Adriamycin
[CAS# 29042-30-6]

Identification

• Name: Adriamycin
• Synonyms: (7S,9S)-7-[(2R,4S,5S,6S)-4-Amino-5-Hydroxy-6-Methyl-Tetrahydropyran-2-Yl]Oxy-6,9,11-Trihydroxy-9-(2-Hydroxyacetyl)-4-Methoxy-8,10-Dihydro-7H-Tetracene-5,12-Dione; (7S,9S)-7-[[(2R,4S,5S,6S)-4-Amino-5-Hydroxy-6-Methyl-2-Tetrahydropyranyl]Oxy]-6,9,11-Trihydroxy-9-(2-Hydroxy-1-Oxoethyl)-4-Methoxy-8,10-Dihydro-7H-Tetracene-5,12-Dione; (7S,9S)-7-[(2R,4S,5S,6S)-4-Amino-5-Hydroxy-6-Methyl-Tetrahydropyran-2-Yl]Oxy-9-Glycoloyl-6,9,11-Trihydroxy-4-Methoxy-8,10-Dihydro-7H-Tetracene-5,12-Quinone
• Molecular Formula: C₂₇H₂₉NO₁₁
• Molecular Weight: 543.53
• CAS Registry Number: 29042-30-6
• SMILES: [C@H]4(C3=C(C(=C2C(C1=CC=CC(=C1C(C2=C3O)=O)OC)=O)O)C[C@](C(CO)=O)(O)C4)O[C@H]5C[C@@H]([C@H](O)[C@@H](O5)C)N
• InChI: 1S/C27H29NO11/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/t10-,13-,15-,17-,22+,27-/m0/s1
• InChIKey: AOJJSUZBOXZQNB-TZSSRYMLSA-N

Properties

• Density: 1.6±0.1g/cm³ (Cal.)
• Boiling point: 810.3±65.0°C at 760 mmHg (Cal.)
• Flash point: 443.8±34.3°C (Cal.)

References

• (1): Gonçalo J. L. BernardesThese authors contributed equally to this work., Raghavendra Kikkeri, Maha Maglinao, Paola Laurino, Mayeul Collot, Sung You Hong, Bernd Lepenies and Peter H. Seeberger. Design, synthesis and biological evaluation of carbohydrate-functionalized cyclodextrins and liposomes for hepatocyte-specific targeting, Org. Biomol. Chem., 2010, 8, 4987.