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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:34 UTC

Update Date

2023-05-30 20:55:58 UTC

HMDB ID

HMDB0002064

Secondary Accession Numbers

HMDB0060268
HMDB02064
HMDB60268

Metabolite Identification

Common Name

N-Acetylputrescine

Description

N-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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View Stereo Labels

Synonyms

Value	Source
Acetylputrescine	HMDB
Monoacetylputrescine	HMDB
N-(4-Aminobutyl)acetamide	HMDB
N-Acetylputrescine monohydrochloride	HMDB

Chemical Formula

C₆H₁₄N₂O

Average Molecular Weight

130.1882

Monoisotopic Molecular Weight

130.11061308

IUPAC Name

N-(4-aminobutyl)acetamide

Traditional Name

acetylputrescine

CAS Registry Number

18233-70-0

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 Key

KLZGKIDSEJWEDW-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).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic 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 Framework

Aliphatic acyclic compounds

External Descriptors

N-substituted putrescine (CHEBI:17768 )
N-monoacetylalkane-alpha,omega-diamine (CHEBI:17768 )
an aliphatic <i>N</i>-acetyl-diamine (CPD-569 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (HMDB: HMDB0060268)
Blood (HMDB: HMDB0060268)

Excreta

Biofluid or Excreta

Feces (HMDB: HMDB0060268)
Urine (HMDB: HMDB0060268)

Cellular substructure

Cytoplasm (HMDB: HMDB0060268)

Source

Endogenous

Endogenous (HMDB: HMDB0060268)

Microbe

Microbe (HMDB: HMDB0060268)
Corynebacterium glutamicum (HMDB: HMDB0060268)

Exogenous

Exogenous (HMDB: HMDB0060268)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	127.218	30932474
[M+H]+	Baker	131.7	30932474
[M+H]+	MetCCS_train_pos	128.342	30932474
[M-H]-	Not Available	127.218	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000049
[M+H]+	Not Available	129.1	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000049

