Cinerubin B
Basic information
- CAS
35906-51-5- 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(cc3c(c2O)C(=O)c2c(O)ccc(O)c2C3=O)[C@H]1C(=O)OC- InChIKey
ZBDDFHXUDIPRSM-DQCCILMQSA-N- Molecular formula
- C42H51NO16
- Average molar mass
- 825.8 g/mol
- Monoisotopic mass
- 825.32078454
Overview
Cinerubin B is an anthracycline.
Names & identifiers
- Preferred name
- Cinerubin B
- IUPAC
- methyl (1R,2R,4S)-4-[(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-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
- English name
- cinerubine B
- Molecular formula
- C42H51NO16
- Molecular weight
- 825.85
Names & synonyms
Cinerubin BCinerubine B35906-51-5DTXSID701318198methyl (1R,2R,4S)-4-[(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-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylatemethyl (1R,2R,4S)-4-((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-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylateRefChem:126227DTXCID301747985Tauromycetin-IIIAntibiotic MA 144B2NSC 18335Tavromycetin III
Show more names
1-Naphthacenecarboxylic acid, 4-[[[2''',3''-anhydro]-O-3,6-dideoxy-α-L-erythro-hexopyranos-4-ulos-1-yl-(1→4)-O-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1→4)-2,3,6-trideoxy-3-(dimethylamino)-α-L-lyxo-hexopyranosyl]oxy]-2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7,10-tetrahydroxy-6,11-dioxo-, methyl ester, (1R,2R,...
Properties
Computed structural properties
- XLogP
- 4
- Topological polar surface area
- 226 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 17
- Rotatable bonds
- 8
- Heavy atoms
- 59
- Formal charge
- 0
- Complexity
- 1,610
Physicochemical properties
- Melting point
- 173 °C · 173°C
- Boiling point
- 762.31 °C · 762.31°C (rough estimate)
- Density
- 1.2494 · 1.2494 (rough estimate)
- refractive index
- 1.622 · 1.6220 (estimate)
- solubility
- Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
- pka
- 6.2 · 6.20±0.70(Predicted)
Chemistry & industry
Applications
UsesCinerubine B is an antimitotic antibiotic from Streptomyces.
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Compound notes
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