파라-멘타디엔

Spermine

HCID 1103CAS 68956-56-9

기본 정보

표준 SMILES
NCCCNCCCCNCCCN
InChIKey
PFNFFQXMRSDOHW-UHFFFAOYSA-N
분자식
C10H26N4
평균 분자량
202.34 g/mol
단동위원소 질량
202.21574683

개요

Spermine is 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. It has a role as an antioxidant, an immunosuppressive agent and a fundamental metabolite. It is a tetramine and a polyazaalkane. It is a conjugate base of a spermine(4+).

이름 및 식별자

우선 이름
Spermine
IUPAC
N,N'-bis(3-aminopropyl)butane-1,4-diamine
현지명
파라-멘타디엔
영어명
Dipentene
분자식
C10H16
분자량
136.24

이름 및 동의어

spermine71-44-3musculamineneuridinegerontineSperminN,N'-Bis(3-aminopropyl)-1,4-butanediamineDiaminopropyltetramethylenediamine4,9-Diaza-1,12-dodecanediamineN,N'-Bis(3-aminopropyl)butane-1,4-diamineSpermine, puriss1,4-Bis(aminopropyl)butanediamine
이름 더 보기
파라-멘타디엔파라-멘타디엔(PARA-MENTHADIENE)과산화물가가10mmol/L을초과하는터펜하이드로카본터펜하이드로카본DipenteneDIPENTENE-CDipentene NOGLIDSOL(R) 175GLIDSOL(R) 140THYME TERPENESGLIDSOL(R) 66-2GLIDSOL(R) 5140RHODINYL TERPENESLIME OIL TERPENES
1,4-Butanediamine, N,N'-bis(3-aminopropyl)-4,9-DiazadodecamethylenediamineGerotineSpermina4,9-Diazadodecane-1,12-diamine2FZ7Y3VOQXActilip sp-911,5,10,14-Tetraazatetradecane

데이터베이스 식별자

CAS
68956-56-9、71-44-3
PubChem CID
1103
DTXSID
DTXSID9058781
ChEMBL
CHEMBL23194
ChEBI
CHEBI:15746
UNII
2FZ7Y3VOQX
EC Number
200-754-2
Nikkaji
J5.246I

물성

구조 계산 물성

XLogP
-1.1
극성 표면적
76.1 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
4
회전 가능 결합 수
11
무거운 원자 수
14

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
Solubility> 100 mg/mL
Boiling Point150-150 °C
Melting Point29 °C
Physical Description · 2건

Solid; Absorbs carbon dioxide from air; [Merck Index] Colorless solidified mass or fragments; mp = 28-30 deg C; [Sigma-Aldrich MSDS]

Solid

물리화학적 성질

끓는 점
173 · 173-190°C
밀도
0.85 · 0.850
증기압
6.9 hPa · 6.9hPa at 20℃
굴절률
20 · n20/D 1.469
인화점
42 °C · 42°C
저장 조건
Flammables area
화학적 성질 · 1건

Dipentene is a terpene clear liquid found in various volatile oils such as cardamon, mace, nutmeg , turpentine oil. Dipentene is mainly composed of limonene, beta phellandrene, myrcene and other terpenes. It is used as a solvent for resins, alkyds and waxes and to make paints, enamels, lacquers and polishes.

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 76 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information4,9-Diazadodecamethylenediamine: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary · 1건

Corrosive; [Merck Index] Oral LD30 (mouse) = 650 mg/kg; Causes lung changes, renal tubular changes, and dehydration in intraperitoneal lethal-dose studies of rats; Causes somnolence and convulsions in oral and subcutaneous lethal-dose studies of mice; Causes hypoglycemia and effects on enzymes and lipids in repeated-dose oral studies of rats; [RTECS] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesSkin Corr. 1C (100%)

독성 정보

TreatmentKidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored.
Health EffectsChronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease.
Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesEndogenous, Ingestion, Dermal (contact)
Toxicity Summary · 1건

