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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:43:44 UTC
Update Date2021-10-13 06:16:11 UTC
HMDB IDHMDB0031506
Secondary Accession Numbers
  • HMDB31506
Metabolite Identification
Common Name4,4'-Diaminodibutylamine
Description4,4'-Diaminodibutylamine, also known as homospermidine or 1,6,11-triazaundecane, belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen. 4,4'-Diaminodibutylamine exists in all living organisms, ranging from bacteria to humans. 4,4'-Diaminodibutylamine has been detected, but not quantified in, a few different foods, such as breakfast cereal, cereals and cereal products, and soy beans (Glycine max). This could make 4,4'-diaminodibutylamine a potential biomarker for the consumption of these foods. 4,4'-Diaminodibutylamine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 4,4'-Diaminodibutylamine.
Structure
Data?1563862134
Synonyms
ValueSource
1,6,11-TriazaundecaneChEBI
Bis(4-aminobutyl)amineChEBI
HomospermidineChEBI
N-(4-Aminobutyl)-1,4-butanediamineChEBI
1,9-diamino-5-AzanonaneHMDB
N-(4-Aminobutyl)-1,4-butanediamine, 9ciHMDB
N-(4-Aminobutyl)butane-1,4-diamineHMDB
Sym-homospermidineHMDB
Chemical FormulaC8H21N3
Average Molecular Weight159.2724
Monoisotopic Molecular Weight159.173547687
IUPAC Namebis(4-aminobutyl)amine
Traditional Namehomospermidine
CAS Registry Number4427-76-3
SMILES
NCCCCNCCCCN
InChI Identifier
InChI=1S/C8H21N3/c9-5-1-3-7-11-8-4-2-6-10/h11H,1-10H2
InChI KeyUODZHRGDSPLRMD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentDialkylamines
Alternative Parents
Substituents
  • Secondary aliphatic amine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Primary aliphatic amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility977400 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility12.8 g/LALOGPS
logP10(-0.12) g/LALOGPS
logP10(-0.63) g/LChemAxon
logS10(-1.1) g/LALOGPS
pKa (Strongest Basic)10.94ChemAxon
Physiological Charge3ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area64.07 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity49.61 m³·mol⁻¹ChemAxon
Polarizability20.65 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+136.73331661259
DarkChem[M-H]-133.09231661259
DeepCCS[M+H]+139.10230932474
DeepCCS[M-H]-136.44430932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4,4'-DiaminodibutylamineNCCCCNCCCCN2143.9Standard polar33892256
4,4'-DiaminodibutylamineNCCCCNCCCCN1508.9Standard non polar33892256
4,4'-DiaminodibutylamineNCCCCNCCCCN1413.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4,4'-Diaminodibutylamine,1TMS,isomer #1C[Si](C)(C)NCCCCNCCCCN1729.2Semi standard non polar33892256
4,4'-Diaminodibutylamine,1TMS,isomer #1C[Si](C)(C)NCCCCNCCCCN1750.1Standard non polar33892256
4,4'-Diaminodibutylamine,1TMS,isomer #2C[Si](C)(C)N(CCCCN)CCCCN1653.2Semi standard non polar33892256
4,4'-Diaminodibutylamine,1TMS,isomer #2C[Si](C)(C)N(CCCCN)CCCCN1694.1Standard non polar33892256
4,4'-Diaminodibutylamine,2TMS,isomer #1C[Si](C)(C)NCCCCNCCCCN[Si](C)(C)C1896.9Semi standard non polar33892256
4,4'-Diaminodibutylamine,2TMS,isomer #1C[Si](C)(C)NCCCCNCCCCN[Si](C)(C)C2023.7Standard non polar33892256
4,4'-Diaminodibutylamine,2TMS,isomer #2C[Si](C)(C)N(CCCCNCCCCN)[Si](C)(C)C1941.0Semi standard non polar33892256
4,4'-Diaminodibutylamine,2TMS,isomer #2C[Si](C)(C)N(CCCCNCCCCN)[Si](C)(C)C1971.8Standard non polar33892256
4,4'-Diaminodibutylamine,2TMS,isomer #3C[Si](C)(C)NCCCCN(CCCCN)[Si](C)(C)C1827.8Semi standard non polar33892256
4,4'-Diaminodibutylamine,2TMS,isomer #3C[Si](C)(C)NCCCCN(CCCCN)[Si](C)(C)C1910.6Standard non polar33892256
4,4'-Diaminodibutylamine,3TMS,isomer #1C[Si](C)(C)NCCCCNCCCCN([Si](C)(C)C)[Si](C)(C)C2075.6Semi standard non polar33892256
4,4'-Diaminodibutylamine,3TMS,isomer #1C[Si](C)(C)NCCCCNCCCCN([Si](C)(C)C)[Si](C)(C)C2182.1Standard non polar33892256
4,4'-Diaminodibutylamine,3TMS,isomer #2C[Si](C)(C)NCCCCN(CCCCN[Si](C)(C)C)[Si](C)(C)C1918.7Semi standard non polar33892256
4,4'-Diaminodibutylamine,3TMS,isomer #2C[Si](C)(C)NCCCCN(CCCCN[Si](C)(C)C)[Si](C)(C)C2136.9Standard non polar33892256
4,4'-Diaminodibutylamine,3TMS,isomer #3C[Si](C)(C)N(CCCCN)CCCCN([Si](C)(C)C)[Si](C)(C)C2046.0Semi standard non polar33892256
4,4'-Diaminodibutylamine,3TMS,isomer #3C[Si](C)(C)N(CCCCN)CCCCN([Si](C)(C)C)[Si](C)(C)C2130.0Standard non polar33892256
4,4'-Diaminodibutylamine,4TMS,isomer #1C[Si](C)(C)N(CCCCNCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2284.4Semi standard non polar33892256
4,4'-Diaminodibutylamine,4TMS,isomer #1C[Si](C)(C)N(CCCCNCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2331.5Standard non polar33892256
4,4'-Diaminodibutylamine,4TMS,isomer #2C[Si](C)(C)NCCCCN(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2140.1Semi standard non polar33892256
4,4'-Diaminodibutylamine,4TMS,isomer #2C[Si](C)(C)NCCCCN(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2300.1Standard non polar33892256
4,4'-Diaminodibutylamine,5TMS,isomer #1C[Si](C)(C)N(CCCCN([Si](C)(C)C)[Si](C)(C)C)CCCCN([Si](C)(C)C)[Si](C)(C)C2387.9Semi standard non polar33892256
4,4'-Diaminodibutylamine,5TMS,isomer #1C[Si](C)(C)N(CCCCN([Si](C)(C)C)[Si](C)(C)C)CCCCN([Si](C)(C)C)[Si](C)(C)C2430.9Standard non polar33892256
