CAS 28008-55-1

(1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside

Description:

The chemical substance with the name "(1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside" and CAS number "28008-55-1" is a complex organic compound characterized by its intricate structure, which includes multiple hydroxyl groups, a methoxy group, and a dioxo functionality. This compound features a tetracene backbone, which contributes to its potential biological activity and interaction with various biological systems. The presence of amino and deoxy sugar moieties suggests that it may exhibit properties relevant to glycosylation and could be involved in biochemical pathways. Its stereochemistry, indicated by the (1S,3S) configuration, plays a crucial role in determining its reactivity and interaction with biological targets. Such compounds are often of interest in medicinal chemistry and pharmacology due to their potential therapeutic applications, particularly in the development of antibiotics or anticancer agents. Further studies would be necessary to elucidate its specific biological activities and mechanisms of action.

Formula: C₂₇H₃₁NO₁₀

InChI: InChI=1S/C27H31NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10-11,14,16-17,22,29-30,32,34-35H,7-9,28H2,1-3H3/t10-,11-,14-,16-,17-,22+,27-/m0/s1

InChI key: InChIKey=HJEZFVLKJYFNQW-PRFXOSGESA-N

SMILES: OC=1C2=C([C@@H](O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C[C@@]([C@H](C)O)(O)C2)C(O)=C4C1C(=O)C=5C(C4=O)=C(OC)C=CC5

Synonyms:

• 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-[(1S)-1-hydroxyethyl]-1-methoxy-, (8S,10S)-
• (8S,10S)-10-[(3-Amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-[(1S)-1-hydroxyethyl]-1-methoxy-5,12-naphthacenedione
• Dihydrodaunomycin
• 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(1-hydroxyethyl)-1-methoxy-, [8S-[8α,8(R*),10α]]-
• L-lyxo-Hexopyranoside, 1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1-naphthacenyl 3-amino-2,3,6-trideoxy-, (1S,3S)-
• 1-hydroxy-13-dihydrodaunomycin
• duborimycin
• Daunorubicinol (mixture of diastereoisomers)
• antibiotic20-798rp
• (8S,10S)-10-[(3-AMino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-[1-hydroxyethyl]-1-Methoxy-5,12-naphthacenedione
• 5,12-Naphthacenedione, 10-(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(1S)-1-hydroxyethyl-1-methoxy-, (8S,10S)-
• DAUNOMYCINOL USP/EP/BP
• DAUNOMYCINOL
• daunorubicinol
• Daunorubicinol trifluoroacetate salt
• 13-dihydrodaunomycin
• 11-trihydroxy-lyxohexopyranosyl)oxy)-8-(1-hydroxyethyl)-1-methoxy-8
• Daunorubicinol (Mixture of Diastereomers)Discontinued, see D194505
• Doxorubicin Mixture of Diastereomers
• C12430
• leukaemomycind
• Daunorubicinol Hydrochloride (Mixture of Diastereomers)
• 13-dihydrodaunorubicin

Daunorubicin EP Impurity B (Daunorubicinol) (Mixture of Diastereomers)

CAS: 28008-53-9, 28008-55-1

Formula: C₂₇H₃₁NO₁₀

Color and Shape: Dark Red Solid

Molecular weight: 529.54

Ref: 4Z-D-482

Daunorubicinol

CAS: 28008-55-1

Daunorubicinol is the main metabolite of daunomycin.

Formula: C₂₇H₃₁NO₁₀

Color and Shape: Solid

Molecular weight: 529.54

Ref: TM-T31209

Daunorubicinol-13C,d3 (mixture of diastereomers)

Controlled Product

CAS: 28008-55-1

Applications A metabolite of Daunorubicin. Used as an antineoplastic. Complexes with DNA. Inhibits DNA and RNA synthesis.
References Mizuno, N.S., et al.: Cancer Res., 35, 1542 (1975), Munger, C., et al.: Cancer Res., 48, 2404 (1988), Kobayashi, Y., et al.: J. Biol. Chem., 275, 17639 ( 2000), Burke, B., et al.: Cardiovasc. Toxicol., 2, 41 (2002),

Formula: CC₂₆D₃H₂₈NO₁₀

Color and Shape: Neat

Molecular weight: 533.55

Ref: TR-D194512

Daunorubicinol

CAS: 28008-55-1

Daunorubicin metabolite

Formula: C₂₇H₃₁NO₁₀

Purity: Min. 95%

Color and Shape: Red Powder

Molecular weight: 529.54 g/mol

Ref: 3D-MD32003

Doxorubicin Mixture of Diastereomers

CAS: 28008-55-1

Formula: C₂₇H₃₁NO₁₀

Molecular weight: 529.54

Ref: ST-EA-CP-D102005