Hmdb loader
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:39 UTC
Update Date2023-05-30 20:55:57 UTC
HMDB IDHMDB0002172
Secondary Accession Numbers
  • HMDB02172
Metabolite Identification
Common NameN1,N12-Diacetylspermine
DescriptionN1,N12-Diacetylspermine, also known as daspm, 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). N1,N12-Diacetylspermine exists in all living organisms, ranging from bacteria to humans. N1,N12-Diacetylspermine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make N1,N12-diacetylspermine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on N1,N12-Diacetylspermine.
Structure
Data?1582752233
Synonyms
ValueSource
DASpmChEBI
N',n''-diacetylspermineMeSH, HMDB
DiacetylspermineMeSH, HMDB
N1,N12-DiacetylspermineChEBI
Chemical FormulaC14H30N4O2
Average Molecular Weight286.4136
Monoisotopic Molecular Weight286.236876224
IUPAC NameN-[3-({4-[(3-acetamidopropyl)amino]butyl}amino)propyl]acetamide
Traditional NameN(1),N(12)-diacetylspermine
CAS Registry Number61345-83-3
SMILES
CC(=O)NCCCNCCCCNCCCNC(C)=O
InChI Identifier
InChI=1S/C14H30N4O2/c1-13(19)17-11-5-9-15-7-3-4-8-16-10-6-12-18-14(2)20/h15-16H,3-12H2,1-2H3,(H,17,19)(H,18,20)
InChI KeyNPDTUDWGJMBVEP-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
  • Secondary amine
  • Secondary aliphatic amine
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot 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 Solubility0.11 g/LALOGPS
logP-0.18ALOGPS
logP-1.8ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)15.99ChemAxon
pKa (Strongest Basic)10.78ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area82.26 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity81.45 m³·mol⁻¹ChemAxon
Polarizability35.39 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]+168.28131661259
DarkChem[M-H]-163.66431661259
DeepCCS[M+H]+165.14830932474
DeepCCS[M-H]-162.35830932474
DeepCCS[M-2H]-198.10630932474
DeepCCS[M+Na]+173.75230932474
AllCCS[M+H]+170.732859911
AllCCS[M+H-H2O]+168.032859911
AllCCS[M+NH4]+173.232859911
AllCCS[M+Na]+173.932859911
AllCCS[M-H]-174.232859911
AllCCS[M+Na-2H]-175.232859911
AllCCS[M+HCOO]-176.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N1,N12-DiacetylspermineCC(=O)NCCCNCCCCNCCCNC(C)=O3515.2Standard polar33892256
N1,N12-DiacetylspermineCC(=O)NCCCNCCCCNCCCNC(C)=O2692.7Standard non polar33892256
N1,N12-DiacetylspermineCC(=O)NCCCNCCCCNCCCNC(C)=O2757.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N1,N12-Diacetylspermine,1TMS,isomer #1CC(=O)NCCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C2726.7Semi standard non polar33892256
N1,N12-Diacetylspermine,1TMS,isomer #1CC(=O)NCCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C2801.6Standard non polar33892256
N1,N12-Diacetylspermine,1TMS,isomer #1CC(=O)NCCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C3637.4Standard polar33892256
N1,N12-Diacetylspermine,1TMS,isomer #2CC(=O)NCCCNCCCCN(CCCNC(C)=O)[Si](C)(C)C2821.5Semi standard non polar33892256
N1,N12-Diacetylspermine,1TMS,isomer #2CC(=O)NCCCNCCCCN(CCCNC(C)=O)[Si](C)(C)C2720.6Standard non polar33892256
N1,N12-Diacetylspermine,1TMS,isomer #2CC(=O)NCCCNCCCCN(CCCNC(C)=O)[Si](C)(C)C3804.8Standard polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #1CC(=O)N(CCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C2621.5Semi standard non polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #1CC(=O)N(CCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C2875.8Standard non polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #1CC(=O)N(CCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C3134.2Standard polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #2CC(=O)NCCCN(CCCCNCCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C2760.0Semi standard non polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #2CC(=O)NCCCN(CCCCNCCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C2819.6Standard non polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #2CC(=O)NCCCN(CCCCNCCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C3324.8Standard polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #3CC(=O)NCCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C2795.9Semi standard non polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #3CC(=O)NCCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C2824.5Standard non polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #3CC(=O)NCCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C3333.3Standard polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #4CC(=O)NCCCN(CCCCN(CCCNC(C)=O)[Si](C)(C)C)[Si](C)(C)C2907.8Semi standard non polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #4CC(=O)NCCCN(CCCCN(CCCNC(C)=O)[Si](C)(C)C)[Si](C)(C)C2792.0Standard non polar33892256
N1,N12-Diacetylspermine,2TMS,isomer #4CC(=O)NCCCN(CCCCN(CCCNC(C)=O)[Si](C)(C)C)[Si](C)(C)C3506.5Standard polar33892256
N1,N12-Diacetylspermine,3TMS,isomer #1CC(=O)N(CCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2720.1Semi standard non polar33892256
N1,N12-Diacetylspermine,3TMS,isomer #1CC(=O)N(CCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2894.9Standard non polar33892256
N1,N12-Diacetylspermine,3TMS,isomer #1CC(=O)N(CCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2990.0Standard polar33892256
N1,N12-Diacetylspermine,3TMS,isomer #2CC(=O)NCCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2879.7Semi standard non polar33892256
N1,N12-Diacetylspermine,3TMS,isomer #2CC(=O)NCCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2896.0Standard non polar33892256
N1,N12-Diacetylspermine,3TMS,isomer #2CC(=O)NCCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C3144.2Standard polar33892256
N1,N12-Diacetylspermine,4TMS,isomer #1CC(=O)N(CCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2851.4Semi standard non polar33892256
N1,N12-Diacetylspermine,4TMS,isomer #1CC(=O)N(CCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2936.7Standard non polar33892256
N1,N12-Diacetylspermine,4TMS,isomer #1CC(=O)N(CCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2897.6Standard polar33892256
