2-Acetylaminofluorene (CHEM003958)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 01:30:33 UTC
Update Date2016-11-09 01:09:15 UTC
Accession NumberCHEM003958
Identification
Common Name2-Acetylaminofluorene
ClassSmall Molecule
DescriptionThe parent of the class of 2-acetamidofluorenes, being an ortho-fused polycyclic arene that consists of 9H-fluorene bearing an acetamido substituent at position 2. It is a carcinogenic and mutagenic derivative of fluorene.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(Acetylamino)fluoreneChEBI
2-AAFChEBI
2-AcetaminofluoreneChEBI
2-AcetoaminofluoreneChEBI
2-ACETYLAMINOFLUORENE-3-ylChEBI
2-FAAChEBI
N-2-FluorenylacetamideChEBI
N-Acetyl-2-aminofluoreneChEBI
N-Fluoren-2-ylacetamideChEBI
2 FluorenylacetamideHMDB
N Acetyl 2 aminofluoreneHMDB
2-FluorenylacetamideHMDB
AAF, aminofluoreneHMDB
Aminofluorene aafHMDB
2 AcetylaminofluoreneHMDB
Fluoren 2 ylacetamideHMDB
N 2 FluorenylacetamideHMDB
2 AcetamidofluoreneHMDB
AcetylaminofluoreneHMDB
Fluoren-2-ylacetamideHMDB
2-AcetylaminofluoreneChEBI
Chemical FormulaC15H13NO
Average Molecular Mass223.270 g/mol
Monoisotopic Mass223.100 g/mol
CAS Registry Number53-96-3
IUPAC NameN-(9H-fluoren-2-yl)ethanimidic acid
Traditional Nameacetylaminofluorene
SMILESCC(O)=NC1=CC=C2C(CC3=CC=CC=C23)=C1
InChI IdentifierInChI=1S/C15H13NO/c1-10(17)16-13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9H,8H2,1H3,(H,16,17)
InChI KeyCZIHNRWJTSTCEX-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassFluorenes
Sub ClassNot Available
Direct ParentFluorenes
Alternative Parents
Substituents
  • Fluorene
  • N-acetylarylamine
  • N-arylamide
  • Acetamide
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0088 g/LALOGPS
logP3.63ALOGPS
logP3.7ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)7.71ChemAxon
pKa (Strongest Basic)1.14ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.59 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity70.49 m³·mol⁻¹ChemAxon
Polarizability25.51 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-003r-1900000000-69b11f4ab943eb3e6c0fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0ce9-0920000000-7cf06df2ce8e1945052dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00e9-0690000000-4ba7baa6dc82537dd287Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0920000000-628017150c07ad09f059Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-0900000000-5ec35f7af47e1736bc50Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0190000000-d4ef18fc5ac2a596294aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0089-2950000000-7cab991e12aa75eccac9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000x-9800000000-92b024d4fe08437a9befSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0190000000-4606d83bb38f72017256Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0920000000-5f1ad94baaaed98b2146Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-0690000000-05023ee733afdc171712Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0930000000-44451e6d5ab17e2ac950Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0390000000-8b6b08c00e00e31d5cd6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0910000000-c8c7475ad6b2f714fa2aSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0244967
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link2-Acetylaminofluorene
Chemspider ID5686
ChEBI ID17356
PubChem Compound ID5897
Kegg Compound IDC02778
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15380103
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=17434228
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21417629
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21668357
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22514719
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23536516
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24021430
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=7151044
9. 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.