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Spermidine

(SPERMIDINE, ENGL.)

PubChem CID:	1102
Namen:	Spermidine; 124-20-9; 1,5,10-Triazadecane; 4-Azaoctamethylenediamine; Spermidin; N1-(3-Aminopropyl)butane-1,4-diamine
Formule:	C₇H₁₉N₃
Molecuulgewicht:	145.25 g/mol
InChI Key:	ATHGHQPFGPMSJY-UHFFFAOYSA-N
Substance Registry:	FDA UNII
Veiligheidsvoorschriften:	Laboratory Chemical Safety Summary (LCSS)

Spermidine is een polyamine gevormd uit putrescine. Het is te vinden in bijna alle weefsels in verband met nucleïnezuren. Het wordt gevonden als een kation op alle pH-niveaus en wordt verondersteld om te helpen stabiliseren sommige membranen en nucleïnezuur structuren. Het is een voorloper van sperma.

Spermidin Structuur

2D-structuur

Source: PubChem

3D-structuur

Source: PubChem

Namen en benamingen

IUPAC Name: ~{N}’-(3-aminopropyl)butane-1,4-diamine

InChI Key: ATHGHQPFGPMSJY-UHFFFAOYSA-N

Canonical SMILES: C(CCNCCCN)CN

Formule: C₇H₁₉N₃

Andere benamingen: 124-20-9, 133483-05-3, 133483-10-0

Chemische en fysische eigenschappen van spermidine

Property Name	Property Value
Molecular Weight	145.25 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	7
Complexity	56.8
Topological Polar Surface Area	64.1 A^2
Monoisotopic Mass	145.158 g/mol
Exact Mass	145.158 g/mol
XLogP3-AA	-1
Compound Is Canonicalized	true
Formal Charge	0
Heavy Atom Count	10
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Kookpunt: 129 °C at 1.40E+01 mm Hg

Smeltpunt: < 25 °C

Farmacologie & Biochemie

FARMACOLOGIE

Spermidine is een van putrescine afgeleid polyamine dat betrokken is bij vele biologische processen, waaronder de regulatie van het membraanpotentiaal, de remming van stikstofoxide synthase (NOS) en de inductie van autofagie.

SPERMIDINE WORDT GEVONDEN IN DE VOLGENDE WEEFSELS

Hersenen
Erythrocytes
Fibroblasts
Darm
Lever
Neuron
Bloedplaatjes
Prostaat
Huid
Testikels

CELLULAIRE LOKALISATIES

Cytoplasma

METABOLISCHE ROUTES

Cystathionine beta-synthase-deficiëntie
Glycine N-methyltransferase deficiëntie
Homocystinurie-megaloblastische anemie als gevolg van een defect in het cobalaminemetabolisme, cblG complementatietype
Hypermethioninemie
Methionine adenosyltransferase deficiëntie
Methioninemetabolisme
Methyleentetrahydrofolaat Reductase Deficiëntie (MTHFRD)
S-adenosylhomocysteïne (SAH) Hydrolase deficiëntie
Spermidine en spermabiosynthese

SPERMIDINEGERELATEERDE AANDOENINGEN EN ZIEKTEN

ALZHEIMER

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MORBUS CROHN

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FRONTOTEMPORALE DEMENTIE

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LEUKEMIA

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MILIEU

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LEWY BODY DEMENTIE

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Bron & verdere informatie: https://pubchem.ncbi.nlm.nih.gov/compound/spermidine#section=Top