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| | (1S,3R)-3,4,5,10-テトラヒドロ-9-ヒドロキシ-1-メチル-5,10-ジオキソ-1H-ナフト[2,3-c]ピラン-3-酢酸 製品概要 |
| 化学名: | (1S,3R)-3,4,5,10-テトラヒドロ-9-ヒドロキシ-1-メチル-5,10-ジオキソ-1H-ナフト[2,3-c]ピラン-3-酢酸 | | 英語化学名: | NANAOMYCIN A | | 别名: | (1s-e)-10-dioxo;1h-naphtho(2,3-c)pyran-3-aceticacid,3,4,5,10-tetrahydro-9-hydroxy-1-methyl-5,;os-3966-a;rosanomycina;Antibiotic OS 3966A, Nanafrocin, 1H-Naphtho[2,3-c]pyran-3-acetic acid,3,4,5,10-tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-(1S,3R)-;(1S)-3,4,5,10-Tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-1H-naphtho[2,3-c]pyran-3β-acetic acid;(1S,3R)-3,4,5,10-Tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-1H-naphtho[2,3-c]pyran-3-acetic acid;OS-3966-A; ROSANOMYCINA | | CAS番号: | 52934-83-5 | | 分子式: | C16H14O6 | | 分子量: | 302.28 | | EINECS: | | | カテゴリ情報: | | | Mol File: | 52934-83-5.mol | ![(1S,3R)-3,4,5,10-テトラヒドロ-9-ヒドロキシ-1-メチル-5,10-ジオキソ-1H-ナフト[2,3-c]ピラン-3-酢酸](CAS/GIF/52934-83-5.gif) |
| | (1S,3R)-3,4,5,10-テトラヒドロ-9-ヒドロキシ-1-メチル-5,10-ジオキソ-1H-ナフト[2,3-c]ピラン-3-酢酸 物理性質 |
| 融点 | 179°C | | 沸点 | 363.32°C (rough estimate) | | 比重(密度) | 1.2514 (rough estimate) | | 屈折率 | 1.4600 (estimate) | | 貯蔵温度 | −20°C | | 溶解性 | insoluble in H2O; ≥15.1 mg/mL in DMSO; ≥31.07 mg/mL in EtOH with ultrasonic | | 外見 | solid | | 色 | Yellow to orange |
| 主な危険性 | T | | Rフレーズ | 22-24 | | Sフレーズ | 36/37-45 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | RTECS 番号 | QL6127000 |
| | (1S,3R)-3,4,5,10-テトラヒドロ-9-ヒドロキシ-1-メチル-5,10-ジオキソ-1H-ナフト[2,3-c]ピラン-3-酢酸 Usage And Synthesis |
| 使用 | Nanaomycin A is the first selective DNMT3B inhibitor with an IC50 of 500 nM. Nanaomycin A, a quinone antibiotics, reactivates silenced tumor suppressor genes in human cancer cells[1]. Nanaomycin A inhibits in vitro growth of the human malaria parasite Plasmodium falciparum with an IC80 value of 33.1 nM[2]. | | 定義 | ChEBI: A pyranonaphthoquinone antibiotic from strain OS-3966 of Streptomyces rosa var. notoensis. | | 生物活性 | nanaomycin a is a selective inhibitor of dna methyltransferase 3b (dnmt3b) with ic50 value of 500 nm [1].in the biochemical in vitro methylation assay, nanaomycin a showed selective inhibition of dnmt3b but not dnmt1 although it was docked to the catalytic domain of human dnmt1 in a multi-step docking approach. nanaomycin a showed cell viability inhibition in hct116, a549 and hl60 cells with ic50 values of 400 nm, 4100 nm and 800 nm, respectively. it decreased the genomic methylation level of these cells significantly. besides that, nanaomycin a treatment resulted in demethylation of the rassf1a promoter in a549 cells. the demethylation caused by nanaomycin a reactivated the transcription and expression of a silenced tumor suppressor gene [1]. | | target | DNMT3B | | IC 50 | DNMT3B: 500 nM (IC50); Plasmodium | | 参考文献 | [1] kuck d, caulfield t, lyko f, et al. nanaomycin a selectively inhibits dnmt3b and reactivates silenced tumor suppressor genes in human cancer cells. molecular cancer therapeutics, 2010, 9(11): 3015-3023. |
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