Uremic toxins such as spermine are actively transported into the kidneys via organic ion transporters (especially OAT3). Increased levels of uremic toxins can stimulate the production of reactive oxygen species. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Reactive oxygen species can induce several different DNA methyltransferases (DNMTs) which are involved in the silencing of a protein known as KLOTHO. KLOTHO has been identified as having important roles in anti-aging, mineral metabolism, and vitamin D metabolism. A number of studies have indicated that KLOTHO mRNA and protein levels are reduced during acute or chronic kidney diseases in response to high local levels of reactive oxygen species (A7869). Spermine is derived from spermidine by spermine synthase. Spermine is a polyamine, a small organic cations that is absolutely required for eukaryotic cell growth. Spermine, is normally found in millimolar concentrations in the nucleus. Spermine functions directly as a free radical scavenger, and forms a variety of adducts that prevent oxidative damage to DNA. Oxidative damage to DNA by reactive oxygen species is a continual problem that cells must guard against to survive. Hence, spermine is a major natural intracellular compound capable of protecting DNA from free radical attack. Spermine is also implicated in the regulation of gene expression, the stabilization of chromatin, and the prevention of endonuclease-mediated DNA fragmentation.

Signs and Symptoms · 1건

As a uremic toxin, this compound can cause uremic syndrome. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. Abnormal bleeding, such as bleeding spontaneously or profusely from a very minor injury can also occur. Heart problems, such as an irregular heartbeat, inflammation in the sac that surrounds the heart (pericarditis), and increased pressure on the heart can be seen in patients with uremic syndrome. Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present.

안전 데이터

wgk
3
tsca
TSCA listed
ridadr
UN 2052
독성
The acute oral LD50 value in rats was reported as 5.3 g/kg (4.6-6.0 g/kg) (Moreno, 1972a). The acute dermal LD50 value for d-limonene was reported as > 5 g/kg (Moreno, 1972b).
HS 번호
29021900
risk_code
10-38-43-50/53-65

화학 및 산업

약리 정보

PharmacodynamicsSpermine is a polyamine. It is an organic molecule that is involved in cellular metabolism.
Mechanism of Action · 1건

Spermine is derived from spermidine by spermine synthase. Spermine is a polyamine, a small organic cations that is absolutely required for eukaryotic cell growth. Spermine, is normally found in millimolar concentrations in the nucleus. Spermine functions directly as a free radical scavenger, and forms a variety of adducts that prevent oxidative damage to DNA. Oxidative damage to DNA by reactive oxygen species is a continual problem that cells must guard against to survive. Hence, spermine is a major natural intracellular compound capable of protecting DNA from free radical attack. Spermine is also implicated in the regulation of gene expression, the stabilization of chromatin, and the prevention of endonuclease-mediated DNA fragmentation.

Metabolism/MetabolitesUremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Most uremic toxins are metabolic waste products and are normally excreted in the urine or feces.
Tissue LocationsBrain
Cellular LocationsCytoplasm
Metabolite PathwaysSpermidine and Spermine Biosynthesis

용도 및 제조

Uses · 2건

Used as a tool in biochemical research; [Merck Index]

For nutritional supplementation, also for treating dietary shortage or imbalance

General Manufacturing Information1,4-Butanediamine, N1,N4-bis(3-aminopropyl)-: ACTIVE
응용 분야 · 2건

출처Found in a very large number of oils, including oils of lemongrass, citronella, palmarosa, cardamon and bergamot, Siberian pine needle oil and several other essential oils including turpentine oils of various origin (Guenther, 1949).

용도Dipentene (Limonene) is a monoterpene olefin having potential applications in polymer and fuel chemistry. It is also widely used as flavoring and fragrance agent. Dipentene (limonene) is a promising green solvent. Kinetics of the reactions of limonene with OH and OD radicals has been investigated in a low pressure flow tube reactor coupled with a quadrupole mass spectrometer.

제조 방법 · 1건

Dipentene is a by-product in the manufacture of terpineol and in various synthetic products made from α-pinene or turpentine oil (Arctander, 1969). Dipentene is mainly composed of terpene hydrocarbons. because of its refreshing pine, lime aroma and low cost, dipentene is mainly used as cost effective ingredient for household products.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

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