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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:34 UTC
Update Date2021-09-07 16:45:32 UTC
HMDB IDHMDB0002064
Secondary Accession Numbers
  • HMDB0060268
  • HMDB02064
  • HMDB60268
Metabolite Identification
Common NameN-Acetylputrescine
DescriptionN-Acetylputrescine is a polyamine commonly occurring excreted in normal human urine (PMID 7775374 ). N-Acetylputrescine is the most abundant of all polyamines both in normal individuals and in patients with leukemia (PMID 9464484 ). N-Acetylputrescine is the N-acetylated form of the naturally occurring polyamine called putrescine. The N-acetylation is mediated by the enzyme diamine N-acetyltransferase. Putrescine is related to cadaverine (another polyamine). Both are produced by the breakdown of amino acids in living and dead organisms and both are toxic in large doses. Putrescine and cadaverine are largely responsible for the foul odor of putrefying flesh, but also contribute to the odor of such processes as bad breath and bacterial vaginosis. Putrescine is also found in semen. Putrescine attacks s-adenosyl methionine and converts it to spermidine. Spermidine in turn attacks another s-adenosyl methionine and converts it to spermine. Putrescine is synthesized in small quantities by healthy living cells by the action of ornithine decarboxylase. N-Acetylputrescine can be found in Corynebacterium as well (PMID:25919117 ).
Structure
Data?1582752226
Synonyms
ValueSource
AcetylputrescineHMDB
MonoacetylputrescineHMDB
N-(4-Aminobutyl)acetamideHMDB
N-Acetylputrescine monohydrochlorideHMDB
Chemical FormulaC6H14N2O
Average Molecular Weight130.1882
Monoisotopic Molecular Weight130.11061308
IUPAC NameN-(4-aminobutyl)acetamide
Traditional Nameacetylputrescine
CAS Registry Number18233-70-0
SMILES
CC(=O)NCCCCN
InChI Identifier
InChI=1S/C6H14N2O/c1-6(9)8-5-3-2-4-7/h2-5,7H2,1H3,(H,8,9)
InChI KeyKLZGKIDSEJWEDW-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
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg127.21830932474
[M+H]+Baker131.730932474
[M+H]+MetCCS_train_pos128.34230932474
[M-H]-Not Available127.218http://allccs.zhulab.cn/database/detail?ID=AllCCS00000049
[M+H]+Not Available129.1http://allccs.zhulab.cn/database/detail?ID=AllCCS00000049
Predicted Molecular Properties
PropertyValueSource
Water Solubility141 g/LALOGPS
logP10(-0.84) g/LALOGPS
logP10(-1) g/LChemAxon
logS10(0.04) g/LALOGPS
pKa (Strongest Acidic)16.48ChemAxon
pKa (Strongest Basic)9.9ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area55.12 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity36.82 m³·mol⁻¹ChemAxon
Polarizability15.28 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]+128.01831661259
DarkChem[M-H]-124.70431661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-AcetylputrescineCC(=O)NCCCCN2067.0Standard polar33892256
N-AcetylputrescineCC(=O)NCCCCN1335.4Standard non polar33892256
N-AcetylputrescineCC(=O)NCCCCN1302.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-Acetylputrescine,1TMS,isomer #1CC(=O)NCCCCN[Si](C)(C)C1531.8Semi standard non polar33892256
N-Acetylputrescine,1TMS,isomer #1CC(=O)NCCCCN[Si](C)(C)C1465.4Standard non polar33892256
N-Acetylputrescine,1TMS,isomer #1CC(=O)NCCCCN[Si](C)(C)C2008.1Standard polar33892256
N-Acetylputrescine,1TMS,isomer #2CC(=O)N(CCCCN)[Si](C)(C)C1384.5Semi standard non polar33892256
N-Acetylputrescine,1TMS,isomer #2CC(=O)N(CCCCN)[Si](C)(C)C1456.7Standard non polar33892256
N-Acetylputrescine,1TMS,isomer #2CC(=O)N(CCCCN)[Si](C)(C)C2182.8Standard polar33892256
N-Acetylputrescine,2TMS,isomer #1CC(=O)N(CCCCN[Si](C)(C)C)[Si](C)(C)C1488.9Semi standard non polar33892256
N-Acetylputrescine,2TMS,isomer #1CC(=O)N(CCCCN[Si](C)(C)C)[Si](C)(C)C1678.7Standard non polar33892256
N-Acetylputrescine,2TMS,isomer #1CC(=O)N(CCCCN[Si](C)(C)C)[Si](C)(C)C1678.7Standard polar33892256
N-Acetylputrescine,2TMS,isomer #2CC(=O)NCCCCN([Si](C)(C)C)[Si](C)(C)C1752.9Semi standard non polar33892256
N-Acetylputrescine,2TMS,isomer #2CC(=O)NCCCCN([Si](C)(C)C)[Si](C)(C)C1656.5Standard non polar33892256
N-Acetylputrescine,2TMS,isomer #2CC(=O)NCCCCN([Si](C)(C)C)[Si](C)(C)C1907.1Standard polar33892256
N-Acetylputrescine,3TMS,isomer #1CC(=O)N(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1735.8Semi standard non polar33892256
N-Acetylputrescine,3TMS,isomer #1CC(=O)N(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1818.8Standard non polar33892256
N-Acetylputrescine,3TMS,isomer #1CC(=O)N(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1683.7Standard polar33892256
N-Acetylputrescine,1TBDMS,isomer #1CC(=O)NCCCCN[Si](C)(C)C(C)(C)C1786.2Semi standard non polar33892256
N-Acetylputrescine,1TBDMS,isomer #1CC(=O)NCCCCN[Si](C)(C)C(C)(C)C1676.9Standard non polar33892256
N-Acetylputrescine,1TBDMS,isomer #1CC(=O)NCCCCN[Si](C)(C)C(C)(C)C2058.5Standard polar33892256
