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Molecule
Doxorubicin Hydrochloride
CAS: 25316-40-9 · C27H30ClNO11
2D Structure
3D Structure
Loading 3D structure...
Basic Information
- CAS Registry Number
- 25316-40-9
- Molecular Formula
- C27H30ClNO11
- Molecular Mass
- 579.99 g/mol
Identifiers
CAS Registry Number
25316-40-9
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](N)[C@H](O)[C@H](C)O1.Cl
InChI Key
MWWSFMDVAYGXBV-RUELKSSGSA-N
InChI
InChI=1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22+,27-;/m0./s1
Names and Synonyms
- Doxorubicin Hydrochloride Synonym
- Doxolipad Synonym
- Caelyx pegylated liposomal Synonym
- Doxorubicin-TEVA Synonym
- Doxorubicin-LANS Synonym
- 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-, hydrochloride (1:1), (8S,10S)- Synonym
- Adriamycin, hydrochloride Synonym
- 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S-cis)- Synonym
- 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride, (8S,10S)- Synonym
- Doxorubicin hydrochloride Synonym
- Adriamycin Synonym
- Adriacin Synonym
- Adriblastina RD Synonym
- Adriblastina Synonym
- Adriblastin Synonym
- ADR Synonym
- DOX HCl Synonym
- FI 6804 Synonym
- ADM hydrochloride Synonym
- Hydroxydaunorubicin hydrochloride Synonym
- FI 106 Synonym
- Adriablastina CS Synonym
- Lipo-Dox Synonym
- Adrosal Synonym
- Ameisu hydrochloride Synonym
- Myocet liposomal Synonym
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 579.99 g/mol | CAS Common Chemistry |
| 579.9860000000003 g/mol | RDKit | |
| 579.986 g/mol | RDKit | |
| 579.983 g/mol | chempirical lib | |
| Canonical SMILES | Cl.O=C1C=2C=CC=C(OC)C2C(=O)C=3C(O)=C4C(=C(O)C13)CC(O)(C(=O)CO)CC4OC5OC(C)C(O)C(N)C5 | CAS Common Chemistry |
| InChI | InChI=1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22+,27-;/m0./s1 | CAS Common Chemistry |
| InChI Key | InChIKey=MWWSFMDVAYGXBV-RUELKSSGSA-N | CAS Common Chemistry |
| Melting Point | 204-205 °C | CAS Common Chemistry |
| Name | Doxorubicin hydrochloride | CAS Common Chemistry |
| Heavy Atom Count | 40 | RDKit |
| Hydrogen Bond Acceptors | 12 | RDKit |
| Hydrogen Bond Donors | 6 | RDKit |
| Rotatable Bonds | 5 | RDKit |
| Aromatic Ring Count | 2 | RDKit |
| Topological Polar Surface Area | 206.07 Ų | RDKit |
| LogP | 0.4230999999999994 | RDKit |
| 0.4231 | RDKit | |
| Molar Refractivity | 139.00239999999997 cm³/mol | RDKit |
| Ring Count | 5 | RDKit |
| Formal Charge | 0 | RDKit |
| Fraction Csp3 | 0.4444 | RDKit |
| 0.44 | chempirical lib | |
| Exact Mass | 579.1507384599998 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 |
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200 ppm
180
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40
20
0 ppm
| 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 = 579.99 g/mol. Edit any field — others recompute live.
Related
Related molecules
Other compounds with formula C27H30ClNO11.
