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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-07-25 00:12:49 UTC
Update Date2020-02-26 21:38:09 UTC
HMDB IDHMDB0013076
Secondary Accession Numbers
  • HMDB13076
Metabolite Identification
Common NameSpermine dialdehyde
DescriptionSpermine dialdehyde,an oxidized product of spermine, is a novel ex vivo purging agent for both allogeneic and autologous bone marrow transplantations It has been identified as the immunosuppressive agent "SAF" (suppressor activation factor) present in the supernatant of amutant cell line [PMID: 1428363 ].
Structure
Data?1582753089
Synonyms
ValueSource
BPADBMeSH
N,N'-bis(3-propionaldehyde)-1,4-diaminobutaneMeSH
AlSAHMDB
N,N'-bis(3-propanal)-1,4-diaminobutaneHMDB
Spermic dialdehydeHMDB
Spermine dialdehydeMeSH
Chemical FormulaC10H20N2O2
Average Molecular Weight200.278
Monoisotopic Molecular Weight200.152477894
IUPAC Name3-({4-[(3-oxopropyl)amino]butyl}amino)propanal
Traditional Name3-({4-[(3-oxopropyl)amino]butyl}amino)propanal
CAS Registry Number2578-88-3
SMILES
O=CCCNCCCCNCCC=O
InChI Identifier
InChI=1S/C10H20N2O2/c13-9-3-7-11-5-1-2-6-12-8-4-10-14/h9-12H,1-8H2
InChI KeyWPBJCXUUUSDQJO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-hydrogen aldehydes
Alternative Parents
Substituents
  • Alpha-hydrogen aldehyde
  • Secondary amine
  • Secondary aliphatic amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
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 Solubility0.81 g/LALOGPS
logP0.45ALOGPS
logP-0.87ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)16.08ChemAxon
pKa (Strongest Basic)10.23ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.2 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity56.64 m³·mol⁻¹ChemAxon
Polarizability23.53 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]+147.59431661259
DarkChem[M-H]-144.82431661259
DeepCCS[M+H]+147.96130932474
DeepCCS[M-H]-145.27930932474
DeepCCS[M-2H]-181.67330932474
DeepCCS[M+Na]+157.18330932474
AllCCS[M+H]+144.732859911
AllCCS[M+H-H2O]+141.432859911
AllCCS[M+NH4]+147.832859911
AllCCS[M+Na]+148.732859911
AllCCS[M-H]-150.632859911
AllCCS[M+Na-2H]-151.932859911
AllCCS[M+HCOO]-153.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Spermine dialdehydeO=CCCNCCCCNCCC=O2759.5Standard polar33892256
Spermine dialdehydeO=CCCNCCCCNCCC=O1830.0Standard non polar33892256
Spermine dialdehydeO=CCCNCCCCNCCC=O1751.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Spermine dialdehyde,1TMS,isomer #1C[Si](C)(C)OC=CCNCCCCNCCC=O1996.2Semi standard non polar33892256
Spermine dialdehyde,1TMS,isomer #1C[Si](C)(C)OC=CCNCCCCNCCC=O2070.4Standard non polar33892256
Spermine dialdehyde,1TMS,isomer #1C[Si](C)(C)OC=CCNCCCCNCCC=O2563.0Standard polar33892256
Spermine dialdehyde,1TMS,isomer #2C[Si](C)(C)N(CCC=O)CCCCNCCC=O2036.5Semi standard non polar33892256
Spermine dialdehyde,1TMS,isomer #2C[Si](C)(C)N(CCC=O)CCCCNCCC=O1977.2Standard non polar33892256
Spermine dialdehyde,1TMS,isomer #2C[Si](C)(C)N(CCC=O)CCCCNCCC=O2558.7Standard polar33892256
Spermine dialdehyde,2TMS,isomer #1C[Si](C)(C)OC=CCNCCCCNCC=CO[Si](C)(C)C2145.9Semi standard non polar33892256
Spermine dialdehyde,2TMS,isomer #1C[Si](C)(C)OC=CCNCCCCNCC=CO[Si](C)(C)C2267.7Standard non polar33892256
Spermine dialdehyde,2TMS,isomer #1C[Si](C)(C)OC=CCNCCCCNCC=CO[Si](C)(C)C2431.2Standard polar33892256
Spermine dialdehyde,2TMS,isomer #2C[Si](C)(C)OC=CCN(CCCCNCCC=O)[Si](C)(C)C2119.7Semi standard non polar33892256
Spermine dialdehyde,2TMS,isomer #2C[Si](C)(C)OC=CCN(CCCCNCCC=O)[Si](C)(C)C2139.9Standard non polar33892256
Spermine dialdehyde,2TMS,isomer #2C[Si](C)(C)OC=CCN(CCCCNCCC=O)[Si](C)(C)C2361.3Standard polar33892256
Spermine dialdehyde,2TMS,isomer #3C[Si](C)(C)OC=CCNCCCCN(CCC=O)[Si](C)(C)C2115.9Semi standard non polar33892256
Spermine dialdehyde,2TMS,isomer #3C[Si](C)(C)OC=CCNCCCCN(CCC=O)[Si](C)(C)C2138.3Standard non polar33892256
