(8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione hydrochloride

• ChemBase ID: 866333
• Molecular Formular: C27H30ClNO11
• Molecular Mass: 579.9802
• Monoisotopic Mass: 579.15073847
• SMILES: OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](N)[C@@H]([C@@H](O2)C)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC.Cl
• Canonical SMILES: OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](N)[C@@H]([C@@H](O2)C)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC.Cl
• 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
• InChIKey: MWWSFMDVAYGXBV-RUELKSSGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione hydrochloride
• IUPAC Traditional name: doxorubicin hydrochloride
• Synonyms: Doxorubicin hydrochloride; 盐酸多柔比星

Database IDs

• CAS Number: 25316-40-9

CALCULATED PROPERTIES

• Acid pKa: 7.9960976
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -1.3113565
• LogD (pH = 7.4): 0.096642464
• Log P: 0.5269777
• Molar Refractivity: 134.5937 cm^3
• Polarizability: 52.692078 Å^3
• Polar Surface Area: 206.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false