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Aclarubicin

CAS No.
57576-44-0
Chemical Name:
Aclarubicin
Synonyms
ACM;aclacur;Aclacin;Jaclacin;ma144-a1;Aelacinon;Akramycin;nsc-208734;Arubi Star;ACLARUBLCIN
CBNumber:
CB4188966
Molecular Formula:
C42H53NO15
Molecular Weight:
811.88
MDL Number:
MFCD00866250
MOL File:
57576-44-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-16 07:06:08

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)
FDA UNII 74KXF8I502
NCI Drug Dictionary aclarubicin
ATC code L01DB04

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)
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 price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 15993 Aclarubicin ≥95% 57576-44-0 100μg $156 2026-04-30 Buy
Cayman Chemical 15993 Aclarubicin ≥95% 57576-44-0 500μg $692 2026-04-30 Buy
Usbiological 440910 Aclarubicin (Aclacinomycin A) 57576-44-0 1mg $403 2026-06-03 Buy
Usbiological 440910 Aclarubicin (Aclacinomycin A) 57576-44-0 5mg $779 2026-06-03 Buy
Usbiological 440910 Aclarubicin (Aclacinomycin A) 57576-44-0 10mg $1097 2026-06-03 Buy
Product number Packaging Price Buy
15993 100μg $156 Buy
15993 500μg $692 Buy
440910 1mg $403 Buy
440910 5mg $779 Buy
440910 10mg $1097 Buy

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.

Originator

Aclacinon ,Yamanouchi ,Japan ,1981

Uses

Aclarubicin is an anthracycline antibiotic. It is used in the treatment of cancer.

Uses

Antineoplastic.

Definition

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

Manufacturing Process

100 ml of this medium was sterilized at 120°C for 15 min in a 500 ml Sakaguchi-shaking flask which was inoculated from an agar slant culture of Streptomyces galilaeus MA144-M1 by platinum loop. Incubation proceeded for 48 hr at 28°C on a reciprocal shaker. 10 L of the previously sterilized medium in a 20 L stainless steel jar fermenter were aseptically inoculated with 200 ml of the above seed cultures. Fermentation was carried out at 28°C for 32 hours with agitation (240 rpm) and aeration (5 L/min). The cultured broth obtained was adjusted to pH 4.5, mixed with an adsorbent siliceous earth material and filtered from the mycelium. The filtrate and cake obtained thereby were extracted separately. The cake was suspended in acetone (3 L/kg wet cake), stirred for 2 hr and filtered, and the cake was further extracted with acetone once again. The extracts thus obtained were evaporated to one-tenth volume in vacuum. The culture filtrate was adjusted to pH 6.8 and extracted twice with one-third volume of ethyl acetate, and the ethyl acetate extracts were concentrated to one-tenth volume in vacuum.
Twenty grams of the resulting oily substances were mixed with 20 grams of silicic acid (Mallinckrodt Chemical Co.), applied to a column 40 cm in length and 4.5 cm in diameter filled with silicic acid, and eluted with a benzeneacetone- methanol mixture. The initial eluate which eluted with a 1:1:0 mixture was discarded and the active fractions eluted with 1:3:0 and 1:3:0.3 mixtures were collected and concentrated to dryness in vacuum. 11.5 g of this crude substance was then dissolved in a small amount of ethyl acetate and applied to the same silicic acid column as above. After discarding the initial eluates by the 1:1 and 2:1 benzene-acetone mixtures, aclacinomycin B fractions were first eluted with the above mixtures of 1:3 and 1:5 ratio, and aclacinomycin A fractions were then eluted with the 1:5:0.5 and 1:5:1 benzene-acetone-methanol mixtures. The eluates were dried over anhydrous sodium sulfate and concentrated to dryness in vacuum. 4.8 g of crude aclacinomycin A and 3.5 g of aclacinomycin B were obtained as yellow powder. 2.0 g of crude aclacinomycin A obtained as above were dissolved in a small amount of chloroform, applied to a column 20 cm in length and 20 cm in diameter filled with 30 g of silicic acid. After eluting off the pigments containing aglycone and aclacinomycin B and other impurities with chloroform and 1.5% methanol-containing chloroform, aclacinomycin A fractions were eluted with 2% methanol-containing chloroform, and concentrated to dryness in vacuum. 53 mg of yellow powder of aclacinomycin A was obtained. Its melting point was 129°C to 135°C.

