2-Acetylaminofluorene (CHEM003958)

Record Information
Version1.0
Creation Date2016-05-19 01:30:33 UTC
Update Date2026-08-19 09:35:19 UTC
Accession NumberCHEM003958
Identification
Common Name2-Acetylaminofluorene
ClassSmall Molecule
Description
The 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
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
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
External Links
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.