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Aclarubicin

Aclarubicin Structure
CAS No.
57576-44-0
Chemical Name:
Aclarubicin
Synonyms
ACM;aclacur;Aclacin;Jaclacin;ma144-a1;Aelacinon;nsc-208734;ACLARUBLCIN;Aclaplastin;ACLARUBICIN
CBNumber:
CB4188966
Molecular Formula:
C42H53NO15
Molecular Weight:
811.88
MOL File:
57576-44-0.mol
Modify Date:
2023/6/8 9:02:16

Aclarubicin Properties

Melting point 151-153° (dec)
alpha D24 -11.5° (c = 1 in methylene chloride)
Boiling point 756.05°C (rough estimate)
Density 1.2261 (rough estimate)
refractive index 1.6220 (estimate)
storage temp. 2-8°C
solubility Dichloromethane (Slightly), DMSO (Slightly), Methanol (Slightly)
form Yellow powder with orange cast.
pka 6.41±0.70(Predicted)
color Yellow powder
Stability Light Sensitive
CAS DataBase Reference 57576-44-0(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P264-P270-P301+P310-P321-P330-P405-P501
Hazard Codes  T
Risk Statements  25
Safety Statements  36/37/39-45
RIDADR  3249
RTECS  QI9279300
HazardClass  6.1(a)
PackingGroup  II
Toxicity LD50 in mice (mg/kg): 22.6 i.p., 33.7 i.v. (Oki)
NFPA 704
0
4 0

Aclarubicin Chemical Properties,Uses,Production

Description

Aclarubicin was found in the culture broth of Streptomyces galilaeus MA144-M1 by Umezawa et al. of the Institute of Microbial Chemistry in 1975. It was produced along with structurally related compounds showing antileukemic activity and named aclacinomycin A. Sanraku-Ocean cooperated in isolating aclacinomycin A as a yellow crystalline powder and evaluated its strong antileukemic activity and low cardiac toxicity. Its generic name was changed to aclarubicin on the recommendation of the World Health Organization.

Uses

Antineoplastic.

Definition

ChEBI: An anthracycline antibiotic that is produced by Streptomyces galilaeus and also has potent antineoplastic activity.

Safety Profile

Poison by ingestion,intraperitoneal, subcutaneous, and intravenous routes. Anexperimental teratogen. Other experimental reproductiveeffects. Mutation data reported. An eye and subcutaneousirritant. When heated to decomposition it emits toxicfumes of

Enzyme inhibitor

This non-peptidic aclacinomycin antibiotic (FW = 811.88 g/mol; CAS CAS 57576-44-0; Source: strain of Streptomyces galilaeus), also known as aclarubicin, induces DNA strand scission. Target(s): nitric oxide synthase; RNA biosynthesis; DNA polymerase I; RNA polymerase, Escherichia coli; reverse transcriptase, avian myeloblastosis virus; Na+/K+-exchanging ATPase; Ca2+-transporting ATPase; cyclicnucleotide phosphodiesterase; electron transport and oxidative phosphorylation, mitochondrial; DNA helicase; DNA topoisomerase II; 20S proteasome, chymotrypsin-like activity; DNA topoisomerase I; 3'-5' DNA helicase, Plasmodium falciparum.

Aclarubicin Preparation Products And Raw materials

Raw materials

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Preparation Products

Global( 99)Suppliers
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CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
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1-naphthacenecarboxylicacid,2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6 aclacur aclarubicinfreebase antibiotic3082a ACLARUBLCIN ACLARUNBICIN 1-Naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-[(2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]-α-L-lyxo-hexopyranosyl]-3-(dimethylamino)-α-L-lyxo-hexopyranosyl]oxy]-, methyl ester, [1R-(1α,2β,4β)]- Jaclacin Methyl (1R,2R,4S)-4-[(2R,5S,6S)-4-dimethylamino-5-[(2S,4S,5S,6S)-4-hydroxy-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate Aclacin Aclaplastin Aelacinon MA 144A1:NSC-208734 Aclacinomycin(Aclarubicin) Methyl (1R,2R,4S)-4-[4-dimethylamino-5-[4-hydroxy-6-methyl-5-(6-methyl-5-oxo-oxan-2-yl)oxy-oxan-2-yl]oxy-6-methyl-oxan-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate antibiotic77-3082a antibioticma144a antibioticma144a1 hyl-5-oxo-2h-pyran-2-yl)-alpha-l-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha- ma144-a1 methylester,(1r-(1-alpha,2-beta,4-beta))-l-lyxo-hexopyranosyl)oxy) nsc-208734 ACM ACLARUBICIN ACLACINOMYCIN A ACLACINOMYCIN A, STREPTOMYCES GALILAEUS ,11-dioxo-4-((2,3,6-trideoxy-4-o-(2,6-dideoxy-4-o-((2r-trans)-tetrahydro-6-met 1-Naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-[(2R,6S)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]-α-L-lyxo-hexopyranosyl]-3-(dimethylamino)-α-L-lyxo-hexopyranosyl]oxy]-, methyl ester, (1R,2R,4S)- Aclarubicin A Aclarubicin USP/EP/BP Aclidinomycin acclarithromycin 57576-44-0 C42H53NO15 Antibiotics Antibiotics A-F Antibiotics A to Z BioChemical Antitumour ProteasomeInhibitors Interferes with DNA Synthesis Antibiotics Antibiotics A to Antibiotics A-FAntibiotics Antibiotics by Application Antineoplastic and Immunosuppressive AntibioticsAntibiotics Mechanism of Action