Nanafrocin

Modify Date: 2024-01-02 16:37:49

Nanafrocin structure	Common Name	Nanafrocin
	CAS Number	52934-83-5	Molecular Weight	302.279
	Density	1.5±0.1 g/cm3	Boiling Point	601.5±55.0 °C at 760 mmHg
	Molecular Formula	C₁₆H₁₄O₆	Melting Point	N/A
	MSDS	N/A	Flash Point	229.0±25.0 °C

Use of Nanafrocin

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].

Name	nanaomycin A
Synonym	More Synonyms

Description	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].
Related Catalog	Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Epigenetics >> DNA Methyltransferase
Target	DNMT3B:500 nM (IC50)
In Vitro	Nanaomycin A (10-10000 nM; 72 hours) has a distinct cytotoxic effect in all three cell lines[1]. Nanaomycin A (0.5, 5 μM; 72 hours) reveals induction of RASSF1A protein expression in A549 cells[1]. Nanaomycin A (5 μM; 72 hours) has an 18-fold relative induction[1]. Nanaomycin A not affects the enzymatic activity of DNMT1[1]. Cell Cytotoxicity Assay[1] Cell Line: HCT116 (colon), A549 (lung), and HL60 (bone marrow) human tumor cell lines Concentration: 10, 100, 1000, 10000 nM Incubation Time: 72 hours Result: Had a distinct cytotoxic effect in all three cell lines. Western Blot Analysis[1] Cell Line: A549 cells Concentration: 0.5, 5 μM Incubation Time: 72 hours Result: Revealed induction of RASSF1A protein expression. RT-PCR[1] Cell Line: A549 cells Concentration: 5 μM Incubation Time: 72 hours Result: Had an 18-fold relative induction.
References	[1]. Kuck D, et al.Nanaomycin A selectively inhibits DNMT3B and reactivates silenced tumor suppressor genes in human cancer cells.Mol Cancer Ther. 2010 Nov;9(11):3015-23. [2]. Tanaka Y, et al.Heme-dependent radical generation: possible involvement in antimalarial action of non-peroxide microbial metabolites, nanaomycin A and radicicol.J Antibiot (Tokyo). 1999 Oct;52(10):880-8.

Density	1.5±0.1 g/cm3
Boiling Point	601.5±55.0 °C at 760 mmHg
Molecular Formula	C₁₆H₁₄O₆
Molecular Weight	302.279
Flash Point	229.0±25.0 °C
Exact Mass	302.079041
PSA	100.90000
LogP	2.60
Vapour Pressure	0.0±1.8 mmHg at 25°C
Index of Refraction	1.649

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QL6127000

CHEMICAL NAME :: 1H-Naphtho(2,3-c)pyran-3-acetic acid, 3,4,5,10-tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-, (1S-E)-

CAS REGISTRY NUMBER :: 52934-83-5

LAST UPDATED :: 199306

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C16-H14-O6

MOLECULAR WEIGHT :: 302.30

WISWESSER LINE NOTATION :: T C666 BV EO IVT&&J D1 F1VQ NQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 52 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 290 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 28,860,1975

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 52 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 28200 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 28,860,1975

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 56 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 52 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980

Hazard Codes	Xi
Risk Phrases	22-24
RIDADR	UN 2811 6.1/PG 3

(1S-E)-3,4,5,10-Tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-1H-naphtho[2,3-c]pyran-3-acetic Acid

4-deoxykalafunginic acid

1H-Naphtho[2,3-c]pyran-3-acetic acid, 3,4,5,10-tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-, (1S,3R)-

dihydrokalafungin

2-[(1S,3R)-9-hydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetic acid

Rosanomycin A

Nanafrocine

Nanafrocinum

nanaomycin A

nanafrocinum [INN_la]

(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

[(1S,3R)-9-Hydroxy-1-methyl-5,10-dioxo-3,4,5,10-tetrahydro-1H-benzo[g]isochromen-3-yl]acetic acid

Nanafrocin

DC Chemicals Limited
China
Product Name: Nanaomycin A
Price:
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: 1H-Naphtho[2,3-c]pyran-3-aceticacid, 3,4,5,10-tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-, (1S,3R)-
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Stocking Period: Inquiry
Contact: Ms Wang

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Nanafrocin

Use of Nanafrocin

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Nanafrocin Biological Activity

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