CAS 57576-44-0: Aclarubicin
Description:Aclarubicin is an anthracycline antibiotic used primarily in cancer treatment, particularly for certain types of leukemia and solid tumors. It is derived from the bacterium Streptomyces galilaeus and functions by intercalating into DNA, thereby inhibiting DNA and RNA synthesis, which ultimately leads to cell death. Aclarubicin is characterized by its red color and is soluble in water, making it suitable for intravenous administration. Its mechanism of action involves the generation of free radicals, which contribute to its cytotoxic effects. The compound has a relatively short half-life in the body, necessitating careful dosing and monitoring during treatment. Common side effects associated with Aclarubicin include myelosuppression, cardiotoxicity, and gastrointestinal disturbances. Due to its potent effects and potential toxicity, its use is often limited to specific clinical scenarios, and it is typically administered under the supervision of healthcare professionals experienced in oncology. Overall, Aclarubicin remains an important agent in the chemotherapeutic arsenal against certain malignancies.
Formula:C42H53NO15
InChI:InChI=1S/C42H53NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-11,14,18-20,24,27-31,35,39-40,45-46,49,51H,8,12-13,15-17H2,1-7H3/t18-,19-,20-,24-,27-,28-,29-,30-,31-,35-,39+,40+,42+/m0/s1
InChI key:InChIKey=USZYSDMBJDPRIF-SVEJIMAYSA-N
SMILES:O=C1C=2C=CC=C(O)C2C(=O)C=3C(O)=C4C(=CC13)C(C(=O)OC)C(O)(CC)CC4OC5OC(C)C(OC6OC(C)C(OC7OC(C(=O)CC7)C)C(O)C6)C(N(C)C)C5
- Synonyms:
- 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-<span class="text-smallcaps">L</smallcap>-lyxo-hexopyranosyl]-3-(dimethylamino)-α-<smallcap>L</span>-lyxo-hexopyranosyl]oxy]-, methyl ester, (1R,2R,4S)-
- 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-<span class="text-smallcaps">L</smallcap>-lyxo-hexopyranosyl]-3-(dimethylamino)-α-<smallcap>L</span>-lyxo-hexopyranosyl]oxy]-, methyl ester, [1R-(1α,2β,4β)]-
- Aclacinomycin A
- Aclacinomycin A, Streptomycesgalilaeus
- Aclacur
- Aclarubicin
- Antibiotic 3082A
- Antibiotic 77-3082A
- Antibiotic MA 144A1
- Jaclacin
- See more synonyms
- NSC 208734
- methyl (1R,2R,4S)-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-4-({2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-(6-methyl-5-oxotetrahydro-2H-pyran-2-yl)hexopyranosyl]-3-(dimethylamino)hexopyranosyl}oxy)-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate
- methyl (1R,2R,4S)-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-4-{[(3xi)-2,3,6-trideoxy-4-O-{2,6-dideoxy-4-O-[(2R,6S)-6-methyl-5-oxotetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranosyl}-3-(dimethylamino)-alpha-L-threo-hexopyranosyl]oxy}-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate
- methyl (1R,2R,4S)-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-4-{[2,3,6-trideoxy-4-O-{2,6-dideoxy-4-O-[(2R,6S)-6-methyl-5-oxotetrahydro-2H-pyran-2-yl]-alpha-L-lyxo-hexopyranosyl}-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl]oxy}-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate
- 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)-
- 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)]-
