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기본 정보
- 표준 SMILES
CO[C@@H]1C[C@@H](C[C@H]2CC[C@H](C)[C@H]([C@@H](C)C(=O)O)O2)O[C@]2(O[C@](C)([C@H]3CC[C@@](C)([C@@H]4O[C@@H]([C@H]5O[C@@](O)(CO)[C@H](C)C[C@@H]5C)C[C@@H]4C)O3)C[C@H]2C)[C@@H]1C- InChIKey
DANUORFCFTYTSZ-SJSJOXFOSA-N- 분자식
- C40H68O11
- 평균 분자량
- 724.973 g/mol
- 단동위원소 질량
- 724.476163
이름 및 식별자
- 우선 이름
- Nigericin
- IUPAC
- (2R)-2-[(2R,3S,6R)-6-{[(4R,5R,7R,9R,10R)-2-{(3'S)-5'-[(3S,5R,6R)-6-Hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-2,3'-dimethyl[2,2'-bioxolan]-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl}-3-methyloxan-2-yl]propanoic acid
- 현지명
- 니제리신나트륨소금
- 영어명
- NIGERICIN SODIUM SALT
- 분자식
- C40H68O11
- 분자량
- 724.96
이름 및 동의어
데이터베이스 식별자
- CAS
28380-24-7- PubChem CID
- 34230
- DTXSID
DTXSID9041079- ChEMBL
CHEMBL405862- ChEBI
CHEBI:7569- UNII
- RRU6GY95IS
- EC Number
- 686-881-8
- Nikkaji
- J19.064K
물성
물리화학적 성질
- 녹는점
- 183.5 · 183.5-185°
- 끓는 점
- 779.9 · 779.9±60.0 °C(Predicted)
- 밀도
- 1.19 · 1.19±0.1 g/cm3(Predicted)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 10 mg/mL, · 클로로포름: 10mg/mL, 투명, 무색
- 물리적 상태
- Solid
- 산도 계수 (pKa)
- 4.39 · 4.39±0.10(Predicted)
- 색상
- White to off-white
- InChIKey
- DANUORFCFTYTSZ-ANZYULKNSA-N
안전 및 규제
안전 데이터
- wgk
- 3
- rtecs
- QT6840000
- ridadr
- UN 3462 6.1/PG 3
- 독성
- LD50 in mice (mg/kg): 10-15 i.p. (Shoji); also reported as 2.5 i.p. (Harned)
- HS 번호
- 29419090
- risk_code
- 25-36/37/38
- hazard_code
- T,Xi
- safety_code
- 26-36/37/39-45-36
- 포장분류
- III
- 위험 등급
- 6.1(b)
- F 고인화성물질
- 10
화학 및 산업
응용 분야
용도Nigericin is a polyether antibiotic produced by Streptomyces, notably S. hygroscopicus, isolated in the 1950s. Its complex structure was finally elucidated in 1968. Nigericin is an ionophore, possessing very high affinity for monovalent cations such as Na+ and K+. Nigericin disrupts membrane potential and Golgi apparatus in mitochondria. Although nigericin can be isolated as the free acid (under acidic conditions), like most ionophores it is extracted into organic solvents and is most conveniently isolated as a salt. In vitro, nigericin has broad biological activity against Gram positive bacteria, fungi, tumour cell lines and some viruses, including HIV. Nigericin is the most common member of the polyether class which are common false positives in in vitro screening bioassays using crude microbial extracts. They are thus important standards for dereplication.
공급사50 곳
추가 설명
정의ChEBI: A polyether antibiotic which affects ion transport and ATPase activity in mitochondria. It is produced by Streptomyces hygroscopicus.
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