConstructionNot Available
499RoofsBuilding & ConstructionNot Available
503Tents Or CanopiesBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
508CoilsElectrical & Electronic EquipmentNot Available
510Communication Cables Or ConductorsElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
513Cores Yokes Or ArmaturesElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
523Gas Filled Discharge Tubes With Solid CathodeElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
532SelectorsElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
584BuoysMarine, shipping & aquacultureNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
621Chutes And SlidesRecreation & sports surfacesNot Available
630ToysRecreation & sports surfacesNot Available
631Anthraquinone DyesTextiles, leather & furnishingsNot Available
632ApparelTextiles, leather & furnishingsNot Available
635ButtonsTextiles, leather & furnishingsNot Available
638Decorating TextilesTextiles, leather & furnishingsNot Available
640Embroidering And TuftingTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
647Multicolour DyeingTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
653SewingTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
659Transfer PrintingTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)31.2954
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)39.8588
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)36.3556
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)14.8692
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)51.9254
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)20.2408
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)43.5956
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)31.996
Click to view 3D structureNAD-dependent histone deacetylase SIR2P06700Saccharomyces cerevisiae S288cPredicted (SEA)0.544945
Click to view 3D structureCarbonic anhydraseQ2PCB5Dicentrarchus labraxPredicted (SEA)1.01204
Click to view 3D structureAminodeoxyfutalosine synthaseQ5SK48Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)Predicted (SEA)2.88042
Click to view 3D structureCarbonic anhydrase 5A, mitochondrialP35218HumansPredicted (SEA)76.6815
M-phase inducer phosphatase 2 structureClick to view 3D structureM-phase inducer phosphatase 2P30305HumansPredicted (SEA)3.58106
Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1 structureClick to view 3D structureCarboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1Q9GZU7HumansPredicted (SEA)24.2111
Click to view 3D structureCarbonic anhydrase 5B, mitochondrialQ9Y2D0HumansPredicted (SEA)70.0643
Click to view 3D structureS-sulfocysteine synthaseQ79FV4Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)Predicted (SEA)18.8395
Click to view 3D structureCarbonic anhydrase 15Q99N23Mus musculusPredicted (SEA)46.476
Carbonic anhydrase 3 structureClick to view 3D structureCarbonic anhydrase 3P07451HumansPredicted (SEA)27.0915
Lysine-specific demethylase 2A structureClick to view 3D structureLysine-specific demethylase 2AQ9Y2K7HumansPredicted (SEA)6.85073
Click to view 3D structureCarbonic anhydrase 13Q9D6N1Mus musculusPredicted (SEA)44.2962
DNA oxidative demethylase ALKBH2 structureClick to view 3D structureDNA oxidative demethylase ALKBH2Q6NS38HumansPredicted (SEA)0.622794
Alpha-ketoglutarate-dependent dioxygenase FTO structureClick to view 3D structureAlpha-ketoglutarate-dependent dioxygenase FTOQ9C0B1HumansPredicted (SEA)12.2223
Click to view 3D structureBeta-lactamaseQ44079Aeromonas hydrophilaPredicted (SEA)3.34752
Lysine-specific demethylase 4A structureClick to view 3D structureLysine-specific demethylase 4AO75164HumansPredicted (SEA)11.5217
Tyrosine-protein phosphatase non-receptor type 7 structureClick to view 3D structureTyrosine-protein phosphatase non-receptor type 7P35236HumansPredicted (SEA)35.9663
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0259233
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTrimellitic anhydride
Chemspider ID10618
ChEBI ID53050
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11260158
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1447476
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15588915
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16485118
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=16796737
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=18775882
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=20067440
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21691754
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21915071
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23036811
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=25042713
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=6643875
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=6643876
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=6775023