AFCDB: Putrescine (FDB001494)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:59 UTC

Update date

2020-09-17 15:38:56 UTC

Primary ID

FDB001494

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Putrescine

Description

Putrescine, also known as 1,4-butanediamine or 1,4-diaminobutane, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Putrescine is a very strong basic compound (based on its pKa). Putrescine exists in all living species, ranging from bacteria to humans. S-adenosylmethioninamine and putrescine can be converted into 5'-methylthioadenosine and spermidine through the action of the enzyme spermidine synthase. In humans, putrescine is involved in the metabolic disorder called hypermethioninemia. Outside of the human body, Putrescine is found, on average, in the highest concentration within a few different foods, such as grape wines, wheats, and barley and in a lower concentration in dills, turnips, and carrots. Putrescine has also been detected, but not quantified in, several different foods, such as chestnuts, cardamoms, tinda, apples, and asian pears. This could make putrescine a potential biomarker for the consumption of these foods. Putrescine is a potentially toxic compound.

CAS Number

110-60-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	236 g/L	ALOGPS
logP	-0.98	ALOGPS
logP	-0.85	ChemAxon
logS	0.43	ALOGPS
pKa (Strongest Basic)	10.51	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.04 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	27.38 m³·mol⁻¹	ChemAxon
Polarizability	11.07 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

Chemical Formula

C4H12N2

IUPAC name

butane-1,4-diamine

InChI Identifier

InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2

InChI Key

KIDHWZJUCRJVML-UHFFFAOYSA-N

Isomeric SMILES

NCCCCN

Average Molecular Weight

88.1515

Monoisotopic Molecular Weight

88.100048394

Classification

Description

Belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Monoalkylamines

Alternative Parents

Substituents

Organopnictogen compound
Hydrocarbon derivative
Primary aliphatic amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alkane-alpha,omega-diamine (CHEBI:17148 )
Biogenic amines (C00134 )
an aliphatic α,ω-diamine (PUTRESCINE )

Ontology

Dermal

Enteral:

Ingestion

Source:

Biological location:

Process

Naturally occurring process:

Biological process:

Biochemical pathway:

Pancreatic cancer

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

Rna component

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	27.5 oC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	-0.70	SANGSTER (1994)
Experimental pKa	10.8
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-001i-9000000000-2b410aa72c9bb951a79d	2014-09-20	View Spectrum
GC-MS	Putrescine, 4 TMS, GC-MS Spectrum	splash10-00di-1910000000-5694141cafbe39951441	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-1900000000-eeb4354250406805ebe6	Spectrum
GC-MS	Putrescine, 4 TMS, GC-MS Spectrum	splash10-00di-8910000000-af71049ab8358b0042ff	Spectrum
GC-MS	Putrescine, 2 TMS, GC-MS Spectrum	splash10-00di-8900000000-0ba23327cabd9b2815f5	Spectrum
GC-MS	Putrescine, 3 TMS, GC-MS Spectrum	splash10-00di-2900000000-234e1b62f4e830226779	Spectrum
GC-MS	Putrescine, 4 TMS, GC-MS Spectrum	splash10-00di-1900000000-e29f1004e27fcb9cfe7b	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-224d3a5d3fbe7e1c6bd4	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-001i-9000000000-5759f91b24f2e27cc466	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-9000000000-226a78b715ff64ec7067	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-1910000000-5694141cafbe39951441	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-1900000000-eeb4354250406805ebe6	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-8910000000-af71049ab8358b0042ff	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-8900000000-0ba23327cabd9b2815f5	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-2900000000-234e1b62f4e830226779	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-1900000000-e29f1004e27fcb9cfe7b	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-8900000000-0ba23327cabd9b2815f5	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-2900000000-234e1b62f4e830226779	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-1900000000-e29f1004e27fcb9cfe7b	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-1900000000-6861f65288867dab7690	Spectrum
GC-MS	Putrescine, non-derivatized, GC-MS Spectrum	splash10-00di-2900000000-7923303f8f970b8d2dd6	Spectrum
Predicted GC-MS	Putrescine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-9000000000-4d1729dd236ab6f44cd9	Spectrum
Predicted GC-MS	Putrescine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00di-9000000000-f718a117761c1c7ea80d	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00di-9000000000-47752c8c65e2d83e78fb	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-00du-9000000000-3603b20551e892ad6c5e	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positive	splash10-001i-9000000000-224d3a5d3fbe7e1c6bd4	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-001i-9000000000-5759f91b24f2e27cc466	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - CI-B (HITACHI M-80) , Positive	splash10-00di-9000000000-226a78b715ff64ec7067	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-00dr-9000000000-0b342438cba3ac71bccb	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-00di-9000000000-8add450cd915232f7353	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-00di-9000000000-7a496471bdf7e391fdc8	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-00di-9000000000-84da87b521647b4f42ab	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-001l-9000000000-3ca1e2cd5a7e125ac52e	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-000i-9000000000-830221d5ea74a91c32e1	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00dr-9000000000-0b342438cba3ac71bccb	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00di-9000000000-8add450cd915232f7353	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00di-9000000000-7a496471bdf7e391fdc8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00di-9000000000-84da87b521647b4f42ab	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001l-9000000000-3ca1e2cd5a7e125ac52e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-9000000000-830221d5ea74a91c32e1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-00dl-9000000000-81dccfb50af8f3631f9b	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0079-9000000000-896934367d7bc245c8b3	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05g0-9000000000-96d51f0aa46b0ab332d0	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-de02b50a4b8a279875e4	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-73c448854a91ad5a9644	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-c600a93b8d737a254884	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-059f-9000000000-ce7ae61a17ef7cb9b2c2	2015-05-27	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)	Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

17148

Phenol-Explorer ID

Not Available

DrugBank ID

DB01917

HMDB ID

HMDB01414

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

BIGG ID

KNApSAcK ID

HET ID

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Putrescine

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
antioxidant	22586	A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.	CHEBI

Enzymes

Name	Gene Name	UniProt ID
Glycine amidinotransferase, mitochondrial	GATM	P50440
Histidine decarboxylase	HDC	P19113
Spermidine synthase	SRM	P19623
Diamine acetyltransferase 2	SAT2	Q96F10
Diamine acetyltransferase 1	SAT1	P21673
Spermine synthase	SMS	P52788
S-methyl-5'-thioadenosine phosphorylase	MTAP	Q13126
Ornithine decarboxylase	ODC1	P11926
Ornithine decarboxylase antizyme 1	OAZ1	P54368

Pathways

Name	SMPDB Link	KEGG Link
Methionine Metabolism	SMP00033	map00270
Spermidine and Spermine Biosynthesis	SMP00445	Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

Putrescine (FDB001494)

Structure for FDB001494 (Putrescine)