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Spermidine information


Spermidine
Skeletal formula of spermidine
Ball and stick model of spermidine
Names
Preferred IUPAC name
N1-(3-Aminopropyl)butane-1,4-diamine
Identifiers
CAS Number
  • 124-20-9 (free base) checkY
  • 334-50-9 (trihydrochloride) checkY
3D model (JSmol)
  • Interactive image
3DMet
  • B01214
Beilstein Reference
1698591
ChEBI
  • CHEBI:16610 ☒N
ChEMBL
  • ChEMBL19612 ☒N
ChemSpider
  • 1071 ☒N
DrugBank
  • DB03566 checkY
ECHA InfoCard 100.004.264 Edit this at Wikidata
EC Number
  • 204-689-0
Gmelin Reference
454510
IUPHAR/BPS
  • 2390
KEGG
  • C00315 ☒N
MeSH Spermidine
PubChem CID
  • 1102
RTECS number
  • EJ7000000
UNII
  • U87FK77H25 (free base) checkY
  • 1O14BED398 (trihydrochloride) checkY
UN number 2735
CompTox Dashboard (EPA)
  • DTXSID4036645 Edit this at Wikidata
InChI
  • InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 ☒N
    Key: ATHGHQPFGPMSJY-UHFFFAOYSA-N ☒N
SMILES
  • NCCCCNCCCN
Properties
Chemical formula
C7H19N3
Molar mass 145.250 g·mol−1
Appearance Colourless liquid
Odor Ichtyal, ammoniacal
Density 925 mg mL−1
Melting point 22 to 25 °C (72 to 77 °F; 295 to 298 K)
Solubility in water
145 g L−1 (at 20 °C)
log P −0.504
UV-vis (λmax) 260 nm
Absorbance 0.1
Refractive index (nD)
1.479
Hazards
GHS labelling:
Pictograms
GHS05: Corrosive
Signal word
Danger
Hazard statements
H314
Precautionary statements
P280, P305+P351+P338, P310
Flash point 112 °C (234 °F; 385 K)
Related compounds
Related amines
  • Dipropylamine
  • Methyl-n-amylnitrosamine
  • Norspermidine
  • Dibutylamine
  • Iproheptine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Spermidine is a polyamine compound (C
7
H
19
N
3
) found in ribosomes and living tissues and having various metabolic functions within organisms. It was originally isolated from semen.[1]

  1. ^ American Heritage Dictionary Retrieved 2014-11-18.

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Spermidine

Last Update:

Spermidine is a polyamine compound (C 7H 19N 3) found in ribosomes and living tissues and having various metabolic functions within organisms. It was originally...

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Polyamine

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are found in all forms of life. The principal examples are the triamine spermidine and the tetraamine spermine. They are structurally and biosynthetically...

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Spermidine synthase

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Spermidine synthase is an enzyme (EC 2.5.1.16) that catalyzes the transfer of the propylamine group from S-adenosylmethioninamine to putrescine in the...

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Spermidine dehydrogenase

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In enzymology, a spermidine dehydrogenase (EC 1.5.99.6) is an enzyme that catalyzes the chemical reaction spermidine + acceptor + H2O ⇌ {\displaystyle...

Word Count : 178

Spermine oxidase

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AtPAO1, AtPAO4, SMO) is an enzyme with systematic name spermidine:oxygen oxidoreductase (spermidine-forming). This enzyme catalyses the following chemical...

Word Count : 242

Glutathionylspermidine synthase

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1.8) is an enzyme that catalyzes the chemical reaction glutathione + spermidine + ATP ⇌ {\displaystyle \rightleftharpoons } glutathionylspermidine + ADP...

Word Count : 235

Putrescine

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described. Spermidine synthase uses putrescine and S-adenosylmethioninamine (decarboxylated S-adenosyl methionine) to produce spermidine. Spermidine in turn...

