Basic information
- CAS
171047-47-5- Standard SMILES
CC(=O)[C@]1(O)Cc2c(O)c3c(c(O)c2[C@@H](O[C@H]2C[C@H](N4CC4)[C@H](OS(C)(=O)=O)[C@H](C)O2)C1)C(=O)c1ccccc1C3=O- InChIKey
VMDWTZZCNDEKIO-CBNJBKGYSA-N- Molecular formula
- C29H31NO11S
- Average molar mass
- 601.6 g/mol
- Monoisotopic mass
- 601.16178198
Overview
Ladirubicin is a small molecule drug. Ladirubicin has a monoisotopic molecular weight of 601.16 Da.
Names & identifiers
- Preferred name
- Ladirubicin
- IUPAC
- [(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-4-(aziridin-1-yl)-2-methyloxan-3-yl] methanesulfonate
- English name
- (7S,9S)-9-acetyl-7-[(2S,4S,5S,6S)-4-aziridin-1-yl-6-methyl-5-methylsulfonyloxy-oxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
- Molecular formula
- C29H31NO11S
- Molecular weight
- 601.62
Names & synonyms
Ladirubicin171047-47-5ladirubicinaladirubicineU395ERO49HPNU-159548DTXSID301031257ladirubicinumPNU 159548RefChem:152104Idarubicin Analog PNU-159548DTXCID601516266
Show more names
(7S,9S)-9-acetyl-7-[(2S,4S,5S,6S)-4-aziridin-1-yl-6-methyl-5-methylsulfonyloxy-oxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione5,12-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)-
FCE 28729PNU1595484-Demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulphonyl-daunorubicinLadirubicin [INN]UNII-U395ERO49H[(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-4-(aziridin-1-yl)-2-methyloxan-3-yl] methanesulfonate(1S,3S-3-Acetyl-1,2,3,4,6,11,hexahydro-3,5,12-trihydroxy-6,11-dioxo-1-naphthacenyl 3-(1-aziridinyl)-2,3,6-trideoxy-4-O-(methylsulfonyl)-alpha-L-lyxo-hexopyranosideLADIRUBICIN [WHO-DD]
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 185 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 6
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 1,220
Physicochemical properties
- Boiling point
- 800.3 · 800.3±65.0 °C(Predicted)
- Density
- 1.59 · 1.59±0.1 g/cm3(Predicted)
- pka
- 7.79 · 7.79±0.60(Predicted)
- FDA UNII
- 395 ERO49H · U395ERO49H
Chemistry & industry
Applications
UsesLadirubicin (PNU-159548) is a derivative of Daunorubicin (HY-13062A). Ladirubicin exhibits DNA intercalation and DNA alkylating properties, inhibits DNA replication and transcription, causes DNA damage, and thereby exhibits antitumor efficacy. Ladirubicin exhibits the potential to penetrate the blood-brain barrier (BBB) for its high lipophilicity. Ladirubicin exhibits toxicity through suppression of bone marrow activity[1].
Suppliers3 total
苏州美石生物科技有限公司1173954148q · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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