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ChemicalBook--->CAS DataBase List--->1404-15-5

1404-15-5

1404-15-5 Structure

1404-15-5 Structure
IdentificationBack Directory
[Name]

NOGALAMYCIN
[CAS]

1404-15-5
[Synonyms]

U 15167
U-15167
nsc-70845
AIDS031122
nogalomycin
NOGALAMYCIN
Nogalamyicn
Nogalamycine
Nogalamycinum
antibiotic205t3
antibioticnsc70845
NOGALAMYCIN, STREPTOMYCES NOGALATER
NOGALAMYCIN FROM STREPTOMYCES NOGALATER
Nogalamycin >=95%, from Streptomyces nogalater
[Molecular Formula]

C39H49NO16
[MDL Number]

MFCD00083442
[MOL File]

1404-15-5.mol
[Molecular Weight]

787.8
Chemical PropertiesBack Directory
[Melting point ]

195-196° (dec)
[alpha ]

D25 +425° (c = 0.11 in CHCl3)
[Boiling point ]

658.61°C (rough estimate)
[density ]

1.2095 (rough estimate)
[refractive index ]

1.7650 (estimate)
[storage temp. ]

2-8°C
[solubility ]

DMF: Soluble; DMSO: Soluble; Ethanol: soluble; Methanol: Soluble
[form ]

A solid
[pka]

7.45 (60% ethanol)
[color ]

Orange-red solid from MeOH
[biological source]

Streptomyces nogalater
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

45-46-61-20/21/22
[Safety Statements ]

53-22-36/37/39-45
[WGK Germany ]

3
[RTECS ]

RA4550000
[Toxicity]

LD50 in mice (mg/kg): 11.75 i.v., 4.79 i.p. (Hadidian)
Hazard InformationBack Directory
[Uses]

Nogalamycin (cas# 1404-15-5) is a compound useful in organic synthesis.
[Uses]

Nogalamycin is an unusual anthracycline produced by Streptomyces nogalater var. nogalater, reported by researchers at Upjohn in 1965. Nogalamycin contains two saccharides. The neutral monosaccharide attaches to the D ring, similar to the aminoglycoside moieties of the doxorubicin class, while the second, basic saccharide attaches to the phenolic group on the A ring in the ortho position to form a unique family of hexacyclic anthracyclines. Nogalamycin is potent antibacterial and antitumor agent that interacts with DNA by intercalation.
[Definition]

ChEBI: Nogalamycin is an anthracycline antibiotic isolated from Streptomyces nogalater. It is a DNA intercalator and exhibits anticancer properties. It has a role as an antineoplastic agent, a cardiotoxic agent, a bacterial metabolite and an intercalator. It is a methyl ester, a polyketide, an anthracycline antibiotic, a tertiary amino compound, a monosaccharide derivative, an organic heterohexacyclic compound and a tetrol.
[Biochem/physiol Actions]

Anthracyclic antitumor antibiotic.
[Safety Profile]

Poison by intravenous andintraperitoneal routes. Human mutation data reported. Anantibiotic. When heated to decomposition it emits toxicfumes of NOx.
[in vivo]

Nogalamycin (0-1000 mug/kg; IP) can regress chemically-induced fibrosarcoma tumors and tumors of spontaneous origin in rats[3].

Animal Model:Rats[1]
Dosage:0-1000 mug/kg
Administration:IP
Result:Regressed chemically-induced fibrosarcoma tumors and tumors of spontaneous origin in rats, and the most effective concentration was 556 mug/kg.
[storage]

Store at -20°C
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