CHEBI:15746 - spermine

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ChEBI Name spermine
ChEBI ID CHEBI:15746
Definition A polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15098, CHEBI:45583, CHEBI:9219, CHEBI:26734
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Formula C10H26N4
Net Charge 0
Average Mass 202.34040
Monoisotopic Mass 202.216
InChI InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2
InChIKey PFNFFQXMRSDOHW-UHFFFAOYSA-N
SMILES NCCCNCCCCNCCCN
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Daphnia magna (NCBI:35525) 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
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
Application(s): immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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ChEBI Ontology
Outgoing spermine (CHEBI:15746) has role antioxidant (CHEBI:22586)
spermine (CHEBI:15746) has role fundamental metabolite (CHEBI:78675)
spermine (CHEBI:15746) has role immunosuppressive agent (CHEBI:35705)
spermine (CHEBI:15746) is a polyazaalkane (CHEBI:39474)
spermine (CHEBI:15746) is a tetramine (CHEBI:39166)
spermine (CHEBI:15746) is conjugate base of spermine(4+) (CHEBI:45725)
Incoming N4-aminopropylspermine (CHEBI:83554) has functional parent spermine (CHEBI:15746)
substituted spermine (CHEBI:26735) has functional parent spermine (CHEBI:15746)
spermine(4+) (CHEBI:45725) is conjugate acid of spermine (CHEBI:15746)
IUPAC Name
N,N'-bis(3-aminopropyl)butane-1,4-diamine
Synonyms Sources
4,9-diaza-1,12-dodecanediamine NIST Chemistry WebBook
4,9-diazadodecane-1,12-diamine NIST Chemistry WebBook
N,N'-Bis(3-aminopropyl)-1,4-butanediamine KEGG COMPOUND
Spermine KEGG COMPOUND
SPERMINE PDBeChem
Database Links Databases
C00001432 KNApSAcK
C00750 KEGG COMPOUND
DB00127 DrugBank
HMDB0001256 HMDB
Spermine Wikipedia
SPERMINE MetaCyc
SPM PDBeChem
View more database links
Registry Numbers Types Sources
1750791 Beilstein Registry Number Beilstein
1750791 Reaxys Registry Number Reaxys
454653 Gmelin Registry Number Gmelin
71-44-3 CAS Registry Number KEGG COMPOUND
71-44-3 CAS Registry Number ChemIDplus
71-44-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
27 January 2016