Rodorubicin
Basic information
- CAS
96497-67-5- Standard SMILES
CC[C@@]1(O)C[C@H](O[C@H]2C[C@H](N(C)C)[C@H](O[C@H]3C[C@@H]4O[C@H]5CC(=O)[C@H](C)O[C@H]5O[C@@H]4[C@H](C)O3)[C@H](C)O2)c2c(O)c3c(c(O)c2[C@H]1O[C@H]1C[C@H](N(C)C)[C@H](O)[C@H](C)O1)C(=O)c1cccc(O)c1C3=O- InChIKey
JXVAMODRWBNUSF-KZQKBALLSA-N- Molecular formula
- C48H64N2O17
- Average molar mass
- 941 g/mol
- Monoisotopic mass
- 940.42049858
Overview
Rodorubicin is a synthetic tetraglycosidic anthracycline antibiotic with antineoplastic activity. Rodorubicin appears to intercalate DNA and causes cell death. Due to its severe cardiotoxic effects, this agent was never marketed.
Names & identifiers
- Preferred name
- Rodorubicin
- IUPAC
- (7S,9R,10R)-7-[(2R,4S,5S,6S)-4-(dimethylamino)-5-[[(1R,3R,5S,8S,10S,12S,14S)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]oxy]-6-methyloxan-2-yl]oxy-10-[(2S,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione
- English name
- Rodorubicin
- Molecular formula
- C48H64N2O17
- Molecular weight
- 941.031
Names & synonyms
RODORUBICIN96497-67-5RodorubicinaRodorubicineRodorubicinumCytorhodin SXCZ4D2241YDTXSID80869273RefChem:179765HLB 817DTXCID101780818Rodorubicin [INN]
Show more names
(7S,9R,10R)-7-[(2R,4S,5S,6S)-4-(dimethylamino)-5-[[(1R,3R,5S,8S,10S,12S,14S)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl]oxy]-6-methyloxan-2-yl]oxy-10-[(2S,4S,5S,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-9-ethyl-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dioneRodorubicine [French]Rodorubicinum [Latin]Rodorubicina [Spanish]UNII-XCZ4D2241YSCHEMBL8693orb1701657CHEMBL3989540
Database identifiers
- CAS
96497-67-5- PubChem CID
- 57097
- DTXSID
DTXSID80869273- ChEMBL
CHEMBL3989540- UNII
- XCZ4D2241Y
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 242 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 19
- Rotatable bonds
- 9
- Heavy atoms
- 67
- Formal charge
- 0
- Complexity
- 1,810
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Physicochemical properties
- FDA UNII
- 4 D2241Y · XCZ4D2241Y
Chemistry & industry
Applications
UsesRodorubicin (Cytorhodin S) is a tetraglycosidic anthracycline with preclinical antitumor activity[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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