플라텐신
2,4-Dihydroxy-3-{3-[(2S,4aS,8S)-8-methyl-3-methylidene-7-oxo-1,3,4,7,8,8a-hexahydro-2H-2,4a-ethanonaphthalen-8-yl]propanamido}benzoic acid
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기본 정보
- CAS
869898-86-2- 표준 SMILES
C=C1C[C@@]23C=CC(=O)[C@@](C)(CCC(=O)Nc4c(O)ccc(C(=O)O)c4O)C2C[C@@H]1CC3- InChIKey
DWUHGPPFFABTIY-KMVHLTCXSA-N- 분자식
- C24H27NO6
- 평균 분자량
- 425.481 g/mol
- 단동위원소 질량
- 425.18383758
이름 및 식별자
- 우선 이름
- 2,4-Dihydroxy-3-{3-[(2S,4aS,8S)-8-methyl-3-methylidene-7-oxo-1,3,4,7,8,8a-hexahydro-2H-2,4a-ethanonaphthalen-8-yl]propanamido}benzoic acid
- IUPAC
- 2,4-Dihydroxy-3-{3-[(2S,4aS,8S)-8-methyl-3-methylidene-7-oxo-1,3,4,7,8,8a-hexahydro-2H-2,4a-ethanonaphthalen-8-yl]propanamido}benzoic acid
- 현지명
- 플라텐신
- 영어명
- Platencin
- 분자식
- C24H27NO6
- 분자량
- 425.48
이름 및 동의어
플라텐신PlatencinBenzoic acid, 3-[[3-[(2S,4aS,8S,8aR)-1,3,4,7,8,8a-hexahydro-8-methyl-3-methylene-7-oxo-2H-2,4a-ethanonaphthalen-8-yl]-1-oxopropyl]amino]-2,4-dihydroxy-
데이터베이스 식별자
- CAS
869898-86-2- PubChem CID
- 44450228
- DTXSID
DTXSID90659162
물성
물리화학적 성질
- 끓는 점
- 670.1 · 670.1±55.0 °C(Predicted)
- 밀도
- 1.38 · 1.38±0.1 g/cm3(Predicted)
- 저장 조건
- -20 °C · Store at -20°C
- 용해도
- DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 2.14 · 2.14±0.13(Predicted)
화학 및 산업
응용 분야
개요Platencin is a natural, broad spectrum Gram-positive antibiotic isolated from S. platensis, which is also the source of platensimycin . Platencin inhibits two key enzymes in bacterial fatty acid synthesis, β-ketoacyl-ACP synthases II and III (FabF and FabH, respectively), unlike platensimycin which only targets FabF. The IC50 values for platencin against FabF and FabH are 1.95 and 3.91 μg/ml, respectively. It does not exhibit cross-resistance to antibiotic resistant bacterial strains, including methicillin-resistant S. aureus, vancomycin-intermediate S. aureus, and vancomycin-resistant Enterococci. For these reasons, platencin has potential applications in fighting antibiotic resistant bacteria.
용도Platencin is a novel, broad spectrum, Gram-positive antibiotic produced by strains of Streptomyces platensis. Platencin is more potent than its analogue, platensimycin. Platencin shows potent in vivo efficacy without any observed toxicity. Platencin targets two essential proteins, b-ketoacyl-acyl carrier protein (ACP) synthase II (FabF) and III (FabH) whereas platensimycin targets only FabF.
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