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Ladirubicin

Ladirubicin structure

Ladirubicin 

structure
  • CAS No:

    171047-47-5

  • Formula:

    C29H31NO11S

  • Chemical Name:

    Ladirubicin

  • Synonyms:

    5,12-Naphthacenedione,9-acetyl-7-[[3-(1-aziridinyl)-2,3,6-trideoxy-4-O-(methylsulfonyl)-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-,(7S,9S)-;5,12-Naphthacenedione,9-acetyl-7-[[3-(1-aziridinyl)-2,3,6-trideoxy-4-O-(methylsulfonyl)-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-,(7S-cis)-;(7S,9S)-9-Acetyl-7-[[3-(1-aziridinyl)-2,3,6-trideoxy-4-O-(methylsulfonyl)-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5,12-naphthacenedione;FCE 28729;PNU 159548;Ladirubicin

Description

Ladirubicin is a 4-demethoxydaunorubicin (idarubicin) analog with an aziridinyl group in position C-3' and a methylsulphonyl on position C-4', with potential antineoplastic activity. Upon intravenous administration, ladirubicin alkylates guanine residues at the N7 position in the DNA major groove, resulting in DNA base pair mismatching, DNA interstrand crosslinking, the inhibition of DNA repair and synthesis, cell-cycle arrest, and apoptosis.

Ladirubicin Basic Attributes

601.6 g/mol

601.62

U395ERO49H

C83861

Characteristics

185 Ų

Drug Information

4-demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulfonyldaunorubicin

Computed Properties

Molecular Weight:601.6
XLogP3:2.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:6
Exact Mass:601.16178198
Monoisotopic Mass:601.16178198
Topological Polar Surface Area:185
Heavy Atom Count:42
Complexity:1220
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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