Spermine dialdehyde,2TMS,isomer #3C[Si](C)(C)OC=CCNCCCCN(CCC=O)[Si](C)(C)C2377.3Standard polar33892256
Spermine dialdehyde,2TMS,isomer #4C[Si](C)(C)N(CCC=O)CCCCN(CCC=O)[Si](C)(C)C2091.7Semi standard non polar33892256
Spermine dialdehyde,2TMS,isomer #4C[Si](C)(C)N(CCC=O)CCCCN(CCC=O)[Si](C)(C)C2107.6Standard non polar33892256
Spermine dialdehyde,2TMS,isomer #4C[Si](C)(C)N(CCC=O)CCCCN(CCC=O)[Si](C)(C)C2305.0Standard polar33892256
Spermine dialdehyde,3TMS,isomer #1C[Si](C)(C)OC=CCNCCCCN(CC=CO[Si](C)(C)C)[Si](C)(C)C2233.2Semi standard non polar33892256
Spermine dialdehyde,3TMS,isomer #1C[Si](C)(C)OC=CCNCCCCN(CC=CO[Si](C)(C)C)[Si](C)(C)C2317.2Standard non polar33892256
Spermine dialdehyde,3TMS,isomer #1C[Si](C)(C)OC=CCNCCCCN(CC=CO[Si](C)(C)C)[Si](C)(C)C2347.6Standard polar33892256
Spermine dialdehyde,3TMS,isomer #2C[Si](C)(C)OC=CCN(CCCCN(CCC=O)[Si](C)(C)C)[Si](C)(C)C2196.9Semi standard non polar33892256
Spermine dialdehyde,3TMS,isomer #2C[Si](C)(C)OC=CCN(CCCCN(CCC=O)[Si](C)(C)C)[Si](C)(C)C2255.7Standard non polar33892256
Spermine dialdehyde,3TMS,isomer #2C[Si](C)(C)OC=CCN(CCCCN(CCC=O)[Si](C)(C)C)[Si](C)(C)C2288.4Standard polar33892256
Spermine dialdehyde,4TMS,isomer #1C[Si](C)(C)OC=CCN(CCCCN(CC=CO[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2298.1Semi standard non polar33892256
Spermine dialdehyde,4TMS,isomer #1C[Si](C)(C)OC=CCN(CCCCN(CC=CO[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2399.3Standard non polar33892256
Spermine dialdehyde,4TMS,isomer #1C[Si](C)(C)OC=CCN(CCCCN(CC=CO[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2326.5Standard polar33892256
Spermine dialdehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCNCCCCNCCC=O2217.1Semi standard non polar33892256
Spermine dialdehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCNCCCCNCCC=O2311.6Standard non polar33892256
Spermine dialdehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCNCCCCNCCC=O2621.8Standard polar33892256
Spermine dialdehyde,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCC=O)CCCCNCCC=O2246.8Semi standard non polar33892256
Spermine dialdehyde,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCC=O)CCCCNCCC=O2214.6Standard non polar33892256
Spermine dialdehyde,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCC=O)CCCCNCCC=O2563.6Standard polar33892256
Spermine dialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCNCCCCNCC=CO[Si](C)(C)C(C)(C)C2593.5Semi standard non polar33892256
Spermine dialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCNCCCCNCC=CO[Si](C)(C)C(C)(C)C2689.9Standard non polar33892256
Spermine dialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCNCCCCNCC=CO[Si](C)(C)C(C)(C)C2547.0Standard polar33892256
Spermine dialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=CCN(CCCCNCCC=O)[Si](C)(C)C(C)(C)C2571.2Semi standard non polar33892256
Spermine dialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=CCN(CCCCNCCC=O)[Si](C)(C)C(C)(C)C2553.1Standard non polar33892256
Spermine dialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=CCN(CCCCNCCC=O)[Si](C)(C)C(C)(C)C2481.4Standard polar33892256
Spermine dialdehyde,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=CCNCCCCN(CCC=O)[Si](C)(C)C(C)(C)C2564.0Semi standard non polar33892256
Spermine dialdehyde,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=CCNCCCCN(CCC=O)[Si](C)(C)C(C)(C)C2545.1Standard non polar33892256
Spermine dialdehyde,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=CCNCCCCN(CCC=O)[Si](C)(C)C(C)(C)C2483.8Standard polar33892256
Spermine dialdehyde,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CCC=O)CCCCN(CCC=O)[Si](C)(C)C(C)(C)C2560.1Semi standard non polar33892256
Spermine dialdehyde,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CCC=O)CCCCN(CCC=O)[Si](C)(C)C(C)(C)C2480.3Standard non polar33892256
Spermine dialdehyde,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CCC=O)CCCCN(CCC=O)[Si](C)(C)C(C)(C)C2434.3Standard polar33892256
