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Molecule
Daunorubicin
CAS: 20830-81-3 · C27H29NO10
2D Structure
3D Structure
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Basic Information
- CAS Registry Number
- 20830-81-3
- Molecular Formula
- C27H29NO10
- Molecular Mass
- 527.53 g/mol
Identifiers
CAS Registry Number
20830-81-3
SMILES
COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(C)=O)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
InChI Key
STQGQHZAVUOBTE-VGBVRHCVSA-N
InChI
InChI=1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22+,27-/m0/s1
Names and Synonyms
- Daunorubicin Synonym
- 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)- Synonym
- Daunomycin Synonym
- 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)- Synonym
- (8S,10S)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione Synonym
- Rubomycin C Synonym
- Daunorubicin Synonym
- Daunorubicine Synonym
- NSC 82151 Synonym
- RP 13057 Synonym
- Rubidomycin Synonym
- Acetyladriamycin Synonym
- Cerubidin Synonym
- Leukaemomycin C Synonym
- (+)-Daunomycin Synonym
- Daunomycine Synonym
- DaunoXome Synonym
- NSC 83142 Synonym
- Daunoblastina Synonym
- (7S,9S)-9-Acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,l 1-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione Synonym
- FSL 0507 Synonym
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 527.53 g/mol | CAS Common Chemistry |
| 527.5260000000003 g/mol | RDKit | |
| 527.526 g/mol | RDKit | |
| Canonical SMILES | O=C1C=2C=CC=C(OC)C2C(=O)C=3C(O)=C4C(=C(O)C13)CC(O)(C(=O)C)CC4OC5OC(C)C(O)C(N)C5 | CAS Common Chemistry |
| InChI | InChI=1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22+,27-/m0/s1 | CAS Common Chemistry |
| InChI Key | InChIKey=STQGQHZAVUOBTE-VGBVRHCVSA-N | CAS Common Chemistry |
| Melting Point | 208-209 °C | CAS Common Chemistry |
| Name | Daunorubicin | CAS Common Chemistry |
| Heavy Atom Count | 38 | RDKit |
| Hydrogen Bond Acceptors | 11 | RDKit |
| Hydrogen Bond Donors | 5 | RDKit |
| Rotatable Bonds | 4 | RDKit |
| Aromatic Ring Count | 2 | RDKit |
| Topological Polar Surface Area | 185.84 Ų | RDKit |
| LogP | 1.0288999999999997 | RDKit |
| 1.0289 | RDKit | |
| Molar Refractivity | 130.34259999999998 cm³/mol | RDKit |
| Ring Count | 5 | RDKit |
| Formal Charge | 0 | RDKit |
| Fraction Csp3 | 0.4444 | RDKit |
| 0.44 | chempirical lib | |
| Exact Mass | 527.1791461279998 g/mol | RDKit |
Spectral Data
NMR, IR, and Mass spectral data
Predicting NMR spectra...
10 ppm
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1
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| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
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| Shift (ppm) | DEPT | Assignment |
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Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
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MW = 527.53 g/mol. Edit any field — others recompute live.
