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EC number: 942-146-6 | CAS number: 166410-06-6
- Life Cycle description
- Uses advised against
- Endpoint summary
- Appearance / physical state / colour
- Melting point / freezing point
- Boiling point
- Density
- Particle size distribution (Granulometry)
- Vapour pressure
- Partition coefficient
- Water solubility
- Solubility in organic solvents / fat solubility
- Surface tension
- Flash point
- Auto flammability
- Flammability
- Explosiveness
- Oxidising properties
- Oxidation reduction potential
- Stability in organic solvents and identity of relevant degradation products
- Storage stability and reactivity towards container material
- Stability: thermal, sunlight, metals
- pH
- Dissociation constant
- Viscosity
- Additional physico-chemical information
- Additional physico-chemical properties of nanomaterials
- Nanomaterial agglomeration / aggregation
- Nanomaterial crystalline phase
- Nanomaterial crystallite and grain size
- Nanomaterial aspect ratio / shape
- Nanomaterial specific surface area
- Nanomaterial Zeta potential
- Nanomaterial surface chemistry
- Nanomaterial dustiness
- Nanomaterial porosity
- Nanomaterial pour density
- Nanomaterial photocatalytic activity
- Nanomaterial radical formation potential
- Nanomaterial catalytic activity
- Endpoint summary
- Stability
- Biodegradation
- Bioaccumulation
- Transport and distribution
- Environmental data
- Additional information on environmental fate and behaviour
- Ecotoxicological Summary
- Aquatic toxicity
- Endpoint summary
- Short-term toxicity to fish
- Long-term toxicity to fish
- Short-term toxicity to aquatic invertebrates
- Long-term toxicity to aquatic invertebrates
- Toxicity to aquatic algae and cyanobacteria
- Toxicity to aquatic plants other than algae
- Toxicity to microorganisms
- Endocrine disrupter testing in aquatic vertebrates – in vivo
- Toxicity to other aquatic organisms
- Sediment toxicity
- Terrestrial toxicity
- Biological effects monitoring
- Biotransformation and kinetics
- Additional ecotoxological information
- Toxicological Summary
- Toxicokinetics, metabolism and distribution
- Acute Toxicity
- Irritation / corrosion
- Sensitisation
- Repeated dose toxicity
- Genetic toxicity
- Carcinogenicity
- Toxicity to reproduction
- Specific investigations
- Exposure related observations in humans
- Toxic effects on livestock and pets
- Additional toxicological data
Genetic toxicity: in vivo
Administrative data
- Endpoint:
- in vivo mammalian somatic cell study: cytogenicity / erythrocyte micronucleus
- Remarks:
- Type of genotoxicity: chromosome aberration
- Type of information:
- (Q)SAR
- Adequacy of study:
- supporting study
- Reliability:
- 2 (reliable with restrictions)
- Justification for type of information:
- QSAR prediction: migrated from IUCLID 5.6
Data source
Reference
- Reference Type:
- study report
- Title:
- Unnamed
- Report date:
- 2015
Materials and methods
- Principles of method if other than guideline:
- Genotoxicity as micronucleus in vivo on rodent predictions were generated employing three predictors: ACD/Percepta, Leadscope Model Applier and Toxtree decision rule system.
- GLP compliance:
- no
- Type of assay:
- micronucleus assay
Test material
- Reference substance name:
- di-tert-butyl (2S,3E)-3-[(dimethylamino)methylene]-4-oxopyrrolidine-1,2-dicarboxylate
- EC Number:
- 942-146-6
- Cas Number:
- 166410-06-6
- Molecular formula:
- C17H28N2O5
- IUPAC Name:
- di-tert-butyl (2S,3E)-3-[(dimethylamino)methylene]-4-oxopyrrolidine-1,2-dicarboxylate
Constituent 1
Test animals
- Species:
- other: rodent
Results and discussion
Any other information on results incl. tables
Name |
ACD/Percepta |
Leadscope |
Toxtree |
Consensus prediction |
di-tert-butyl (2S,3E)-3-[(dimethylamino)methylidene]-4-oxopyrrolidine-1,2-dicarboxylate |
OUT OF THE DOMAIN |
NEGATIVE (Borderline reliable) |
POSITIVE (Borderline reliable ) |
POSITIVE (Borderline reliable) |
Leadscope FDA Model Applier prediction for micronucleus in vivo on rodent resulted to be NEGATIVE, since the positive prediction probability was equal to 0.13. Since 22 features were found, it was concluded that di-tert-butyl (2S,3E)-3-[(dimethylamino)methylidene]-4-oxopyrrolidine-1,2-dicarboxylate is represented by the model. Additionally, the identified features are mainly represented in negative training compounds. The robustness of the prediction was further evaluated by examining compounds similar to the di-tert-butyl (2S,3E)-3-[(dimethylamino)methylidene]-4-oxopyrrolidine-1,2-dicarboxylate from the training set. Only one compound was identified in the training set as analogues to di-tert-butyl (2S,3E)-3-[(dimethylamino)methylidene]-4-oxopyrrolidine-1,2-dicarboxylate (similarity > 30%), but characterized by little similarity (similarity = 0.32). Based on that, Leadscope prediction was assessed as borderline reliable.
Toxtree identified in the target di-tert-butyl (2S,3E)-3-[(dimethylamino)methylidene]-4-oxopyrrolidine-1,2-dicarboxylate three structural alerts: the α,β unsaturated carbonyl alert, the alkyl carbamate and thiocarbamate alert and the H-acceptor-path3-H-acceptor structural alert. Compounds with an α,β -unsaturated carbonyl are bis-electrophiles reactive molecules that may interact with electron-rich biological macromolecules. Because of conjugation with the carbonyl group, the B-carbon is positively polarized and becomes the preferred site of nucleophilic attack, as is in a classic Michael type addition. In spite of a common structural feature, alpha,beta-unsaturated carbonyl compounds can undergo different interactions with DNA, which lead to different genotoxic and mutagenic responses. Among the class of alkyl carbamate and thiocarbamate compounds, the most studied and representative molecule is urethane (ethyl carbamate). It has been accepted that urethane metabolism occurs via two major pathways, one being a detoxification pathway, the second being a bioactivation pathway, entails oxidative metabolism of urethane catalyzed by cytochromes P450, leading to the formation of vinyl carbamate and subsequently vinyl carbamate epoxide. Concerning the H-acceptorpath3- H-acceptor alert, it explores the possibility that a chemical interacts with DNA and/or proteins via non-covalent binding, such as DNA intercalation or groove-binding. Among the descriptors potentially accounting for non-covalent interactions, the molecular framework representing two bonded atoms connecting two H bond acceptors (calculated with software Leadscope Enteprise 2.4.15-6) resulted in an increased sensitivity/specificity for what concerns the Micronucleus training set.
However, it has to be highlighted that the three identified alerts are characterized by little percentage of true positive. Based on that the prediction was assessed as borderline reliable.
Applicant's summary and conclusion
- Conclusions:
- Interpretation of results (migrated information): positive borderline reliability
ACD/Percepta prediction resulted to be out of the domain. The borderline reliable Leadscope and Toxtree predictions were not in agreement: based on a precautionary approach, it was concluded that the target di-tert-butyl (2S,3E)-3-[(dimethylamino)methylidene]-4-oxopyrrolidine-1,2-dicarboxylate is predicted as POSITIVE for micronucleus in vivo on rodent. The prediction was considered of borderline reliability.
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