Predicted Molecular Properties

Property	Value	Source
Water Solubility	141 g/L	ALOGPS
logP	-0.84	ALOGPS
logP	-1	ChemAxon
logS	0.04	ALOGPS
pKa (Strongest Acidic)	16.48	ChemAxon
pKa (Strongest Basic)	9.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	36.82 m³·mol⁻¹	ChemAxon
Polarizability	15.28 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	128.018	31661259
DarkChem	[M-H]-	124.704	31661259
DeepCCS	[M+H]+	130.337	30932474
DeepCCS	[M-H]-	127.624	30932474
DeepCCS	[M-2H]-	163.925	30932474
DeepCCS	[M+Na]+	139.296	30932474
AllCCS	[M+H]+	130.4	32859911
AllCCS	[M+H-H2O]+	126.4	32859911
AllCCS	[M+NH4]+	134.2	32859911
AllCCS	[M+Na]+	135.3	32859911
AllCCS	[M-H]-	130.7	32859911
AllCCS	[M+Na-2H]-	133.5	32859911
AllCCS	[M+HCOO]-	136.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylputrescine	CC(=O)NCCCCN	2067.0	Standard polar	33892256
N-Acetylputrescine	CC(=O)NCCCCN	1335.4	Standard non polar	33892256
N-Acetylputrescine	CC(=O)NCCCCN	1302.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylputrescine,1TMS,isomer #1	CC(=O)NCCCCN[Si](C)(C)C	1531.8	Semi standard non polar	33892256
N-Acetylputrescine,1TMS,isomer #1	CC(=O)NCCCCN[Si](C)(C)C	1465.4	Standard non polar	33892256
N-Acetylputrescine,1TMS,isomer #1	CC(=O)NCCCCN[Si](C)(C)C	2008.1	Standard polar	33892256
N-Acetylputrescine,1TMS,isomer #2	CC(=O)N(CCCCN)[Si](C)(C)C	1384.5	Semi standard non polar	33892256
N-Acetylputrescine,1TMS,isomer #2	CC(=O)N(CCCCN)[Si](C)(C)C	1456.7	Standard non polar	33892256
N-Acetylputrescine,1TMS,isomer #2	CC(=O)N(CCCCN)[Si](C)(C)C	2182.8	Standard polar	33892256
N-Acetylputrescine,2TMS,isomer #1	CC(=O)N(CCCCN[Si](C)(C)C)[Si](C)(C)C	1488.9	Semi standard non polar	33892256
N-Acetylputrescine,2TMS,isomer #1	CC(=O)N(CCCCN[Si](C)(C)C)[Si](C)(C)C	1678.7	Standard non polar	33892256
N-Acetylputrescine,2TMS,isomer #1	CC(=O)N(CCCCN[Si](C)(C)C)[Si](C)(C)C	1678.7	Standard polar	33892256
N-Acetylputrescine,2TMS,isomer #2	CC(=O)NCCCCN([Si](C)(C)C)[Si](C)(C)C	1752.9	Semi standard non polar	33892256
N-Acetylputrescine,2TMS,isomer #2	CC(=O)NCCCCN([Si](C)(C)C)[Si](C)(C)C	1656.5	Standard non polar	33892256
N-Acetylputrescine,2TMS,isomer #2	CC(=O)NCCCCN([Si](C)(C)C)[Si](C)(C)C	1907.1	Standard polar	33892256
N-Acetylputrescine,3TMS,isomer #1	CC(=O)N(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1735.8	Semi standard non polar	33892256
N-Acetylputrescine,3TMS,isomer #1	CC(=O)N(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1818.8	Standard non polar	33892256
N-Acetylputrescine,3TMS,isomer #1	CC(=O)N(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1683.7	Standard polar	33892256
N-Acetylputrescine,1TBDMS,isomer #1	CC(=O)NCCCCN[Si](C)(C)C(C)(C)C	1786.2	Semi standard non polar	33892256
N-Acetylputrescine,1TBDMS,isomer #1	CC(=O)NCCCCN[Si](C)(C)C(C)(C)C	1676.9	Standard non polar	33892256
N-Acetylputrescine,1TBDMS,isomer #1	CC(=O)NCCCCN[Si](C)(C)C(C)(C)C	2058.5	Standard polar	33892256
N-Acetylputrescine,1TBDMS,isomer #2	CC(=O)N(CCCCN)[Si](C)(C)C(C)(C)C	1595.0	Semi standard non polar	33892256
N-Acetylputrescine,1TBDMS,isomer #2	CC(=O)N(CCCCN)[Si](C)(C)C(C)(C)C	1661.9	Standard non polar	33892256
N-Acetylputrescine,1TBDMS,isomer #2	CC(=O)N(CCCCN)[Si](C)(C)C(C)(C)C	2199.0	Standard polar	33892256
N-Acetylputrescine,2TBDMS,isomer #1	CC(=O)N(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1988.4	Semi standard non polar	33892256
N-Acetylputrescine,2TBDMS,isomer #1	CC(=O)N(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2055.7	Standard non polar	33892256
N-Acetylputrescine,2TBDMS,isomer #1	CC(=O)N(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1910.7	Standard polar	33892256
N-Acetylputrescine,2TBDMS,isomer #2	CC(=O)NCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2163.6	Semi standard non polar	33892256
N-Acetylputrescine,2TBDMS,isomer #2	CC(=O)NCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2065.8	Standard non polar	33892256
N-Acetylputrescine,2TBDMS,isomer #2	CC(=O)NCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2008.3	Standard polar	33892256
N-Acetylputrescine,3TBDMS,isomer #1	CC(=O)N(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2363.2	Semi standard non polar	33892256
N-Acetylputrescine,3TBDMS,isomer #1	CC(=O)N(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2381.7	Standard non polar	33892256
N-Acetylputrescine,3TBDMS,isomer #1	CC(=O)N(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2037.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-00di-2900000000-5ce6ea5fec8a535152b1	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-00di-9700000000-99b6d1613ba71642630c	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-00di-9700000000-f5b3a7431b349387eaf4	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-MS (3 TMS)	splash10-0fl9-3900000000-4e71aaf5516b6c95b4c8	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-MS (2 TMS)	splash10-00dr-5900000000-7f05a246fd26bf66b402	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Non-derivatized)	splash10-00di-2900000000-5ce6ea5fec8a535152b1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Non-derivatized)	splash10-00di-9700000000-99b6d1613ba71642630c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-EI-TOF (Non-derivatized)	splash10-00di-9700000000-f5b3a7431b349387eaf4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized)	splash10-0fl9-3900000000-4e71aaf5516b6c95b4c8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized)	splash10-00dr-5900000000-7f05a246fd26bf66b402	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized)	splash10-0fl9-3900000000-4e71aaf5516b6c95b4c8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized)	splash10-00dr-5900000000-7f05a246fd26bf66b402	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-8aea84b2256cb4c80b28	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylputrescine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-03k9-3900000000-059ca8ad6ad85938c0f9	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-00di-9000000000-9dc7efc6c0f52e2a1622	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-00di-9100000000-cf5d10d7ed6eaebc6417	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-001i-0900000000-409c4453575d652233d4	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-0229-9700000000-128ded2b5a97118c2d5d	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-00di-9000000000-170cecf2246d1432d9b1	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-00di-9000000000-4921ba95eaa0b725f1e9	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-00dl-9000000000-6822cd785ae4293a429c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-03k9-4900000000-bee7a2928577d361331e	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOF	splash10-001i-0900000000-409c4453575d652233d4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOF	splash10-0229-9700000000-128ded2b5a97118c2d5d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOF	splash10-00di-9000000000-170cecf2246d1432d9b1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOF	splash10-00di-9000000000-4921ba95eaa0b725f1e9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QQ , positive-QTOF	splash10-00dl-9000000000-6822cd785ae4293a429c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine LC-ESI-QTOF , positive-QTOF	splash10-03k9-4900000000-bee7a2928577d361331e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine , positive-QTOF	splash10-014i-3900000000-4c6930587dbe03729b9c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine 0V, Positive-QTOF	splash10-01q9-0900000000-9782f79bcff20398ee5e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine 30V, Positive-QTOF	splash10-00dl-9000000000-005452a2f31ffdc3b2f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylputrescine 40V, Negative-QTOF	splash10-000i-9000000000-2615125feb868f3112f3	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylputrescine 10V, Positive-QTOF	splash10-01q0-9600000000-b7657fac110a60062e9b	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylputrescine 20V, Positive-QTOF	splash10-0079-9000000000-9489cb75eca41b783e8e	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylputrescine 40V, Positive-QTOF	splash10-0abc-9000000000-4d6f44ed73fd53b37795	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylputrescine 10V, Negative-QTOF	splash10-004i-5900000000-f9c8118634ba3d7bb53c	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylputrescine 20V, Negative-QTOF	splash10-000i-9200000000-7baa5995e911a5894fd3	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylputrescine 40V, Negative-QTOF	splash10-052f-9000000000-2afae62bc17432205556	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Feces
Saliva
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected and Quantified	5.06 +/- 7.64 uM	Adult (>18 years old)	Male	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.04 +/- 0.694 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Urine	Detected and Quantified	1.18 (0.58-2.25) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	3757213	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	9464484	details
Urine	Detected and Quantified	0.827 +/- 0.615 umol/mmol creatinine	Adult (>18 years old)	Both	Not Available	9464484	details
Urine	Detected and Quantified	20.14 (11.77-28.46) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Analysis of 40 NI...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	1.2 +/- 0.079 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	2315288	details
Urine	Detected and Quantified	0.5 (0.4-0.7) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Leukemia	9464484	details
Urine	Detected and Quantified	2.66 +/- 1.45 umol/mmol creatinine	Adult (>18 years old)	Both	Leukemia	9464484	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
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 ] 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 ] 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
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

