CAS 57576-44-0|Aclarubicin

Introduction:Basic information about CAS 57576-44-0|Aclarubicin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAclarubicin
CAS Number57576-44-0Molecular Weight811.86800
Density1.42 g/cm3Boiling Point897.7ºC at 760 mmHg
Molecular FormulaC42H53NO15Melting Point151-153ºC
MSDS/Flash Point496.7ºC

Names

Nameaclacinomycin A
SynonymMore Synonyms

Aclarubicin BiologicalActivity

DescriptionAclacinomycin A (Aclarubicin) is an orally active and potent anthracycline antitumor antibiotic. Aclacinomycin A is an inhibitor of topoisomerase I and II. Aclacinomycin A inhibits synthesis of nucleic acid, especially RNA. Aclacinomycin A might inhibit the 26S protease complex as well as the ubiquitin-ATP-dependent proteolysis[1][2][3].
Related CatalogResearch Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>TopoisomeraseSignaling Pathways >>Cell Cycle/DNA Damage >>DNA/RNA SynthesisSignaling Pathways >>Metabolic Enzyme/Protease >>Proteasome
Target

Topoisomerase I

Topoisomerase II

In VitroAclacinomycin A (0-120 μM, 30 min) inhibits the ubiquitin-ATP-dependent proteolytic activity of rabbit reticulocytes in a dose-dependent manner, with an IC50 of 52 μM. But it does not inhibit the ubiquitination[1]. Aclacinomycin A inhibits ubiquitin-ATP-dependent proteolysis after the conjugation of ubiquitin to proteins[1]. Aclacinomycin A (0-2.4 μM, 3 h) inhibits the topo II catalytic activity[2]. Aclacinomycin A (0-1.8 μM, 3 h) has negative effect on the proliferative rate of V79 and irs-2 cells[2]. Aclacinomycin A emits fluorescence and that human-cervical cancer HeLa cells exposed to Aclacinomycin A exhibits bright fluorescence signals in the cytoplasm when fluorescence microscopy was performed using the red filter (excitation 530-550 nm/emission 575 nm)[3]. Cell Viability Assay[2] Cell Line: V79 and irs-2 cells Concentration: 0, 0.006, 0.12, 1.2, and 2.4 μM Incubation Time: 3 h Result: Inhibited the topo II catalytic activity in a dose-dependent manner. The loss of topo II catalytic activity in ACLA-treated cells was in all cases significant compared with non-treated cells. Cell Proliferation Assay[2] Cell Line: V79 and irs-2 cells Concentration: 0, 0.12, 0.25, 0.37, 0.6, 1.2, 1.8 μM Incubation Time: 3 h Result: Showed a dose-dependent negative effect on the proliferative rate of V79 and irs-2 cells, but the reduction in surviving colonies was higher in the radiosensitive irs-2 cells for most of the ACLA doses tested.
In VivoAclacinomycin A (0.75-6 mg/kg, IP, daily) dose-dependently exhibits tumor growth in mice-based Leukemia P-388 model[4]. Aclacinomycin A (0.6-20 mg/kg, Orally, daily) exhibits an antitumor effect on leukemia L-1210[4]. Aclacinomycin A is very well absorbed in mice, rats, and dogs after its oral administration. The oral LD50 (76.5 mg/kg) is about twice the iv LD50 (35.6 mg/kg) in mice[4]. Animal Model: DBA/2, CDF1 (BALB/c×DBA/2) mice with Leukemia P-388 (90-110 g)[4]. Dosage: 0.75 mg/kg, 1.5 mg/kg, 3 mg/kg, 6 mg/kg Administration: Intraperitoneal administration daily for 10 days starting 3 hr after transplantation. Result: Inhibited tumor growth. Animal Model: CDF1 mouse with Leukemia L-1210[4] Dosage: 0.6 mg/kg, 1.25 mg/kg, 2.5 mg/kg, 5 mg/kg, 10 mg/kg, 20 mg/kg Administration: Orally, daily for days 1-9 Result: Exhibited an antitumor effect on leukemia L-1210.

Chemical & Physical Properties

Density1.42 g/cm3
Boiling Point897.7ºC at 760 mmHg
Melting Point151-153ºC
Molecular FormulaC42H53NO15
Molecular Weight811.86800
Flash Point496.7ºC
Exact Mass811.34200
PSA217.05000
LogP3.15770
Index of Refraction1.629
InChIKeyUSZYSDMBJDPRIF-JEZAGOLQSA-N
SMILESCCC1(O)CC(OC2CC(N(C)C)C(OC3CC(O)C(OC4CCC(=O)C(C)O4)C(C)O3)C(C)O2)c2c(cc3c(c2O)C(=O)c2c(O)cccc2C3=O)C1C(=O)OC

Safety Information

Hazard CodesT
Risk PhrasesR25
Safety PhrasesS36/37/39-S45
RIDADR3249
RTECSQI9279300
Packaging GroupII
Hazard Class6.1(a)

Synonyms

aclacur
ACLARUBLCIN
Aclacin
Jaclacin
ACM
Aclarubicin
Aelacinon
EINECS 260-824-3
MFCD00866250
ma144-a1
Aclaplastin
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