FComEx: Spermine (PC000521)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:07 UTC

Update date

2017-01-19 02:36:26 UTC

FoodComEx ID

PC000521

FoodDB Record

FDB003225

Chemical Information

Name

Spermine

Description

Spermine, also known as gerontine or musculamine, 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. Spermine is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalance. Spermine is a very strong basic compound (based on its pKa). Spermine exists in all living species, ranging from bacteria to humans. 5'-methylthioadenosine and spermine can be biosynthesized from S-adenosylmethioninamine and spermidine through the action of the enzyme spermine synthase. In humans, spermine is involved in spermidine and spermine biosynthesis. Outside of the human body, Spermine is found, on average, in the highest concentration within a few different foods, such as milk (cow), oats, and white wines and in a lower concentration in red wines. Spermine has also been detected, but not quantified in, several different foods, such as annual wild rices, fruits, breadfruits, saffrons, and kelps. This could make spermine a potential biomarker for the consumption of these foods. Spermine is a potentially toxic compound.

CAS Number

71-44-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1,4-Bis(aminopropyl)butanediamine	biospider
1,5,10,14-Tetraazatetradecane	HMDB
4,9-Diaza-1,12-dodecanediamine	biospider
4,9-Diazadodecamethylenediamine	biospider
4,9-Diazadodecane-1,12-diamine	biospider
Bis(3-aminopropyl)tetramethylenediamine	db_source
Diaminopropyl-tetramethylenediamine	HMDB
Diaminopropyltetramethylenediamine	biospider
Gerontine	db_source
Musculamine	db_source
N,N'-bis(3-aminopropyl)-1,4-butanediamine	ChEBI
N,N'-Bis(3-aminopropyl)-1,4-butanediamine, 9CI	db_source
N,N'-Bis(3-aminopropyl)-1,4-diaminobutane	biospider
N,N'-Bis(3-aminopropyl)-1,4-tetramethylenediamine	biospider
N,N'-Bis(3-aminopropyl)butane-1,4-diamine	biospider
N,N'-bis(aminopropyl)-1,4-butanediamine	biospider
N1,N4-bis(3-aminopropyl)-1,4-butanediamine	biospider
Neuridine	db_source
Spermin	HMDB
Spermine dihydrate	HMDB
Spermine puriss	HMDB
SPM	HMDB

Chemical Formula

C10H26N4

IUPAC name

(3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amine

InChI Identifier

InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2

InChI Key

PFNFFQXMRSDOHW-UHFFFAOYSA-N

Isomeric SMILES

NCCCNCCCCNCCCN

Average Molecular Weight

202.3402

Monoisotopic Molecular Weight

202.215746852

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