Carbonic acid, cis-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl ester (CED0156145)

Record Information
Version1.0
Creation Date2016-05-19 03:29:07 UTC
Update Date2026-08-21 19:38:41 UTC
Accession NumberCHEM010850
Identification
Common NameCarbonic acid, cis-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl ester
ClassSmall Molecule
Description
Carbonic acid, cis-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl ester is an organic compound with the chemical formula C21H27NO5 and an average molecular weight of 373.45 g/mol. Carbonic acid, cis-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl ester belongs to the xylenes, a subclass of benzene and substituted derivatives within the organic compounds. This substance is associated with nine recorded sources across various sectors. In the category of electrical and electronic equipment, it is found in or released from amplifiers, coils, colour television systems, emergency protective devices, and gas filled discharge tubes with solid cathode, among one other source. Additionally, the compound is linked to food, food processing, and cookware, specifically regarding the treatment of hops and molasses and the treatment of molasses. In the building and construction sector, it is identified in floors.
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
cis-3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl carbonateChEBI
cis-3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethylcarbonateChEBI
Ethyl cis-8-methoxy-2-oxo-3-(2,5-xylyl)-1-azaspiro[4.5]dec-3-en-4-yl carbonateChEBI
MoventoChEBI
UltorChEBI
cis-3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl carbonic acidGenerator
cis-3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethylcarbonic acidGenerator
Ethyl cis-8-methoxy-2-oxo-3-(2,5-xylyl)-1-azaspiro[4.5]dec-3-en-4-yl carbonic acidGenerator
Chemical FormulaC21H27NO5
Average Molecular Mass373.449 g/mol
Monoisotopic Mass373.189 g/mol
CAS Registry Number203313-25-1
IUPAC Nameethyl (5s,8s)-3-(2,5-dimethylphenyl)-2-hydroxy-8-methoxy-1-azaspiro[4.5]deca-1,3-dien-4-yl carbonate
Traditional Nameethyl (5s,8s)-3-(2,5-dimethylphenyl)-2-hydroxy-8-methoxy-1-azaspiro[4.5]deca-1,3-dien-4-yl carbonate
SMILES[H][C@@]1(CC[C@]2(CC1)N=C(O)C(=C2OC(=O)OCC)C1=C(C)C=CC(C)=C1)OC
InChI IdentifierInChI=1S/C21H27NO5/c1-5-26-20(24)27-18-17(16-12-13(2)6-7-14(16)3)19(23)22-21(18)10-8-15(25-4)9-11-21/h6-7,12,15H,5,8-11H2,1-4H3,(H,22,23)/t15-,21+
InChI KeyCLSVJBIHYWPGQY-GGYDESQDSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as p-xylenes. These are aromatic compounds that contain a p-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 4-positions.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassXylenes
Direct Parentp-Xylenes
Alternative Parents
Substituents
  • P-xylene
  • Carbonic acid diester
  • Enol ester
  • Pyrroline
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Lactam
  • Carbonic acid derivative
  • Carboxylic acid derivative
  • Dialkyl ether
  • Azacycle
  • Organoheterocyclic compound
  • Ether
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • 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 Solubility0.008 g/LALOGPS
logP3.63ALOGPS
logP4.28ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)5.28ChemAxon
pKa (Strongest Basic)1.82ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area77.35 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity102.99 m³·mol⁻¹ChemAxon
Polarizability41.49 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0089-0179000000-0e94ebd8c36c36aabad1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-1293000000-84db4a3480ff29ad11d7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-1970000000-1a6e5ef878f4be395a57Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-1019000000-ce95467f9ccd2d303b4fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00fs-6059000000-f0e4a4fdc8bc2ea1ca0fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-056u-2940000000-e324fc6f3c2d116af12aNot 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
645.0Log mg/kg[360:1100]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
497FloorsBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
508CoilsElectrical & Electronic EquipmentNot Available
509Colour Television SystemsElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
523Gas Filled Discharge Tubes With Solid CathodeElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
546Molasses And Treatment Of MolassesFood, food processing & cookwareNot Available
553Treatment Of HopsFood, food processing & cookwareNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
592Marine Propulsion Or SteeringMarine, shipping & aquacultureNot Available
597ChemosterilantsAgriculture & land managementNot Available
598Fertiliser DistributorsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureMyosin-14Q6URW6Mus musculusPredicted (SEA)11.1324
Click to view 3D structureMyosin-7P79293Sus scrofaPredicted (SEA)11.1324
Click to view 3D structureNonmuscle myosin heavy chainQ789A4Gallus gallusPredicted (SEA)11.1324
Click to view 3D structureMyosin-2Q9TV63Sus scrofaPredicted (SEA)11.1324
Click to view 3D structureComplement factor BP04186Mus musculusPredicted (SEA)13.8572
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)2390.28
Click to view 3D structureSodium-dependent serotonin transporterP31652Rattus norvegicusPredicted (SEA)1273.92
Click to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoformQ8BTI9Mus musculusPredicted (SEA)56.0514
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansPredicted (SEA)5684.01
Click to view 3D structureMyosin-2 heavy chainP08799Dictyostelium discoideumPredicted (SEA)4.67095
Click to view 3D structureMyosin-4Q28641Oryctolagus cuniculusPredicted (SEA)5.68299
Cytochrome P450 1A2 structureClick to view 3D structureCytochrome P450 1A2P05177HumansPredicted (SEA)4930.11
Mitogen-activated protein kinase 14 structureClick to view 3D structureMitogen-activated protein kinase 14Q16539HumansPredicted (SEA)4279.92
Vascular endothelial growth factor receptor 2 structureClick to view 3D structureVascular endothelial growth factor receptor 2P35968HumansPredicted (SEA)5336.56
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)6295.59
RAC-alpha serine/threonine-protein kinase structureClick to view 3D structureRAC-alpha serine/threonine-protein kinaseP31749HumansPredicted (SEA)4516.89
Mast/stem cell growth factor receptor Kit structureClick to view 3D structureMast/stem cell growth factor receptor KitP10721HumansPredicted (SEA)4591.47
Cytochrome P450 2C19 structureClick to view 3D structureCytochrome P450 2C19P33261HumansPredicted (SEA)5394.25
Proto-oncogene tyrosine-protein kinase Src structureClick to view 3D structureProto-oncogene tyrosine-protein kinase SrcP12931HumansPredicted (SEA)5037.93
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)5922.92
Hepatocyte growth factor receptor structureClick to view 3D structureHepatocyte growth factor receptorP08581HumansPredicted (SEA)4893.76
Click to view 3D structureChloroquine resistance transporterQ9N623Plasmodium falciparumPredicted (SEA)48.8115
Tyrosine-protein kinase Lck structureClick to view 3D structureTyrosine-protein kinase LckP06239HumansPredicted (SEA)5398.3
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)6526.02
Click to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoformP42337Mus musculusPredicted (SEA)169.4
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSpirotetramat
Chemspider IDNot Available
ChEBI ID81975
PubChem Compound IDNot Available
Kegg Compound IDC18807
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22160136
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22531003
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22872376
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24772560
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24835551
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25281882
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=26081578
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=26304426
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=26383737
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=26449612
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=26743711
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=26898726
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=27083908
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=27788413
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=27857899
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=27917277
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=27989834
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=28139069
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=28334236