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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 23:58:29 UTC
Update Date2021-09-26 22:56:21 UTC
HMDB IDHMDB0246953
Secondary Accession NumbersNone
Metabolite Identification
Common Name1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-
Description1-[7-(dimethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]-2,5-dihydro-1H-pyrrole-2,5-dione belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Based on a literature review very few articles have been published on 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]-2,5-dihydro-1H-pyrrole-2,5-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1h-pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2h-1-benzopyran-3-yl]- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
DACMMeSH
N-(7-(Dimethylamino)-4-methyl-3-coumarinyl)maleimideMeSH
N-(7-Dimethylamino-4-methylcoumarinyl)maleimideMeSH
Chemical FormulaC16H14N2O4
Average Molecular Weight298.298
Monoisotopic Molecular Weight298.095356939
IUPAC Name1-[7-(dimethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]-2,5-dihydro-1H-pyrrole-2,5-dione
Traditional Name1-[7-(dimethylamino)-4-methyl-2-oxochromen-3-yl]pyrrole-2,5-dione
CAS Registry NumberNot Available
SMILES
CN(C)C1=CC2=C(C=C1)C(C)=C(N1C(=O)C=CC1=O)C(=O)O2
InChI Identifier
InChI=1S/C16H14N2O4/c1-9-11-5-4-10(17(2)3)8-12(11)22-16(21)15(9)18-13(19)6-7-14(18)20/h4-8H,1-3H3
InChI KeyADEORFBTPGKHRP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassNot Available
Direct ParentCoumarins and derivatives
Alternative Parents
Substituents
  • Coumarin
  • Benzopyran
  • 1-benzopyran
  • Tertiary aliphatic/aromatic amine
  • Dialkylarylamine
  • Pyranone
  • Maleimide
  • Carboxylic acid imide, n-substituted
  • Pyran
  • Benzenoid
  • Carboxylic acid imide
  • Dicarboximide
  • Heteroaromatic compound
  • Pyrroline
  • Amino acid or derivatives
  • Tertiary amine
  • Lactone
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Carboxylic acid derivative
  • Amine
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Organonitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.33ALOGPS
logP1.52ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)3.23ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area66.92 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity82.21 m³·mol⁻¹ChemAxon
Polarizability30.38 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+173.82130932474
DeepCCS[M-H]-171.46330932474
DeepCCS[M-2H]-204.6330932474
DeepCCS[M+Na]+179.91430932474
AllCCS[M+H]+167.532859911
AllCCS[M+H-H2O]+164.032859911
AllCCS[M+NH4]+170.832859911
AllCCS[M+Na]+171.732859911
AllCCS[M-H]-172.632859911
AllCCS[M+Na-2H]-172.132859911
AllCCS[M+HCOO]-171.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-CN(C)C1=CC2=C(C=C1)C(C)=C(N1C(=O)C=CC1=O)C(=O)O23608.3Standard polar33892256
1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-CN(C)C1=CC2=C(C=C1)C(C)=C(N1C(=O)C=CC1=O)C(=O)O22812.3Standard non polar33892256
1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-CN(C)C1=CC2=C(C=C1)C(C)=C(N1C(=O)C=CC1=O)C(=O)O23033.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fee-2190000000-08eda60143669212dca52021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 10V, Positive-QTOFsplash10-0002-0090000000-86e75f422b7620bd2cc82021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 20V, Positive-QTOFsplash10-0f6t-0090000000-1c91afa9bba6d67e15012021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 40V, Positive-QTOFsplash10-0ftr-0590000000-a3a0eb0bfb3f983e9f9c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 10V, Negative-QTOFsplash10-0002-0090000000-35ae8128bdb2a0218de22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 20V, Negative-QTOFsplash10-0002-0090000000-bd75ffd1381fb2928f312021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1H-Pyrrole-2,5-dione, 1-[7-(dimethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]- 40V, Negative-QTOFsplash10-001i-2390000000-3a61db9a079b2a2590732021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID84232
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound93302
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]