Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:46:57 UTC
Update Date2022-03-07 02:57:13 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). Based on a literature review very few articles have been published on Hexamethylene bisacetamide.
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}ethanimidateHMDB
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
Physiological effect
Disposition
Process
RoleNot 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
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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+147.5731661259
DarkChem[M-H]-144.52231661259
DeepCCS[M+H]+149.83430932474
DeepCCS[M-H]-146.90930932474
DeepCCS[M-2H]-183.39630932474
DeepCCS[M+Na]+158.93430932474
AllCCS[M+H]+148.232859911
AllCCS[M+H-H2O]+144.632859911
AllCCS[M+NH4]+151.532859911
AllCCS[M+Na]+152.532859911
AllCCS[M-H]-150.332859911
AllCCS[M+Na-2H]-151.632859911
AllCCS[M+HCOO]-153.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Hexamethylene bisacetamideCC(O)=NCCCCCCN=C(C)O2661.8Standard polar33892256
Hexamethylene bisacetamideCC(O)=NCCCCCCN=C(C)O1738.0Standard non polar33892256
Hexamethylene bisacetamideCC(O)=NCCCCCCN=C(C)O1782.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hexamethylene bisacetamide,1TMS,isomer #1CC(O)=NCCCCCCN=C(C)O[Si](C)(C)C1842.8Semi standard non polar33892256
Hexamethylene bisacetamide,2TMS,isomer #1CC(=NCCCCCCN=C(C)O[Si](C)(C)C)O[Si](C)(C)C1925.1Semi standard non polar33892256
Hexamethylene bisacetamide,1TBDMS,isomer #1CC(O)=NCCCCCCN=C(C)O[Si](C)(C)C(C)(C)C2019.0Semi standard non polar33892256
Hexamethylene bisacetamide,2TBDMS,isomer #1CC(=NCCCCCCN=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2289.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Hexamethylene bisacetamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9400000000-a0ef3d4a8945593b1cba2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hexamethylene bisacetamide GC-MS (2 TMS) - 70eV, Positivesplash10-0fki-7930000000-08265ed9c377ff66dc532017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hexamethylene bisacetamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Hexamethylene bisacetamide LC-ESI-qTof , Positive-QTOFsplash10-0zfr-0930000000-3d9c93a011ece4c2884e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hexamethylene bisacetamide LC-ESI-qTof , Positive-QTOFsplash10-0udi-4900000000-25567b4e09b23cef6e8b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hexamethylene bisacetamide , positive-QTOFsplash10-0zfr-0930000000-3d9c93a011ece4c2884e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hexamethylene bisacetamide , positive-QTOFsplash10-0udi-4900000000-25567b4e09b23cef6e8b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hexamethylene bisacetamide 35V, Positive-QTOFsplash10-0zfr-3900000000-dc0b4fe7ecb76035df8b2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 10V, Positive-QTOFsplash10-0pb9-0950000000-6181d9668b9930e0ea7e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 20V, Positive-QTOFsplash10-08fr-1900000000-9a96e2cb160326489d0b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 40V, Positive-QTOFsplash10-03dj-9300000000-4720e9e32266d9f5d67e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 10V, Negative-QTOFsplash10-0002-0900000000-b3c3cc4750a8607cb53c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 20V, Negative-QTOFsplash10-0a4i-3900000000-cde7ce92a5f9b66817202017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 40V, Negative-QTOFsplash10-0a4l-9000000000-253f02ac53775e4c25d72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 10V, Positive-QTOFsplash10-0udi-0290000000-f1f61b0ff591490a2c892021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 20V, Positive-QTOFsplash10-0w93-9720000000-57d2e60dffbcce32714e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 40V, Positive-QTOFsplash10-0aba-9100000000-113eb6f2ecc95bee63bc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 10V, Negative-QTOFsplash10-052b-0900000000-e026caa5f69a05c5d51e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 20V, Negative-QTOFsplash10-0a4j-8900000000-7e10ad97e9532edaa21c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexamethylene bisacetamide 40V, Negative-QTOFsplash10-052f-9000000000-5c014dc894b7a975a6f12021-09-23Wishart LabView Spectrum
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 IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available