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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:46:57 UTC
Update Date2019-07-23 06:35:12 UTC
HMDB IDHMDB0041901
Secondary Accession Numbers
  • HMDB41901
Metabolite Identification
Common NameHexamethylene bisacetamide
DescriptionHexamethylene bisacetamide, also known as HMBA or diacetyldiaminohexane, belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group). Hexamethylene bisacetamide is a very strong basic compound (based on its pKa). These are compounds containing an imine functional group, with the general structure RN=CR2 (R = H, hydrocarbyl).
Structure
Data?1563863712
Synonyms
ValueSource
HEXAMETHYLENEBISACETAMIDEHMDB
HexamethylenediacetamideHMDB
HMBAHMDB
N, N'-diacetylhexamethylenediamineHMDB
N,N'-1,6-hexanediylbis-acetamideHMDB
N,N'-diacetylhexamethylenediamineHMDB
N,N'-hexamethylenebis-acetamideHMDB
N,N'-hexamethylenebisacetamideHMDB
N-(6-(Acetylamino)hexyl)acetamide (acd/name 4.0)HMDB
N-[6-(Acetylamino)hexyl]acetamideHMDB
Hexamethylen bisacetamideHMDB
DiacetyldiaminohexaneHMDB
N,N'-diacetyl-1,6-hexanediamineHMDB
N-{6-[(1-hydroxyethylidene)amino]hexyl}ethanimidateGenerator
Hexamethylene bisacetamideMeSH
Chemical FormulaC10H20N2O2
Average Molecular Weight200.278
Monoisotopic Molecular Weight200.152477894
IUPAC NameN-{6-[(1-hydroxyethylidene)amino]hexyl}ethanimidic acid
Traditional NameN-{6-[(1-hydroxyethylidene)amino]hexyl}ethanimidic acid
CAS Registry Number3073-59-4
SMILES
CC(O)=NCCCCCCN=C(C)O
InChI Identifier
InChI=1S/C10H20N2O2/c1-9(13)11-7-5-3-4-6-8-12-10(2)14/h3-8H2,1-2H3,(H,11,13)(H,12,14)
InChI KeyBNQSTAOJRULKNX-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboximidic acids and derivatives
Sub ClassCarboximidic acids
Direct ParentCarboximidic acids
Alternative Parents
Substituents
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.31 g/LALOGPS
logP1.68ALOGPS
logP1.32ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)7.85ChemAxon
pKa (Strongest Basic)5.73ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area65.18 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity56.51 m³·mol⁻¹ChemAxon
Polarizability23.93 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9400000000-a0ef3d4a8945593b1cbaSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0fki-7930000000-08265ed9c377ff66dc53Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0zfr-0930000000-3d9c93a011ece4c2884eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0udi-4900000000-25567b4e09b23cef6e8bSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0zfr-0930000000-3d9c93a011ece4c2884eSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0udi-4900000000-25567b4e09b23cef6e8bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pb9-0950000000-6181d9668b9930e0ea7eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-08fr-1900000000-9a96e2cb160326489d0bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dj-9300000000-4720e9e32266d9f5d67eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-b3c3cc4750a8607cb53cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-3900000000-cde7ce92a5f9b6681720Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-253f02ac53775e4c25d7Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
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 ID3490
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3616
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available