Basic information
- CAS
70774-25-3- Standard SMILES
COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](NC(=O)[C@@H](N)CC(C)C)[C@H](O)[C@H](C)O1- InChIKey
HROXIDVVXKDCBD-ZUWKMVCBSA-N- Molecular formula
- C33H40N2O12
- Average molar mass
- 656.7 g/mol
- Monoisotopic mass
- 656.25812472
Overview
Leurubicin is an N-L-leucyl prodrug of the anthracycline doxorubicin, with antineoplastic activity. Leurubicin is converted to its active form doxorubicin in or on tumor cells by hydrolytic enzymes.
Names & identifiers
- Preferred name
- Leurubicin
- IUPAC
- (2S)-2-amino-N-[(2S,3S,4S,6R)-3-hydroxy-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]oxan-4-yl]-4-methylpentanamide
- English name
- Leurubicin
- Molecular formula
- C33H40N2O12
- Molecular weight
- 656.681
Names & synonyms
Leurubicin70774-25-3LeurubicinaLeurubicineLeurubicin [INN]LeurubicinumN-LeucyldoxorubicinLeurubicine [INN-French]Leurubicinum [INN-Latin]Leurubicina [INN-Spanish]UNII-1Z20MGK8511Z20MGK851
Show more names
L-LeucyldoxorubicinN-(L-Leucyl)doxorubicin(8S,10S)-10-[[3-(Leucylamino)-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl]oxy]-8-glycoloyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione(8S,10S)-10-[(3-L-Leucylamino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-8-glycoloyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione5,12-Naphthacenedione, 10-3-(2S)-2-amino-4-methyl-1-oxopentylamino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyloxy-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S,10S)-5,12-Naphthacenedione, 10-[[3-[[(2S)-2-amino-4-methyl-1-oxopentyl]amino]-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-, (8S,10S)-
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 235 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 13
- Rotatable bonds
- 9
- Heavy atoms
- 47
- Formal charge
- 0
- Complexity
- 1,200
Physicochemical properties
- Boiling point
- 916.2 · 916.2±65.0 °C(Predicted)
- Density
- 1.49 · 1.49±0.1 g/cm3(Predicted)
- pka
- 7.35 · 7.35±0.60(Predicted)
- FDA UNII
- 1 Z20MGK851 · 1Z20MGK851
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information
5,12-Naphthacenedione, 10-3-(2S)-2-amino-4-methyl-1-oxopentylamino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyloxy-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S,10S)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
UsesLeurubicin is a prodrug of the antracycline Doxorubicin Hydrochloride(D558000) which is an antineoplastic agent.
Suppliers4 total
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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