Therapeutic Function

Antitumor, Antibiotic

Biological Activity

aclacinomycin a is a dual inhibitor of topoisomerase i and ii [1]. aclacinomycin a is an anticancer drug which can reduce the tumor with minimal damage to normal cells. aclacinomycin a shows potency against a wide variety of solid tumours and haematological malignancies. in a549, hepg2 and mcf-7 cells, aclacinomycin a shows cytotoxic activity with ic50 values of 0.27μm, 0.32μm and 0.62μm, respectively. aclacinomycin a induces cell apoptosis in these cells and the effects change to be necrosis when the incubation time is prolonged. aclacinomycin a is demonstrated to increase the activity of both caspase-3 and caspase-8, thus inducing the activation of parp. apart from that, as an inhibitor of opoisomerases, aclacinomycin a is found to induce dna damage in v79 and irs-2 cells. aclacinomycin a is used to treat acute leukaemias, lymphomas and other solid tumors through its inhibition of topo ii [1, 2].

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.

target

20S proteasome

References

[1] hajji n, mateos s, pastor n, domínguez i, cortés f. induction of genotoxic and cytotoxic damage by aclarubicin, a dual topoisomerase inhibitor. mutat res. 2005 may 2;583(1):26-35.
[2] rogalska a, szwed m, jó wiak z. aclarubicin-induced apoptosis and necrosis in cells derived from human solid tumours. mutat res. 2010 jul 19;700(1-2):1-10.

Aclarubicin Preparation Products And Raw materials

Global Suppliers ( 117)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2110 70
Jinan Trio PharmaTech Co., Ltd. 0531-88811783 sales@trio-pharmatech.com China 1856 62
Shanghai Sphchem Co., Ltd. 021-56491756 13512199871 2819742715@qq.com China 3994 55
Guangzhou Isun Pharmaceutical Co., Ltd 020-39119399 18927568969 isunpharm@qq.com China 4773 55
AdooQ BioScience, LLC +1 (866) 930-6790 info@adooq.com United States 2774 58
ApexBio Technology LLC +1-832-696-8203 info@apexbt.com United States 477 60
Shanghai Macklin Biochemical Co.,Ltd. 15221275939 15221275939 shenlinxing@macklin.cn China 15775 55
AdooQ Bioscience CHINA 025-58849295 info@adooq.cn China 2981 60
Pharmacodia (Beijing) Co.,Ltd +86-400-851-9921 sales@pharmacodia.com China 2308 55

View Latest Price from Aclarubicin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Aclarubicin USP/EP/BP pictures 2026-08-20 Aclarubicin USP/EP/BP
57576-44-0
$1.10 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Aclacinomycin A pictures 2026-07-15 Aclacinomycin A
57576-44-0
$299.00 99.43% 10g TargetMol Chemicals Inc.
Aclarubicin pictures 2020-05-03 Aclarubicin
57576-44-0
1KG 99.0% 800 ton Shaanxi Dideu Medichem Co. Ltd
  • Aclarubicin pictures
  • Aclarubicin
    57576-44-0
  • 99.0%
  • Shaanxi Dideu Medichem Co. Ltd
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 Akramycin Arubi Star 57576-44-0 C42H53NO15 Antibiotics Antibiotics A-F Antibiotics A to Z BioChemical Interferes with DNA Synthesis Antibiotics Antibiotics A to Antibiotics A-FAntibiotics Antibiotics by Application Antineoplastic and Immunosuppressive AntibioticsAntibiotics Mechanism of Action Antitumour ProteasomeInhibitors