spermine (CHEBI:15746)

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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

Average Mass

202.34040

Monoisotopic Mass

202.21575

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:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Daphnia magna (NCBI:txid35525)	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. Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

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.

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

Last Modified

27 January 2016