CAS 21794-55-8: (+)-Daunomycinone
Description:(+)-Daunomycinone, with the CAS number 21794-55-8, is a naturally occurring anthracycline antibiotic derived from the bacterium Streptomyces peucetius. It is characterized by its complex polycyclic structure, which includes a tetracyclic ring system and a sugar moiety, contributing to its biological activity. This compound exhibits potent antitumor properties, primarily by intercalating into DNA and inhibiting topoisomerase II, leading to disruption of DNA replication and transcription. (+)-Daunomycinone is known for its red-orange color and is soluble in organic solvents such as methanol and dimethyl sulfoxide (DMSO), but has limited solubility in water. Its pharmacological profile includes a range of side effects, such as cardiotoxicity, which necessitates careful monitoring during therapeutic use. The compound is utilized in the treatment of various cancers, including leukemia and solid tumors, highlighting its significance in oncology. Overall, (+)-Daunomycinone serves as an important model for the development of new anticancer agents and continues to be a subject of research in medicinal chemistry.
Formula:C21H18O8
InChI:InChI=1S/C21H18O8/c1-8(22)21(28)6-10-13(11(23)7-21)19(26)16-15(18(10)25)17(24)9-4-3-5-12(29-2)14(9)20(16)27/h3-5,11,23,25-26,28H,6-7H2,1-2H3/t11-,21-/m0/s1
InChI key:InChIKey=YOFDHOWPGULAQF-MQJDWESPSA-N
SMILES:O=C1C=2C=CC=C(OC)C2C(=O)C=3C(O)=C4C(=C(O)C13)CC(O)(C(=O)C)CC4O
- Synonyms:
- (+)-Daunomycinone
- (8S,10S)-8-Acetyl-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-5,12-naphthacenedione
- 5,12-Naphthacenedione, 8-acetyl-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-, (8S-cis)-
- 5,12-naphthacenedione, 8-acetyl-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-, (8S,10S)-
- Daunomycin aglicone
- Daunomycinon
- Daunomycinone derivative
- Daunorubicin aglycone
- Daunorubicinone
- Leukaemomycinone C
- See more synonyms
- NSC 109351
- (8S,10S)-8-Acetyl-6,8,10,11-tetrahydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione
