CHEBI:17148 - putrescine

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ChEBI Name putrescine
ChEBI ID CHEBI:17148
Definition A four-carbon alkane-α,ω-diamine. It is obtained by the breakdown of amino acids and is responsible for the foul odour of putrefying flesh.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45092, CHEBI:8650, CHEBI:14972, CHEBI:26405
Supplier Information No supplier information found for this compound.
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Putrescine is an organic compound with the formula (CH2)4(NH2)2. It is a colorless solid that melts near room temperature. It is classified as a diamine. Together with cadaverine, it is largely responsible for the foul odor of putrefying flesh, but also contributes to other unpleasant odors.
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Formula C4H12N2
Net Charge 0
Average Mass 88.15150
Monoisotopic Mass 88.10005
InChI InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2
InChIKey KIDHWZJUCRJVML-UHFFFAOYSA-N
SMILES NCCCCN
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Daphnia magna (NCBI:txid35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing putrescine (CHEBI:17148) has role antioxidant (CHEBI:22586)
putrescine (CHEBI:17148) has role fundamental metabolite (CHEBI:78675)
putrescine (CHEBI:17148) is a alkane-α,ω-diamine (CHEBI:35411)
putrescine (CHEBI:17148) is conjugate base of 1,4-butanediammonium (CHEBI:326268)
Incoming γ-glutamylputrescine (CHEBI:48006) has functional parent putrescine (CHEBI:17148)
2-hydroxyputrescine (CHEBI:180907) has functional parent putrescine (CHEBI:17148)
N-(4-aminobutyl)dabigatranamide (CHEBI:73197) has functional parent putrescine (CHEBI:17148)
N-substituted putrescine (CHEBI:26406) has functional parent putrescine (CHEBI:17148)
N-butyrylputrescine (CHEBI:232519) has functional parent putrescine (CHEBI:17148)
N-isobutyrylputrescine (CHEBI:232520) has functional parent putrescine (CHEBI:17148)
1,4-butanediammonium (CHEBI:326268) is conjugate acid of putrescine (CHEBI:17148)
IUPAC Name
butane-1,4-diamine
Synonyms Sources
1,4-Butanediamine KEGG COMPOUND
1,4-butylenediamine ChemIDplus
1,4-DIAMINOBUTANE PDBeChem
1,4-tetramethylenediamine NIST Chemistry WebBook
Butane-1,4-diamine KEGG COMPOUND
butylenediamine ChemIDplus
H2N(CH2)4NH2 NIST Chemistry WebBook
Putrescin ChEBI
putrescina ChEBI
Putrescine KEGG COMPOUND
Putreszin ChEBI
Tetramethylendiamin ChEBI
Tetramethylenediamine KEGG COMPOUND
Manual Xrefs Databases
1393 BPDB
C00001428 KNApSAcK
C00134 KEGG COMPOUND
DB01917 DrugBank
ECMDB01414 ECMDB
HMDB0001414 HMDB
PUT PDBeChem
Putrescine Wikipedia
PUTRESCINE MetaCyc
YMDB00132 YMDB
View more database links
Registry Numbers Types Sources
110-60-1 CAS Registry Number ChemIDplus
110-60-1 CAS Registry Number NIST Chemistry WebBook
1715 Gmelin Registry Number Gmelin
605282 Reaxys Registry Number Reaxys
Citations
El-Halfawy OM, Valvano MA (2014)
Putrescine reduces antibiotic-induced oxidative stress as a mechanism of modulation of antibiotic resistance in Burkholderia cenocepacia.
Antimicrobial agents and chemotherapy 58, 4162-4171 [PubMed:24820075]
[show Abstract]
Kotakis C, Theodoropoulou E, Tassis K, Oustamanolakis C, Ioannidis NE, Kotzabasis K (2014)
Putrescine, a fast-acting switch for tolerance against osmotic stress.
Journal of plant physiology 171, 48-51 [PubMed:24331418]
[show Abstract]
Zdrojewicz Z, Lachowski M (2014)
[The importance of putrescine in the human body].
Postepy higieny i medycyny doswiadczalnej (Online) 68, 393-403 [PubMed:24864091]
[show Abstract]
Bordbar A, Mo ML, Nakayasu ES, Schrimpe-Rutledge AC, Kim YM, Metz TO, Jones MB, Frank BC, Smith RD, Peterson SN, Hyduke DR, Adkins JN, Palsson BO (2012)
Model-driven multi-omic data analysis elucidates metabolic immunomodulators of macrophage activation.
Molecular systems biology 8, 558 [PubMed:22735334]
[show Abstract]
Landete JM, Arena ME, Pardo I, Manca de Nadra MC, Ferrer S (2008)
Comparative survey of putrescine production from agmatine deamination in different bacteria.
Food microbiology 25, 882-887 [PubMed:18721677]
[show Abstract]
Casal S, Mendes E, Alves MR, Alves RC, Beatriz M, Oliveira PP, Ferreira MA (2004)
Free and conjugated biogenic amines in green and roasted coffee beans.
Journal of agricultural and food chemistry 52, 6188-6192 [PubMed:15453685]
[show Abstract]
Grudziński IP, Frankiewicz-Jóźko A (2002)
Further studies on the anti-oxidative effect of putrescine in sodium nitrite-treated rats.
Roczniki Panstwowego Zakladu Higieny 53, 11-17 [PubMed:12053479]
[show Abstract]
Höfle MG (1984)
Degradation of putrescine and cadaverine in seawater cultures by marine bacteria.
Applied and environmental microbiology 47, 843-849 [PubMed:16346523]
[show Abstract]
Last Modified
03 December 2024