Word Count : 1496

Glutathionylspermidine amidase

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glutathione + spermidine Thus, the two substrates of this enzyme are glutathionylspermidine and H2O, whereas its two products are glutathione and spermidine. This...

Word Count : 168

Spermine

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Thereafter the enzyme spermidine synthase effects two N-alkylation by decarboxy-S-adenosyl methionine. The intermediate is spermidine. Plants employ additional...

Word Count : 704

Deoxyhypusine synthase

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spermidine:eIF5A-lysine 4-aminobutyltransferase (propane-1,3-diamine-forming)) is an enzyme with systematic name (eIF5A-precursor)-lysine:spermidine...

Word Count : 509

Thermospermine synthase

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(ACAULIS5), SAC51) is an enzyme with systematic name S-adenosylmethioninamine:spermidine 3-aminopropyltransferase (thermospermine synthesizing). This enzyme catalyses...

Word Count : 194

Cadaverine

Last Update:

M.K.; Willems, M.I. (1997). "Acute and subacute toxicity of tyramine, spermidine, spermine, putrescine and cadaverine in rats". Food and Chemical Toxicology...

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Spermine synthase

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Spermine synthase (EC 2.5.1.22, spermidine aminopropyltransferase, spermine synthetase) is an enzyme that converts spermidine into spermine. This enzyme catalyses...

Word Count : 318

Nitrous oxide

Last Update:

(nebostinel) Rapastinel (GLYX-13) Sarcosine; Polyamine site agonists: Neomycin Spermidine Spermine; Other positive allosteric modulators: 24S-Hydroxycholesterol...

Word Count : 10073

Ketamine

Last Update:

(nebostinel) Rapastinel (GLYX-13) Sarcosine; Polyamine site agonists: Neomycin Spermidine Spermine; Other positive allosteric modulators: 24S-Hydroxycholesterol...

Word Count : 11363

Xenon

Last Update:

(nebostinel) Rapastinel (GLYX-13) Sarcosine; Polyamine site agonists: Neomycin Spermidine Spermine; Other positive allosteric modulators: 24S-Hydroxycholesterol...

Word Count : 11995

SAT2

Last Update:

Library of Medicine. Coleman CS, Stanley BA, Jones AD, Pegg AE (Nov 2004). "Spermidine/spermine-N1-acetyltransferase-2 (SSAT2) acetylates thialysine and is not...

Word Count : 574

Agmatine

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polyamine synthesis, competitive inhibitor of polyamine transport, inducer of spermidine/spermine acetyltransferase (SSAT), and inducer of antizyme. Protein ADP-ribosylation...

Word Count : 1914

Diamine oxidase

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inactivation of histamine and other polyamines such as putrescine or spermidine. The enzyme belongs to the amine oxidase (copper-containing) (AOC) family...

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Dextromethorphan

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(nebostinel) Rapastinel (GLYX-13) Sarcosine; Polyamine site agonists: Neomycin Spermidine Spermine; Other positive allosteric modulators: 24S-Hydroxycholesterol...

Word Count : 4614

Trypanothione

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form of glutathione containing two molecules of glutathione joined by a spermidine (polyamine) linker. It is found in parasitic protozoa such as leishmania...

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NMDA receptor

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Allosteric receptor binding sites for zinc, proteins and the polyamines spermidine and spermine are also modulators for the NMDA receptor channels. The GluN2B...

Word Count : 12051

Norspermidine

Last Update:

Norspermidine is a polyamine of similar structure to the more common spermidine. While norspermidine has been found to occur naturally in some species...

Word Count : 239

BpsA

Last Update:

BpsA (N(4)-bis(aminopropyl)spermidine synthase) is a single-module non-ribosomal peptide synthase (NRPS) (also see non-ribosomal peptide (NPR)) located...

Word Count : 850

Glutamine

Last Update:

(nebostinel) Rapastinel (GLYX-13) Sarcosine; Polyamine site agonists: Neomycin Spermidine Spermine; Other positive allosteric modulators: 24S-Hydroxycholesterol...

Word Count : 2443

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