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022827

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

3252

PubChem Compound

122356

PDB ID

Not Available

ChEBI ID

17768

Food Biomarker Ontology

Not Available

VMH ID

APRUT

MarkerDB ID

MDB00000373

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

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 ]
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 ]
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 ]
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 ]
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 ]
Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
Nguyen AQ, Schneider J, Reddy GK, Wendisch VF: Fermentative production of the diamine putrescine: system metabolic engineering of corynebacterium glutamicum. Metabolites. 2015 Apr 24;5(2):211-31. doi: 10.3390/metabo5020211. [PubMed:25919117 ]
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

Enzyme Details

1. Diamine acetyltransferase 2

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-Acetylputrescine	details

Enzyme Details

2. Diamine acetyltransferase 1

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-Acetylputrescine	details

Enzyme Details

3. Amine oxidase [flavin-containing] B

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 peroxide	details

Enzyme Details

4. Amine oxidase [flavin-containing] A

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 peroxide	details

Showing metabocard for N-Acetylputrescine (HMDB0002064)

MOL for HMDB0002064 (N-Acetylputrescine)

3D MOL for HMDB0002064 (N-Acetylputrescine)

3D SDF for HMDB0002064 (N-Acetylputrescine)

3D-SDF for HMDB0002064 (N-Acetylputrescine)

PDB for HMDB0002064 (N-Acetylputrescine)

3D PDB for HMDB0002064 (N-Acetylputrescine)

SMILES for HMDB0002064 (N-Acetylputrescine)

INCHI for HMDB0002064 (N-Acetylputrescine)

Structure for HMDB0002064 (N-Acetylputrescine)

3D Structure for HMDB0002064 (N-Acetylputrescine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions

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