N1,N12-Diacetylspermine,1TBDMS,isomer #1CC(=O)NCCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C(C)(C)C2948.7Semi standard non polar33892256
N1,N12-Diacetylspermine,1TBDMS,isomer #1CC(=O)NCCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C(C)(C)C3010.5Standard non polar33892256
N1,N12-Diacetylspermine,1TBDMS,isomer #1CC(=O)NCCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C(C)(C)C3553.6Standard polar33892256
N1,N12-Diacetylspermine,1TBDMS,isomer #2CC(=O)NCCCNCCCCN(CCCNC(C)=O)[Si](C)(C)C(C)(C)C3076.6Semi standard non polar33892256
N1,N12-Diacetylspermine,1TBDMS,isomer #2CC(=O)NCCCNCCCCN(CCCNC(C)=O)[Si](C)(C)C(C)(C)C2943.0Standard non polar33892256
N1,N12-Diacetylspermine,1TBDMS,isomer #2CC(=O)NCCCNCCCCN(CCCNC(C)=O)[Si](C)(C)C(C)(C)C3728.3Standard polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #1CC(=O)N(CCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3091.2Semi standard non polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #1CC(=O)N(CCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3244.1Standard non polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #1CC(=O)N(CCCNCCCCNCCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3185.2Standard polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #2CC(=O)NCCCN(CCCCNCCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3243.8Semi standard non polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #2CC(=O)NCCCN(CCCCNCCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3190.4Standard non polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #2CC(=O)NCCCN(CCCCNCCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3313.1Standard polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #3CC(=O)NCCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3277.8Semi standard non polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #3CC(=O)NCCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3197.7Standard non polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #3CC(=O)NCCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3319.3Standard polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #4CC(=O)NCCCN(CCCCN(CCCNC(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3405.0Semi standard non polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #4CC(=O)NCCCN(CCCCN(CCCNC(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3158.3Standard non polar33892256
N1,N12-Diacetylspermine,2TBDMS,isomer #4CC(=O)NCCCN(CCCCN(CCCNC(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3451.9Standard polar33892256
N1,N12-Diacetylspermine,3TBDMS,isomer #1CC(=O)N(CCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3419.3Semi standard non polar33892256
N1,N12-Diacetylspermine,3TBDMS,isomer #1CC(=O)N(CCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3403.9Standard non polar33892256
N1,N12-Diacetylspermine,3TBDMS,isomer #1CC(=O)N(CCCNCCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3209.6Standard polar33892256
N1,N12-Diacetylspermine,3TBDMS,isomer #2CC(=O)NCCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3585.7Semi standard non polar33892256
N1,N12-Diacetylspermine,3TBDMS,isomer #2CC(=O)NCCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3384.0Standard non polar33892256
N1,N12-Diacetylspermine,3TBDMS,isomer #2CC(=O)NCCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3302.6Standard polar33892256
N1,N12-Diacetylspermine,4TBDMS,isomer #1CC(=O)N(CCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3750.2Semi standard non polar33892256
N1,N12-Diacetylspermine,4TBDMS,isomer #1CC(=O)N(CCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3554.3Standard non polar33892256
N1,N12-Diacetylspermine,4TBDMS,isomer #1CC(=O)N(CCCN(CCCCN(CCCN(C(C)=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3213.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N1,N12-Diacetylspermine GC-MS (Non-derivatized) - 70eV, Positivesplash10-004l-4920000000-84c179f5f61cc75a6d582017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N1,N12-Diacetylspermine 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 - N1,N12-Diacetylspermine 10V, Positive-QTOFsplash10-000j-1290000000-204fd298d8648eb559fa2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 20V, Positive-QTOFsplash10-0ufs-5980000000-6a3574952b41f068c5f82015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 40V, Positive-QTOFsplash10-0596-8900000000-64c9b2e7b01bf25fd8be2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 10V, Negative-QTOFsplash10-000i-1090000000-59a2a54cb8b30d5401e72015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 20V, Negative-QTOFsplash10-052u-4190000000-a343244608f9fef3983c2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 40V, Negative-QTOFsplash10-0a4l-9000000000-a6138905f79c3078381e2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 10V, Negative-QTOFsplash10-000i-0090000000-6caeb5b47873619929902021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 20V, Negative-QTOFsplash10-052u-1090000000-dbc8a2e936f1f9f9a1082021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 40V, Negative-QTOFsplash10-052f-9300000000-8fba59d5dec71d28e6902021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 10V, Positive-QTOFsplash10-0079-0590000000-c1446e47bdafc61b1a2e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 20V, Positive-QTOFsplash10-0uy1-0490000000-07ac0154a9c372d1e40e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N1,N12-Diacetylspermine 40V, Positive-QTOFsplash10-0udi-5900000000-1fb6059d75a9d36f73522021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.006 +/- 0.006 umol/mmol creatinineAdult (>18 years old)BothNot Available details
UrineDetected and Quantified0.37-3.11 umol/mmol creatinineNewborn (0-30 days old)BothNormal details
UrineDetected and Quantified1.02 +/- 0.51 umol/mmol creatinineNewborn (0-30 days old)FemaleNormal details
UrineDetected and Quantified1.03 +/- 0.64 umol/mmol creatinineNewborn (0-30 days old)MaleNormal details
UrineDetected and Quantified2.29 (1.16-3.10) umol/mmol creatinineNewborn (0-30 days old)Both
Normal
    • Analysis of 40 NI...