N-Acetylputrescine,1TBDMS,isomer #2CC(=O)N(CCCCN)[Si](C)(C)C(C)(C)C1595.0Semi standard non polar33892256
N-Acetylputrescine,1TBDMS,isomer #2CC(=O)N(CCCCN)[Si](C)(C)C(C)(C)C1661.9Standard non polar33892256
N-Acetylputrescine,1TBDMS,isomer #2CC(=O)N(CCCCN)[Si](C)(C)C(C)(C)C2199.0Standard polar33892256
N-Acetylputrescine,2TBDMS,isomer #1CC(=O)N(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1988.4Semi standard non polar33892256
N-Acetylputrescine,2TBDMS,isomer #1CC(=O)N(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2055.7Standard non polar33892256
N-Acetylputrescine,2TBDMS,isomer #1CC(=O)N(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1910.7Standard polar33892256
N-Acetylputrescine,2TBDMS,isomer #2CC(=O)NCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2163.6Semi standard non polar33892256
N-Acetylputrescine,2TBDMS,isomer #2CC(=O)NCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2065.8Standard non polar33892256
N-Acetylputrescine,2TBDMS,isomer #2CC(=O)NCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2008.3Standard polar33892256
N-Acetylputrescine,3TBDMS,isomer #1CC(=O)N(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2363.2Semi standard non polar33892256
N-Acetylputrescine,3TBDMS,isomer #1CC(=O)N(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2381.7Standard non polar33892256
N-Acetylputrescine,3TBDMS,isomer #1CC(=O)N(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2037.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)splash10-00di-2900000000-5ce6ea5fec8a535152b12014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)splash10-00di-9700000000-99b6d1613ba71642630c2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)splash10-00di-9700000000-f5b3a7431b349387eaf42014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-MS (3 TMS)splash10-0fl9-3900000000-4e71aaf5516b6c95b4c82014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-MS (2 TMS)splash10-00dr-5900000000-7f05a246fd26bf66b4022014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Non-derivatized)splash10-00di-2900000000-5ce6ea5fec8a535152b12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Non-derivatized)splash10-00di-9700000000-99b6d1613ba71642630c2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Non-derivatized)splash10-00di-9700000000-f5b3a7431b349387eaf42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized)splash10-0fl9-3900000000-4e71aaf5516b6c95b4c82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized)splash10-00dr-5900000000-7f05a246fd26bf66b4022017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized)splash10-0fl9-3900000000-4e71aaf5516b6c95b4c82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized)splash10-00dr-5900000000-7f05a246fd26bf66b4022017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-8aea84b2256cb4c80b282016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Acetylputrescine 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 - N-Acetylputrescine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-03k9-3900000000-059ca8ad6ad85938c0f92012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-00di-9000000000-9dc7efc6c0f52e2a16222012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-00di-9100000000-cf5d10d7ed6eaebc64172012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-001i-0900000000-409c4453575d652233d42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-0229-9700000000-128ded2b5a97118c2d5d2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-00di-9000000000-170cecf2246d1432d9b12012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-00di-9000000000-4921ba95eaa0b725f1e92012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-00dl-9000000000-6822cd785ae4293a429c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-03k9-4900000000-bee7a2928577d361331e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOFsplash10-001i-0900000000-409c4453575d652233d42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOFsplash10-0229-9700000000-128ded2b5a97118c2d5d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOFsplash10-00di-9000000000-170cecf2246d1432d9b12017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOFsplash10-00di-9000000000-4921ba95eaa0b725f1e92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOFsplash10-00dl-9000000000-6822cd785ae4293a429c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QTOF , positive-QTOFsplash10-03k9-4900000000-bee7a2928577d361331e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine , positive-QTOFsplash10-014i-3900000000-4c6930587dbe03729b9c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine 0V, Positive-QTOFsplash10-01q9-0900000000-9782f79bcff20398ee5e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine 30V, Positive-QTOFsplash10-00dl-9000000000-005452a2f31ffdc3b2f52021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Acetylputrescine 40V, Negative-QTOFsplash10-000i-9000000000-2615125feb868f3112f32021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylputrescine 10V, Positive-QTOFsplash10-01q0-9600000000-b7657fac110a60062e9b2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylputrescine 20V, Positive-QTOFsplash10-0079-9000000000-9489cb75eca41b783e8e2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylputrescine 40V, Positive-QTOFsplash10-0abc-9000000000-4d6f44ed73fd53b377952016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylputrescine 10V, Negative-QTOFsplash10-004i-5900000000-f9c8118634ba3d7bb53c2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylputrescine 20V, Negative-QTOFsplash10-000i-9200000000-7baa5995e911a5894fd32016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylputrescine 40V, Negative-QTOFsplash10-052f-9000000000-2afae62bc174322055562016-09-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
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
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected and Quantified5.06 +/- 7.64 uMAdult (>18 years old)Male
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified1.04 +/- 0.694 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
UrineDetected and Quantified1.18 (0.58-2.25) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.827 +/- 0.615 umol/mmol creatinineAdult (>18 years old)BothNot Available details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified1.2 +/- 0.079 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.5 (0.4-0.7) umol/mmol creatinineAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothLeukemia details
UrineDetected and Quantified2.66 +/- 1.45 umol/mmol creatinineAdult (>18 years old)BothLeukemia details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
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 IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022827
KNApSAcK IDNot Available
Chemspider ID109095
KEGG Compound IDC02714
BioCyc IDCPD-569
BiGG ID1445791
Wikipedia LinkNot Available
METLIN ID3252
PubChem Compound122356
PDB IDNot Available
ChEBI ID17768
Food Biomarker OntologyNot Available
VMH IDAPRUT
MarkerDB IDMDB00000373
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  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 ]
  2. Loser C, Folsch UR, Paprotny C, Creutzfeldt W: Polyamines in colorectal cancer. Evaluation of polyamine concentrations in the colon tissue, serum, and urine of 50 patients with colorectal cancer. Cancer. 1990 Feb 15;65(4):958-66. [PubMed:2297664 ]
  3. Abdel-Monem MM, Ohno K: Polyamine metabolism I: Synthesis of dansyl derivatives of N-(monoaminoalkyl)- and N-(polyaminoalkyl)acetamides and elucidation in urine of a cancer patient. J Pharm Sci. 1977 Aug;66(8):1089-94. [PubMed:197226 ]
  4. 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 ]
  5. Hiramatsu K, Kamei S, Sugimoto M, Kinoshita K, Iwasaki K, Kawakita M: An improved method of determining free and acetylated polyamines by HPLC involving an enzyme reactor and an electrochemical detector. J Biochem. 1994 Mar;115(3):584-9. [PubMed:8056776 ]
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Enzymes

General function:
Involved in N-acetyltransferase activity
Specific function:
Enzyme which catalyzes the acetylation of polyamines. Substrate specificity: norspermidine > spermidine = spermine >> N(1)acetylspermine = putrescine.
Gene Name:
SAT2
Uniprot ID:
Q96F10
Molecular weight:
19154.905
Reactions
Acetyl-CoA + Putrescine → Coenzyme A + N-Acetylputrescinedetails
General function:
Involved in N-acetyltransferase activity
Specific function:
Enzyme which catalyzes the acetylation of polyamines. Substrate specificity: norspermidine = spermidine >> spermine > N(1)-acetylspermine > putrescine. This highly regulated enzyme allows a fine attenuation of the intracellular concentration of polyamines. Also involved in the regulation of polyamine transport out of cells. Acts on 1,3-diaminopropane, 1,5-diaminopentane, putrescine, spermidine (forming N(1)- and N(8)-acetylspermidine), spermine, N(1)-acetylspermidine and N(8)-acetylspermidine.
Gene Name:
SAT1
Uniprot ID:
P21673
Molecular weight:
20023.8
Reactions
Acetyl-CoA + Putrescine → Coenzyme A + N-Acetylputrescinedetails
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOB preferentially degrades benzylamine and phenylethylamine.
Gene Name:
MAOB
Uniprot ID:
P27338
Molecular weight:
58762.475
Reactions
N-Acetylputrescine + Water + Oxygen → N4-Acetylaminobutanal + Ammonia + Hydrogen peroxidedetails
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine.
Gene Name:
MAOA
Uniprot ID:
P21397
Molecular weight:
59681.27
Reactions
N-Acetylputrescine + Water + Oxygen → N4-Acetylaminobutanal + Ammonia + Hydrogen peroxidedetails