4,4'-Diaminodibutylamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCCNCCCCN1940.9Semi standard non polar33892256
4,4'-Diaminodibutylamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCCNCCCCN1935.2Standard non polar33892256
4,4'-Diaminodibutylamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCCCN)CCCCN1908.9Semi standard non polar33892256
4,4'-Diaminodibutylamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCCCN)CCCCN1885.9Standard non polar33892256
4,4'-Diaminodibutylamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCCNCCCCN[Si](C)(C)C(C)(C)C2344.1Semi standard non polar33892256
4,4'-Diaminodibutylamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCCNCCCCN[Si](C)(C)C(C)(C)C2373.8Standard non polar33892256
4,4'-Diaminodibutylamine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCCCNCCCCN)[Si](C)(C)C(C)(C)C2362.4Semi standard non polar33892256
4,4'-Diaminodibutylamine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCCCNCCCCN)[Si](C)(C)C(C)(C)C2347.6Standard non polar33892256
4,4'-Diaminodibutylamine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCCCN(CCCCN)[Si](C)(C)C(C)(C)C2312.5Semi standard non polar33892256
4,4'-Diaminodibutylamine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCCCN(CCCCN)[Si](C)(C)C(C)(C)C2321.3Standard non polar33892256
4,4'-Diaminodibutylamine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2753.4Semi standard non polar33892256
4,4'-Diaminodibutylamine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2710.4Standard non polar33892256
4,4'-Diaminodibutylamine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCCN(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2656.6Semi standard non polar33892256
4,4'-Diaminodibutylamine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCCN(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2672.8Standard non polar33892256
4,4'-Diaminodibutylamine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CCCCN)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2709.6Semi standard non polar33892256
4,4'-Diaminodibutylamine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CCCCN)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2650.3Standard non polar33892256
4,4'-Diaminodibutylamine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CCCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3103.3Semi standard non polar33892256
4,4'-Diaminodibutylamine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CCCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2992.4Standard non polar33892256
4,4'-Diaminodibutylamine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCCN(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3053.9Semi standard non polar33892256
4,4'-Diaminodibutylamine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCCCN(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2945.6Standard non polar33892256
4,4'-Diaminodibutylamine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3405.7Semi standard non polar33892256
4,4'-Diaminodibutylamine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3170.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4,4'-Diaminodibutylamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f89-9500000000-01f89febc991aec3cea82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4,4'-Diaminodibutylamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 10V, Positive-QTOFsplash10-03dl-1900000000-cbef6ecbee5f9d1e8c7c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 20V, Positive-QTOFsplash10-074l-9800000000-159f283a17cf14c8fa3f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 40V, Positive-QTOFsplash10-0abc-9000000000-ad305ccb83d89014abf22015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 10V, Negative-QTOFsplash10-0a4i-0900000000-242a52a06096c6c1a4062015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 20V, Negative-QTOFsplash10-0a4i-2900000000-1e64342b9b722878b4732015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 40V, Negative-QTOFsplash10-000l-9100000000-758209dd2e40575fd7022015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 10V, Positive-QTOFsplash10-03di-1900000000-1cb962353671185a89c82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 20V, Positive-QTOFsplash10-0ab9-9100000000-5338a6ece7551712acd62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 40V, Positive-QTOFsplash10-05fr-9000000000-65fa864d0192c1ddbc5d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 10V, Negative-QTOFsplash10-0a4i-0900000000-906372c86eba039a1a112021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 20V, Negative-QTOFsplash10-0a4i-0900000000-906372c86eba039a1a112021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Diaminodibutylamine 40V, Negative-QTOFsplash10-052f-9400000000-8b259dcf3b9cf15acde42021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB008097
KNApSAcK IDC00053807
Chemspider ID360
KEGG Compound IDC06366
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound368
PDB IDNot Available
ChEBI ID16554
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1826971
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .