| Identification | Back Directory | [Name]
NANAOMYCIN A | [CAS]
52934-83-5 | [Synonyms]
os-3966-a
rosanomycina
(1s-e)-10-dioxo
OS-3966-A; ROSANOMYCINA
1h-naphtho(2,3-c)pyran-3-aceticacid,3,4,5,10-tetrahydro-9-hydroxy-1-methyl-5,
(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
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)- | [Molecular Formula]
C16H14O6 | [MDL Number]
MFCD00869168 | [MOL File]
52934-83-5.mol | [Molecular Weight]
302.28 |
| Chemical Properties | Back Directory | [Melting point ]
179°C | [Boiling point ]
363.32°C (rough estimate) | [density ]
1.2514 (rough estimate) | [refractive index ]
1.4600 (estimate) | [storage temp. ]
−20°C
| [solubility ]
insoluble in H2O; ≥15.1 mg/mL in DMSO; ≥31.07 mg/mL in EtOH with ultrasonic | [form ]
solid | [color ]
Yellow to orange |
| Hazard Information | Back Directory | [Uses]
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]. | [Definition]
ChEBI: A pyranonaphthoquinone antibiotic from strain OS-3966 of Streptomyces rosa var. notoensis. | [Biological Activity]
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 | [storage]
Store at -20°C | [References]
[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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| Company Name: |
BOC Sciences
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1-631-485-4226; 16314854226 |
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https://www.bocsci.com |
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