Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:16:31 UTC
Update Date2021-09-26 22:53:30 UTC
HMDB IDHMDB0245178
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-(1-Pyrenyl)iodoacetamide
DescriptionN-(1-Pyrenyl)iodoacetamide, also known as 1-PIAA or N-pyrenylcarboxyamidomethyl, belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system. Based on a literature review very few articles have been published on N-(1-Pyrenyl)iodoacetamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(1-pyrenyl)iodoacetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(1-Pyrenyl)iodoacetamide 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
1-PIAAHMDB
N-(1-Pyrene)iodoacetamideHMDB
N-PyrenylcarboxyamidomethylHMDB
NPCAMHMDB
Chemical FormulaC18H12INO
Average Molecular Weight385.204
Monoisotopic Molecular Weight384.99636
IUPAC Name2-iodo-N-(pyren-1-yl)acetamide
Traditional Name2-iodo-N-(pyren-1-yl)acetamide
CAS Registry NumberNot Available
SMILES
ICC(=O)NC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C4
InChI Identifier
InChI=1S/C18H12INO/c19-10-16(21)20-15-9-7-13-5-4-11-2-1-3-12-6-8-14(15)18(13)17(11)12/h1-9H,10H2,(H,20,21)
InChI KeyCVEFIQVNOAJGDW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrenes. Pyrenes are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPyrenes
Sub ClassNot Available
Direct ParentPyrenes
Alternative Parents
Substituents
  • Pyrene
  • Phenanthrene
  • Naphthalene
  • N-arylamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Alkyl halide
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organoiodide
  • Organohalogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Alkyl iodide
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot 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
logP5.02ALOGPS
logP4.47ChemAxon
logS-6.2ALOGPS
pKa (Strongest Acidic)13.01ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity94.67 m³·mol⁻¹ChemAxon
Polarizability34.17 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+186.40430932474
DeepCCS[M-H]-184.04630932474
DeepCCS[M-2H]-217.76230932474
DeepCCS[M+Na]+193.44830932474
AllCCS[M+H]+181.332859911
AllCCS[M+H-H2O]+178.332859911
AllCCS[M+NH4]+184.132859911
AllCCS[M+Na]+184.932859911
AllCCS[M-H]-166.832859911
AllCCS[M+Na-2H]-166.132859911
AllCCS[M+HCOO]-165.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-(1-Pyrenyl)iodoacetamideICC(=O)NC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C44022.4Standard polar33892256
N-(1-Pyrenyl)iodoacetamideICC(=O)NC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C43259.6Standard non polar33892256
N-(1-Pyrenyl)iodoacetamideICC(=O)NC1=C2C=CC3=CC=CC4=C3C2=C(C=C1)C=C43358.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-(1-Pyrenyl)iodoacetamide,1TMS,isomer #1C[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C343006.6Semi standard non polar33892256
N-(1-Pyrenyl)iodoacetamide,1TMS,isomer #1C[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C342929.9Standard non polar33892256
N-(1-Pyrenyl)iodoacetamide,1TMS,isomer #1C[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C343545.0Standard polar33892256
N-(1-Pyrenyl)iodoacetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C343196.6Semi standard non polar33892256
N-(1-Pyrenyl)iodoacetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C343136.0Standard non polar33892256
N-(1-Pyrenyl)iodoacetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)CI)C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C343541.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-(1-Pyrenyl)iodoacetamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-1491000000-47a95fecacc66a96b5202021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-(1-Pyrenyl)iodoacetamide 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 - N-(1-Pyrenyl)iodoacetamide 10V, Negative-QTOFsplash10-001i-0029000000-f83f523bb7d62b49d8592021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 20V, Negative-QTOFsplash10-00l6-0094000000-5559793b4d662213561d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 40V, Negative-QTOFsplash10-00kf-0292000000-c4eaad93e73c0e00c79a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 10V, Positive-QTOFsplash10-000i-0009000000-b18459c576904cb19e082021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 20V, Positive-QTOFsplash10-014r-0095000000-b6d553490cd580d8f9bd2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-(1-Pyrenyl)iodoacetamide 40V, Positive-QTOFsplash10-014i-0190000000-f621916fb4ecd4336c212021-10-12Wishart 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 ID109028
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound122259
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 ]