Caprolactam (CHEM004115)

Record Information
Version1.0
Creation Date2016-05-19 01:35:08 UTC
Update Date2026-08-23 05:25:15 UTC
Accession NumberCHEM004115
Identification
Common NameCaprolactam
ClassSmall Molecule
Description
A member of the class of caprolactams that is azepane substituted by an oxo group at position 2.
Contaminant Sources
  • Clean Air Act Chemicals
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 4
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • Suspected Compounds – Schymanski Project
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Human Neurotoxin
Chemical Structure
MOLSDF3D SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2-KetohexamethyleneimineChEBI
2-OxohexamethylenimineChEBI
6-CaprolactamChEBI
Aminocaproic lactamChEBI
CaprolactamChEBI
Hexahydro-2H-azepin-2-oneChEBI
KaprolaktamChEBI
Hexahydro 2H azepin 2 oneMeSH
Lactam, aminocaproicMeSH
Chemical FormulaC6H11NO
Average Molecular Mass113.158 g/mol
Monoisotopic Mass113.084 g/mol
CAS Registry Number105-60-2
IUPAC Nameazepan-2-one
Traditional Namecaprolactam
SMILESO=C1CCCCCN1
InChI IdentifierInChI=1S/C6H11NO/c8-6-4-2-1-3-5-7-6/h1-5H2,(H,7,8)
InChI KeyJBKVHLHDHHXQEQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as caprolactams. These are cyclic amides of caproic acid. Caproic acid is the carboxylic acid derived from hexane with the general formula C5H11COOH.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactams
Sub ClassCaprolactams
Direct ParentCaprolactams
Alternative Parents
Substituents
  • Caprolactam
  • Azepane
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Azacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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 Solubility156 g/LALOGPS
logP-0.08ALOGPS
logP0.31ChemAxon
logS0.14ALOGPS
pKa (Strongest Acidic)14.99ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity31.46 m³·mol⁻¹ChemAxon
Polarizability12.47 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
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
StatusValueUnitSample LocationReference
External Links
DrugBank IDNot Available
HMDB IDHMDB0062769
FooDB IDFDB009075
Phenol Explorer IDNot Available
KNApSAcK IDC00000318
BiGG IDNot Available
BioCyc IDCPD-883
METLIN IDNot Available
PDB IDICC
Wikipedia LinkCaprolactam
Chemspider ID7480
ChEBI ID28579
PubChem Compound ID7768
Kegg Compound IDC06593
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17161908
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=2263224
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=9688819