CADAVERINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H14N2
Molecular Weight	102.1781
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCCCCCN

InChI

InChIKey=VHRGRCVQAFMJIZ-UHFFFAOYSA-N

InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2

HIDE SMILES / InChI

Molecular Formula	C5H14N2
Molecular Weight	102.1781
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Ectomycorrhizal fungal species and strains differ in their ability to produce free and conjugated polyamines.	2003-10	12844248
Epoxyeicosatrienoic acids activate transglutaminases in situ and induce cornification of epidermal keratinocytes.	2003-09-12	12840027
Glutamate-induced increases in transglutaminase activity in primary cultures of astroglial cells.	2003-07-18	12834894
IL-1 beta scavenging by the type II IL-1 decoy receptor in human neutrophils.	2003-06-15	12794127
Functional asymmetry in the lysyl-tRNA synthetase explored by molecular dynamics, free energy calculations and experiment.	2003-06-04	12787471
Identification of two novel nonsense mutations in the transglutaminase 1 gene in a Hungarian patient with congenital ichthyosiform erythroderma.	2003-06	12823447
Evidence of a novel transduction pathway mediating detection of polyamines by the zebrafish olfactory system.	2003-05	12682101
Polyamines as olfactory stimuli in the goldfish Carassius auratus.	2003-05	12682100
The influence of the brewing process on the formation of biogenic amines in beers.	2003-05	12677337
Cross-linking of cellular proteins by tissue transglutaminase during necrotic cell death: a mechanism for maintaining tissue integrity.	2003-04-15	12533191
Impairment of the cytotoxic and oxidative activities of 7 beta-hydroxycholesterol and 7-ketocholesterol by esterification with oleate.	2003-04-11	12670484
Time profile of putrescine, cadaverine, indole and skatole in human saliva.	2003-04	12663078
Identification and quantification of amines in the equine caecum.	2003-04	12589734
[Effects of polyamine-loaded liposomes on liver mitochondrial permeability transition].	2003-03-15	12635366
Blood-brain barrier transport of a novel micro 1-specific opioid peptide, H-Tyr-D-Arg-Phe-beta-Ala-OH (TAPA).	2003-03	12603838
New method for attachment of biomolecules to porous silicon.	2003-02-07	12613593
Effects of exogenous polyamines on growth, toxicity, and toxin profile of dinoflagellate Alexandrium minutum.	2003-02	12749197
Monitoring volatile and nonvolatile amines in dried and salted roes of tuna (Thunnus thynnus L.) during manufacture and storage.	2003-02	12597499
Molecular cloning and characterization of Escherichia coli K12 ygjG gene.	2003-01-31	12617754
Tissue transglutaminase mediates activation of RhoA and MAP kinase pathways during retinoic acid-induced neuronal differentiation of SH-SY5Y cells.	2003-01-03	12401808
Patch-clamp experiments with porins extracted from a marine bacterium (Photobacterium profundum strain SS9) and reconstituted in liposomes.	2003	12625625
Molecular crowding regulates the structural switch of the DNA G-quadruplex.	2002-12-17	12475251
A streamlined method for the isolation and quantitation of nanomole levels of exported polyamines in cell culture media.	2002-12-15	12470671
The route of bacterial uptake by macrophages influences the repertoire of epitopes presented to CD4 T cells.	2002-12	12516565
Comparison of a capillary electrophoresis method with high-performance liquid chromatography for the determination of biogenic amines in various food samples.	2002-11-05	12361737
Enhanced expression of transglutaminase 2 in anterior polar cataracts and its induction by TGF-beta in vitro.	2002-11	12386092
Inhibition of Salmonella typhimurium enteropathogenicity by piperidine, a metabolite of the polyamine cadaverine.	2002-10-15	12355363
Edwardsiella ictaluri invasion of IEC-6, Henle 407, fathead minnow and channel catfish enteric epithelial cells.	2002-10-04	12465874
Detection of in situ activation of transglutaminase during apoptosis: correlation with the cell cycle phase by multiparameter flow and laser scanning cytometry.	2002-10-01	12357464
Production of amines in equine cecal contents in an in vitro model of carbohydrate overload.	2002-10	12413088
Cross-linking of ZP2 and ZP3 by transglutaminase is required for the formation of the outer layer of fertilization envelope of carp egg.	2002-10	12203834
Formation of biogenic amines in a typical semihard Italian cheese.	2002-09	12233866
Gap junctions with varied permeability properties establish cell-type specific communication pathways in the rat seminiferous epithelium.	2002-09	12193406
The difference in the stimulation by putrescine of DNA synthesis using DNA polymerase extracts of normal rat liver or of tumour tissue or host liver from tumour-bearing rats.	2002-09	12125097
High-performance liquid chromatographic determination of biogenic amines in poultry carcasses.	2002-08-28	12188600
Gas chromatographic analysis of histamine in mahi-mahi (Coryphaena hippurus).	2002-08-14	12166956
Characterization of selected Spanish table wine samples according to their biogenic amine content from liquid chromatographic determination.	2002-07-31	12137502
Selective detection of biogenic amines using capillary electrochromatography with an on-column derivatization technique.	2002-07-15	12139055
[Interactions between liposomes and synaptosomes].	2002-07-03	12092138
Fibroin-like substance is a major component of the outer layer of fertilization envelope via which carp egg adheres to the substratum.	2002-07	12112605
Induction of autophagy causes dramatic changes in the subcellular distribution of GFP-Rab24.	2002-07	12047555
Catalytic oxidative carbonylation of primary and secondary diamines to cyclic ureas. Optimization and substituent studies.	2002-06-14	12054942
Biogenic amines in chicken meat products in relation to bacterial load, pH value and sodium chloride content.	2002-06	12108221
Real-time monitoring of histamine released from rat basophilic leukemia (RBL-2H3) cells with a histamine microsensor using recombinant histamine oxidase.	2002-05-15	12009701
Cu(2+)-induced formation of cage-like compounds containing pyrazole macrocycles.	2002-05-07	12123056
Invasion of HeLa cells by Enterococcus faecalis clinical isolates.	2002-05	12137196
Cryptococcus tephrensis, sp.nov., and Cryptococcus heimaeyensis, sp.nov.; new anamorphic basidiomycetous yeast species from Iceland.	2002-05	12109887
Psychrobacter faecalis sp. nov., a new species from a bioaerosol originating from pigeon faeces.	2002-04	12086186
Behavior and characteristics of amine derivatives obtained with o-phthaldialdehyde/3-mercaptopropionic acid and with o-phthaldialdehyde/N-acetyl-L-cysteine reagents.	2002-03-08	11999740
The ability of cystamine to bind DNA.	2002	12395183

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:38:28 GMT 2025` Edited by `admin` on `Mon Mar 31 19:38:28 GMT 2025`
Record UNII	L90BEN6OLL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,5-DIAMINO-N-PENTANE

Preferred Name

English

CADAVERINE

Systematic Name

English

1,5-DIAMINOPENTANE

Systematic Name

English

PENTAMETHYLENEDIAMINE

Systematic Name

English

1,5-PENTAMETHYLENEDIAMINE

Common Name

English

CADAVERINE [MI]

Common Name

English

1,5-PENTANEDIAMINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66880