스페르미딘
스페르미딘 · SperMidin · N1-(3-AMINOPROPYL)BUTANE-1,4-DIAMINE · Spermidine-Rich Wheat Germ Extract · Spermidine,99% · SPERMIDINE FREE BASE · 1,4-Butanediamine, N-(3-aminopropyl)- · 3.2 Kg
식별자 및 물리적 특성
| CAS No. | 124-20-9 |
|---|---|
| 분자식 | C7H19N3 |
| 평균 분자량 | 145.25 g/mol |
| 단동위원소 질량 | 145.15789761 g/mol |
| SMILES | NCCCCNCCCN |
| InChIKey | ATHGHQPFGPMSJY-UHFFFAOYSA-N |
| PubChem CID | 1102 |
| ChEMBL | CHEMBL19612 |
| ChEBI | CHEBI:16610 |
| EC No. | 204-689-0 |
| DTXSID | DTXSID4036645 |
| 현지명 | 스페르미딘 |
화학 및 물리적 성질
| XLogP | -1 |
|---|---|
| 극성 표면적 | 64.1 |
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 7 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 56.8 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| 향료 | Fragrance Ingredient (1,4-Butanediamine, N-(3-aminopropyl)-) -> IFRA transparency List |
| 녹는점 | < 25 °C23-25 °C |
| Physical Description | Solid |
| Collision Cross Section | 136.5 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]131.9 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]136.2 Ų [M+Na]+ |
| 끓는 점 | 128-130 °C (14 mmHg) |
| 밀도 | 1.00 g/mL at 20 °C |
| 굴절률 | n20/D 1.479(lit.) |
| 인화점 | >230 °F |
| 저장 조건 | room temp |
| 용해도 | H2O: 1 M at 20 °C, 투명, 무색 |
| 물리적 상태 | 녹은 후에 액체 |
| pKa(산도 계수) | 10.53±0.19(Predicted) |
| 색상 | 무색의 |
| 비중 | 0.925 |
| pH | 12.0-13.5 (25℃, 1M in H2O) |
| 냄새 | 익티알, 암모니아성 |
| 생물학적 소스 | synthetic |
| 용해도 | 물, 에탄올, 에테르와 혼합 가능. |
| Merck | 14,8742 |
| BRN | 1698591 |
| 안정성 | 안정적이지만 공기에 민감하고 흡습성이 매우 높으므로 아르곤 상태로 보관하십시오. 산, 산 염화물, 산 무수물, 산화제와 호환되지 않습니다. |
| 화장품 원료 기능 | 항산화제헤어 컨디셔닝 |
| InChI | 1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 |
| InChIKey | ATHGHQPFGPMSJY-UHFFFAOYSA-N |
| SMILES | NCCCCNCCCN |
| EPA | 1,4-Butanediamine, N-(3-aminopropyl)- (124-20-9) |
화학적 성질
Spermidine solution is a colorless clear liquid with very hygroscopic and oxidizable. It is soluble in water (50 mg/ml), ethanol, and ether.
안전 및 규제
| GHS 분류 | DangerH314 (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 83 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Spermidine: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Corr. 1A (100%) |
| Treatment | Kidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored. |
| 건강 영향 | Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. |
| 노출 경로 | Endogenous, Ingestion, Dermal (contact) |
| 독성 요약 | Uremic toxins such as spermidine 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). |
| Signs and Symptoms | 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. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | EJ7000000 |
| 운송 번호(UN) | UN 2735 8/PG 2 |
| 관세 코드 | 29212900 |
| 위험 문구(R) | 34 |
| 위험 표시 | C |
| 안전 문구(S) | 26-36/37/39-45-27 |
| 포장분류 | III |
| 위험 등급 | 8Eye Dam. 1Skin Corr. 1B |
| 기존화학 물질 | KE-01572 |
| F 고인화성물질 | 3-10-34 |
| 저장 분류 | 8A - Combustible corrosive hazardous materials |
용도
개요
Spermidine is an endogenous polyamine. It is formed from putrescine by spermidine synthase.
제조 및 합성 방법
제조 방법
The linker resin 2 was used in the synthesis of spermidine. In order to initiate the preparation the 2-nitrossulfonamide was anchored on the resin 2 by reaction in THF under reflux. The resulting resin 3 then reacted with 4-bromobutylphthalimide in acetonitrile in the presence of Cs2CO3 as base, generating the resin 4. Protected spermidine 5 was cleaved from resin 4 after treatment with hydrate hydrazine at room temperature. Spermidine 5 was previously prepared by our group in solution system utilizing Fukuyama's sulfonamide.Synthesis and Characterization of a Linker for Primary Amines used in the Solid Phase Organic Synthesis of SpermidineJ. Braz. Chem. Soc., Vol. 22, No. 1, 86-91, 2011DOI: 10.1590/S0103-50532011000100011