MiMeDB: Showing metabocard for N-Methylputrescine (MMDBc0047942)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-23 23:17:37 UTC

Update Date

2022-09-01 02:02:36 UTC

MiMeDB ID

MMDBc0047942

Metabolite Identification

Common Name

N-Methylputrescine

Description

N-Methylputrescine is a byproduct of putrescine (a diamine), via methylation by putrescine N-methyltransferase (PMT; EC 2.1.1.53). N-methylputrescine is able to affect protein synthesis to a small extent in stimulated H-35 hepatoma cells, being an inhibitor of cellular insulin-induced ornithine decarboxylase activity. (PMID: 2051998 ). 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-Methylputrescine is a microbial metabolite.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Amino-4-methylaminobutane	HMDB
N-Methyl-1,4-butanediamine	HMDB
N-Methyl-1,4-diaminobutane	HMDB
N-Methylbutane-1,4-diamine	HMDB
N-Methylputrescinium	HMDB
N1-Methyl-1,4-butanediamine	HMDB

Chemical Formula

C₅H₁₄N₂

Average Molecular Weight

102.1781

Monoisotopic Molecular Weight

102.115698458

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

14475-60-6

SMILES

Not Available

InChI Identifier

InChI=1S/C5H14N2/c1-7-5-3-2-4-6/h7H,2-6H2,1H3

InChI Key

RMIVMBYMDISYFZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Dialkylamines

Alternative Parents

Substituents

Secondary aliphatic amine
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Primary aliphatic amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-substituted putrescine (CHEBI:17166 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

#<MetaboliteProteinLink:0x000055b76d14b048>

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	2	Human Feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB		details

External Links

HMDB ID

HMDB0003661

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439791

PDB ID

Not Available

ChEBI ID

17166

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Frydman J, Ruiz O, Robetto E, Dellacha JM, Frydman RB: Modulation of insulin induced ornithine decarboxylase by putrescine and methylputrescines in H-35 hepatoma cells. Mol Cell Biochem. 1991 Jan 16;100(1):9-23. doi: 10.1007/BF00230805. [PubMed:2051998 ]
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 ]

Showing metabocard for N-Methylputrescine (MMDBc0047942)

MOL for #<Metabolite:0x000055b76c594218>

3D MOL for #<Metabolite:0x000055b76c594218>

3D SDF for #<Metabolite:0x000055b76c594218>

3D-SDF for #<Metabolite:0x000055b76c594218>

PDB for #<Metabolite:0x000055b76c594218>

3D PDB for #<Metabolite:0x000055b76c594218>

SMILES for #<Metabolite:0x000055b76c594218>

INCHI for #<Metabolite:0x000055b76c594218>

Structure for #<Metabolite:0x000055b76c594218>

3D Structure for #<Metabolite:0x000055b76c594218>