Oligomycin A
기본 정보
- CAS
579-13-5- 표준 SMILES
CC[C@H]1/C=C/C=C/C[C@@H](C)[C@H](O)[C@@](C)(O)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C(=O)[C@@H](C)[C@H](O)[C@@H](C)/C=C/C(=O)O[C@@H]2[C@H](C)[C@H](CC1)O[C@]1(CC[C@H](C)[C@H](C[C@@H](C)O)O1)[C@H]2C- InChIKey
MNULEGDCPYONBU-AWJDAWNUSA-N- 분자식
- C45H74O11
- 평균 분자량
- 791.1 g/mol
- 단동위원소 질량
- 790.52311317
개요
Oligomycin A is an oligomycin with formula C45H74011. An inhibitor of mitochondrial F1FO ATP synthase that induces apoptosis in a variety of cell types and exhibits antifungal, antitumour, and nematicidal activities, but its clinical application has been limited by poor solubility in water and other biocompatible solvents. It has a role as a nematicide, an antineoplastic agent and an EC 3.6.3.14 (H(+)-transporting two-sector ATPase) inhibitor. It is an oligomycin, a pentol, a diketone and an antibiotic antifungal agent.
이름 및 식별자
- 우선 이름
- Oligomycin A
- IUPAC
- (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,9,13-trione
- 영어명
- OLIGOMYCIN A
- 분자식
- C45H74O11
- 분자량
- 791.06
이름 및 동의어
oligomycin A579-13-505HQS4AI99MCH 32RP-32705MCH-32CHEBI:28285NSC-717694(1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,9,13-trioneCHEMBL1256136(1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-((2R)-2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro(2,26-dioxabicyclo(23.3.1)nonacosa-4,18,20-triene-27,2'-pyran)-3,9,13-trioneRefChem:53391
이름 더 보기
OLIGOMYCIN COMPLEXCS-1898Olimycin AAOligoMyciOligomycin A, >=98%Oligomycin A MCH 32OLIGOMYCIN A USP/EP/BP
(1R,4S,5E,5'R,6'R,7E,10S,11R,12S,14R,15S,16S,18R,19S,20R,21E,25S,26R,27S,29S)-4-ethyl-11,12,15,19-tetrahydroxy-6'-((2S)-2-hydroxypropyl)-5',10,12,14,16,18,20,26,29-nonamethyl-spiro(24,28-dioxabicyclo(23.3.1)nonacosa-5,7,21-triene-27,2'-tetrahydropyran)-13,17,23-trione209-437-3(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-7,11,14,15-tetrahydroxy-6'-((R)-2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-2,26-dioxaspiro[bicyclo[23.3.1]nonacosa[4,18,20]triene-27,2'-pyran]-3,9,13-trioneEINECS 209-437-3C45H74O11OLIGOMYCIN-ABRN 5702132(1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-((R)-2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-pyran]-4,18,20-triene-3,9,13-trione
물성
구조 계산 물성
- XLogP
- 7.1
- 극성 표면적
- 180 Ų
- 수소 결합 공여자 수
- 5
- 수소 결합 수용자 수
- 11
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 56
- 형식 전하
- 0
- 복잡도
- 1,390
물리화학적 성질
- 녹는점
- 150 · 150-151℃
- 끓는 점
- 886.3 · 886.3±65.0 °C(Predicted)
- 밀도
- 1.14 · 1.14
- 저장 조건
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- 용해도
- DMSO, 에탄올 또는 아세톤에 용해됨
- 산도 계수 (pKa)
- 12.52 · 12.52±0.70(Predicted)
- 물리적 상태
- 가루
- 색상
- 흰색에서 황백색까지
- Merck
- 13 · 13,6902
- BRN
- 5702132 · 5702132
- InChIKey
- MNULEGDCPYONBU-WMBHJXFZSA-N
화학적 성질
White powder
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 67 reports by companies from 1 notifications to the ECHA C&L Inventory.
유해성 정보
Hazard Classes and CategoriesAcute Tox. 4 (100%)
안전 데이터
- wgk
- 3
- rtecs
- RK3325000
- ridadr
- 2811
- HS 번호
- 29419090
- risk_code
- 22-68/20/21/22-20/21/22
- hazard_code
- Xn,T
- safety_code
- 36/37-24/25
- 포장분류
- III
- 위험 등급
- 6.1(b)
- F 고인화성물질
- 3-10
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
개요Oligomycins are macrolides created by Streptomyces species that can be toxic to other organisms. Different oligomycin isomers are highly specific for the disruption of mitochondrial metabolism. Oligomycin A, a dominant analog of the isomers, is an inhibitor of mitochondrial F1FO ATP synthase that induces apoptosis in a variety of cell types (average GI50 = 270 nM). Oligomycin A exhibits antifungal, antitumor, and nematocidal activities, but has poor solubility in water and other biocompatible solvents, which limits its clinical application.
용도Oligomycin A is a macrolide with fungicidal activity isolated from Streptomyces species.
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