Spermine dialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCNCCCCN(CC=CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2893.7Semi standard non polar33892256
Spermine dialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCNCCCCN(CC=CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2884.0Standard non polar33892256
Spermine dialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCNCCCCN(CC=CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2561.6Standard polar33892256
Spermine dialdehyde,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=CCN(CCCCN(CCC=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2878.9Semi standard non polar33892256
Spermine dialdehyde,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=CCN(CCCCN(CCC=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2773.8Standard non polar33892256
Spermine dialdehyde,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=CCN(CCCCN(CCC=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2491.3Standard polar33892256
Spermine dialdehyde,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCN(CCCCN(CC=CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3168.2Semi standard non polar33892256
Spermine dialdehyde,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCN(CCCCN(CC=CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3014.3Standard non polar33892256
Spermine dialdehyde,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CCN(CCCCN(CC=CO[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2594.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Spermine dialdehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-052r-9700000000-ec038d3ce96238d8afd52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Spermine dialdehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Spermine dialdehyde 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 - Spermine dialdehyde 10V, Positive-QTOFsplash10-0udi-1490000000-8fd56e3507129477e85e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 20V, Positive-QTOFsplash10-0a4i-9510000000-439d05be787ca2401b412017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 40V, Positive-QTOFsplash10-0a4i-9100000000-02c3c2824050f06e05b12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 10V, Negative-QTOFsplash10-0002-0900000000-2f5b263dd6b003de04582017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 20V, Negative-QTOFsplash10-0005-1900000000-d3bef112670725f4b0682017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 40V, Negative-QTOFsplash10-000f-9100000000-140228744704a1f7b10b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 10V, Positive-QTOFsplash10-004j-9720000000-e0605a7015b6286407102021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 20V, Positive-QTOFsplash10-0560-9400000000-834c0f5961f6488b29fb2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 40V, Positive-QTOFsplash10-0a4i-9100000000-60dc8034e0f14240311c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 10V, Negative-QTOFsplash10-0002-0900000000-63cf0d5b5fdad45922962021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 20V, Negative-QTOFsplash10-0002-0900000000-c77a9bcbfd88e0c862fa2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Spermine dialdehyde 40V, Negative-QTOFsplash10-0006-9100000000-a6482f849e29d3cb96a52021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart 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 IDFDB029285
KNApSAcK IDNot Available
Chemspider ID188393
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound217390
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 References
  1. Lau C, Wang E, Ishaque A, Jones K, Wong B, Kimsto L, Conant J: Spermine dialdehyde, a novel ex vivo purging agent for both allogenic and autologous bone marrow transplantations. Int J Immunopharmacol. 1992 Aug;14(6):1081-91. [PubMed:1428363 ]