기본 정보
- CAS
22862-76-6- 표준 SMILES
COc1ccc(C[C@H]2NC[C@H](O)[C@H]2OC(C)=O)cc1- InChIKey
YKJYKKNCCRKFSL-RDBSUJKOSA-N- 분자식
- C14H19NO4
- 평균 분자량
- 265.3 g/mol
- 단동위원소 질량
- 265.13140809
개요
(-)-anisomycin is an antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system. It has a role as an anticoronaviral agent, an antimicrobial agent, an antiparasitic agent, an antineoplastic agent, a protein synthesis inhibitor, a DNA synthesis inhibitor and a bacterial metabolite. It is an organonitrogen heterocyclic antibiotic and a monohydroxypyrrolidine.
이름 및 식별자
- 우선 이름
- Anisomycin
- IUPAC
- [(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate
- 영어명
- ANISOMYCIN
- 분자식
- C14H19NO4
- 분자량
- 265.3
이름 및 동의어
anisomycin22862-76-6Flagecidin(-)-Anisomycin(2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetateNSC-76712(2R,3S,4S)-2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetateNSC767126C74YM2NGI[(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetateDTXSID5040966
이름 더 보기
Nsc147340Aids031977Aids-031977Wuningmeisu C4-beta))-alphAnisomycin>(-)-anisomycin
CHEBI:338412(2R,3S,4S)-2-(p-Methoxyphenylmethyl)-3-acetoxy-4-hydroxypyrrolidine(2R,3S,4S)-2-((4-Methoxyphenyl)methyl)-3,4-pyrrolidinediol 3-acetate(2R,3S,4S)-2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol 3-acetate3,4-Pyrrolidinediol, 2-((4-methoxyphenyl)methyl)-, 3-acetate, (2R,3S,4S)-3,4-Pyrrolidinediol, 2-[(4-methoxyphenyl)methyl]-, 3-acetate, (2R,3S,4S)-3,4-Pyrrolidinediol, 2-((4-methoxyphenyl)methyl)-, 3-acetate, (2R-(2alpha,3alpha,4beta))-((2R,3S,4S)-4-hydroxy-2-((4-methoxyphenyl)methyl)pyrrolidin-3-yl) acetate
데이터베이스 식별자
- CAS
물성
구조 계산 물성
- XLogP
- 0.9
- 극성 표면적
- 67.8 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 5
- 회전 가능 결합 수
- 5
- 무거운 원자 수
- 19
- 형식 전하
- 0
- 복잡도
- 302
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section165.8 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 140 · 140-141 C
- 끓는 점
- 408.52 °C · 408.52°C (rough estimate)
- 밀도
- 1.1356 · 1.1356 (rough estimate)
- 굴절률
- 1.523 · 1.5230 (estimate)
- 인화점
- 87 ℃ · 87℃
- 저장 조건
- -20 °C · Inert atmosphere,Store in freezer, under -20°C
- 용해도
- 20 mg/mL, · 메탄올: 20mg/mL, 투명, 무색 내지 희미한 노란색
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 7.9 · 7.9(at 25℃)
- 색상
- 하얀색
- 수용성
- 2 mg/ml, · 물에 2mg/ml, DMSO에 20mg/ml, 메탄올에 20mg/ml에 용해됩니다.
- Merck
- 14 · 14,670
- BRN
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Danger
H301 (98.5%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 65 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory InformationStreptomyces griseolus: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - D-xylo-Pentitol, 1,4,5-trideoxy-1,4-imino-5-(4-methoxyphenyl)-, 3-acetate: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 2 (98.5%)
안전 데이터
- wgk
- 3
- rtecs
- BZ9800000
- ridadr
- UN 3462 6.1/PG 3
- 독성
- LD50 orl-rat: 72 mg/kg ANTCAO 5,490,55
- HS 번호
- 29419090
- risk_code
- 25-36/37/38-20/21/22
- hazard_code
- T,Xn
- safety_code
- 45-36-26
- 포장분류
- III
- 위험 등급
- 6.1(b)
- F 고인화성물질
- 3-10
- Hazard Classifications
- Acute Tox. 3 Oral
화학 및 산업
약리 정보
MeSH Pharmacological Classification
Substances that are destructive to protozoans.
Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins.
Compounds that inhibit cell production of DNA or RNA.
Substances that inhibit the growth or reproduction of BACTERIA.
응용 분야
용도Anisomycin is a phenylmethylenepyrrolidine first isolated from Streptomyces griseolus in 1954 as an antiprotozoan with antifungal activity. Anisomycin is an inhibitor of protein synthesis by binding to the 60S ribosomal subunit. Interestingly, anisomycin has found use for the induction of amnesia in animal models. More recently, anisomycin has been demonstrated to induce apoptosis, to be a selective signalling agonist, to activate mitogen-activated protein (MAP) kinases and to be immunomodulatory via its action on T cells.
공급사102 곳
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都健腾生物技术有限公司028-85159085 18080455027 · [email protected]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
爱斯特（成都）生物制药股份有限公司
관련 반응
5건
화합물 노트
불러오는 중…