Spermine

Names

[ CAS No. ]:
71-44-3

[ Name ]:
Spermine

[Synonym ]:
Spermin
1,4-Butanediamine, N,N-bis(3-aminopropyl)-
MUSCULAMINE HYDROCHLORIDE
EINECS 200-754-2
N,N'-Bis(3-aminopropyl)butane-1,4-diamine
N,N'-Bis(3-aminopropyl)-1,4-butanediamine
N,N'-Bis(3-aminopropyl)butan-1,4-diamin
N,N'-Bis(3-aminopropyl)-1,4-diaminobutane
N,N'-Bis(3-aminopropyl)tetramethylenediamine
Spermine
SPERMINE HYDROCHLORIDE
MFCD00012914
1,5,10,14-Tetraazatetradecane
NEURIDINE HYDROCHLORIDE
N1,N4-bis(3-aminopropyl)-1,4-butanediamine

Biological Activity

[Description]:

Spermine functions directly as a free radical scabenger to protect DNA from free radical attack.

[Related Catalog]:

Natural Products >> Others

Research Areas >> Metabolic Disease

[Target]

Human Endogenous Metabolite

[In Vitro]

Spermine at physiologically relevant concentrations inhibits ROS-induced DNA damage, with maximal inhibition observed at 1 to 2 mM. These concentrations are well within the estimates for the physiological concentrations of spermine[1].

[References]

[1]. Ha HC, et al. The natural polyamine spermine functions directly as a free radical scavenger. Proc Natl Acad Sci U S A. 1998 Sep 15;95(19):11140-5.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
308.4±0.0 °C at 760 mmHg

[ Melting Point ]:
310-311 °C (dec.)(lit.)

[ Molecular Formula ]:
C₁₀H₂₆N₄

[ Molecular Weight ]:
202.340

[ Flash Point ]:
175.6±22.6 °C

[ Exact Mass ]:
202.215744

[ PSA ]:
76.10000

[ LogP ]:
-0.96

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.485

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
H2O: 1 M at 20 °C, clear, colorless

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EJ7175000

CHEMICAL NAME :: 1,4-Butanediamine, N,N'-bis(3-aminopropyl)-

CAS REGISTRY NUMBER :: 71-44-3

BEILSTEIN REFERENCE NO. :: 1750791

LAST UPDATED :: 199701

DATA ITEMS CITED :: 10

MOLECULAR FORMULA :: C10-H26-N4

MOLECULAR WEIGHT :: 202.40

WISWESSER LINE NOTATION :: Z3M4M3Z

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 33 mg/kg

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - other changes Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Nutritional and Gross Metabolic - dehydration

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 65 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - dyspnea

TYPE OF TEST :: LD30 - Lethal Dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 650 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Nutritional and Gross Metabolic - body temperature decrease

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 8 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD30 - Lethal Dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 280 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Nutritional and Gross Metabolic - body temperature decrease

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 56 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Rodent - hamster Kidney

DOSE/DURATION :: 2 mmol/L

REFERENCE :: BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 40,1893,1990

Safety Information

[ Symbol ]:

GHS05

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H314

[ Precautionary Statements ]:
P280-P305 + P351 + P338-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
C: Corrosive;Xi: Irritant;

[ Risk Phrases ]:
R34

[ Safety Phrases ]:
S26-S36-S45-S36/37/39

[ RIDADR ]:
UN 3259 8/PG 2

[ WGK Germany ]:
3

[ RTECS ]:
EJ7230000

[ Packaging Group ]:
III

[ Hazard Class ]:
8

[ HS Code ]:
2929909090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2921290000

[ Summary ]:
2921290000 other acyclic polyamines and their derivatives; salts thereof。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

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