details
UrineDetected and Quantified0.00679 (0.000 -0.0260) umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothLeukemia details
UrineDetected and Quantified0.268 +/- 0.166 umol/mmol creatinineAdult (>18 years old)BothLeukemia details
Associated Disorders and Diseases
Disease References
Leukemia
  1. Lee SH, Suh JW, Chung BC, Kim SO: Polyamine profiles in the urine of patients with leukemia. Cancer Lett. 1998 Jan 9;122(1-2):1-8. [PubMed:9464484 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022884
KNApSAcK IDNot Available
Chemspider ID117134
KEGG Compound IDC03413
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6525
PubChem Compound132680
PDB IDNot Available
ChEBI ID28101
Food Biomarker OntologyNot Available
VMH IDC03413
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. van den Berg GA, Muskiet FA, Kingma AW, van der Slik W, Halie MR: Simultaneous gas-chromatographic determination of free and acetyl-conjugated polyamines in urine. Clin Chem. 1986 Oct;32(10):1930-7. [PubMed:3757213 ]
  2. Hiramatsu K, Sugimoto M, Kamei S, Hoshino M, Kinoshita K, Iwasaki K, Kawakita M: Determination of amounts of polyamines excreted in urine: demonstration of N1,N8-diacetylspermidine and N1,N12-diacetylspermine as components commonly occurring in normal human urine. J Biochem. 1995 Jan;117(1):107-12. [PubMed:7775374 ]
  3. Enjoji M, Kotoh K, Nakamuta M: [Factors affecting the increase of urinary diacetylspermine levels : a study in patients with liver diseases]. Rinsho Byori. 2006 Feb;54(2):126-31. [PubMed:16548232 ]
  4. Shimpo K, Chihara T, Hibiya M, Ito S, Nagatsu T: [Amines and pteridines]. Nihon Rinsho. 1996 Jun;54(6):1515-20. [PubMed:8691603 ]
  5. Hiramatsu K, Takahashi K, Yamaguchi T, Matsumoto H, Miyamoto H, Tanaka S, Tanaka C, Tamamori Y, Imajo M, Kawaguchi M, Toi M, Mori T, Kawakita M: N(1),N(12)-Diacetylspermine as a sensitive and specific novel marker for early- and late-stage colorectal and breast cancers. Clin Cancer Res. 2005 Apr 15;11(8):2986-90. [PubMed:15837752 ]
  6. Hiramatsu K, Sugimoto M, Kamei S, Hoshino M, Kinoshita K, Iwasaki K, Kawakita M: Diagnostic and prognostic usefulness of N1,N8-diacetylspermidine and N1,N12-diacetylspermine in urine as novel markers of malignancy. J Cancer Res Clin Oncol. 1997;123(10):539-45. [PubMed:9393587 ]
  7. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

General function:
Amino acid transport and metabolism
Specific function:
Flavoenzyme which catalyzes the oxidation of N(1)-acetylspermine to spermidine and is thus involved in the polyamine back-conversion. Can also oxidize N(1)-acetylspermidine to putrescine. Substrate specificity: N(1)-acetylspermine = N(1)-acetylspermidine > N(1),N(12)-diacylspermine >> spermine. Does not oxidize spermidine. Plays an important role in the regulation of polyamine intracellular concentration and has the potential to act as a determinant of cellular sensitivity to the antitumor polyamine analogs.
Gene Name:
PAOX
Uniprot ID:
Q6QHF9
Molecular weight:
55512.64
Reactions
N1,N12-Diacetylspermine + Oxygen + Water → N1-Acetylspermidine + 3-Acetamidobutanal + Hydrogen peroxidedetails