Record Information
Version1.0
Creation date2015-10-09 22:31:07 UTC
Update date2017-01-19 02:36:26 UTC
FoodComEx IDPC000521
FoodDB RecordFDB003225
Chemical Information
NameSpermine
DescriptionSpermine, 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 Number71-44-3
Structure
Thumb
Synonyms
SynonymSource
1,4-Bis(aminopropyl)butanediaminebiospider
1,5,10,14-TetraazatetradecaneHMDB
4,9-Diaza-1,12-dodecanediaminebiospider
4,9-Diazadodecamethylenediaminebiospider
4,9-Diazadodecane-1,12-diaminebiospider
Bis(3-aminopropyl)tetramethylenediaminedb_source
Diaminopropyl-tetramethylenediamineHMDB
Diaminopropyltetramethylenediaminebiospider
Gerontinedb_source
Musculaminedb_source
N,N'-bis(3-aminopropyl)-1,4-butanediamineChEBI
N,N'-Bis(3-aminopropyl)-1,4-butanediamine, 9CIdb_source
N,N'-Bis(3-aminopropyl)-1,4-diaminobutanebiospider
N,N'-Bis(3-aminopropyl)-1,4-tetramethylenediaminebiospider
N,N'-Bis(3-aminopropyl)butane-1,4-diaminebiospider
N,N'-bis(aminopropyl)-1,4-butanediaminebiospider
N1,N4-bis(3-aminopropyl)-1,4-butanediaminebiospider
Neuridinedb_source
SperminHMDB
Spermine dihydrateHMDB
Spermine purissHMDB
SPMHMDB
Chemical FormulaC10H26N4
IUPAC name(3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amine
InChI IdentifierInChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2
InChI KeyPFNFFQXMRSDOHW-UHFFFAOYSA-N
Isomeric SMILESNCCCNCCCCNCCCN
Average Molecular Weight202.3402
Monoisotopic Molecular Weight202.215746852
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.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentDialkylamines
Alternative Parents
Substituents
  • Secondary aliphatic amine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Primary aliphatic amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting Point29 oC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 500 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 5789AF
Cayman Chemical 18041
Glentham GE1335
Toronto Research Chemicals S680510