(1S,3S)-3-acetyl-1,12-bis[(ethoxycarbonyl)oxy]-3,10-dihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl ethyl carbonate

• ChemBase ID: 178995
• Molecular Formular: C29H28O14
• Molecular Mass: 600.52422
• Monoisotopic Mass: 600.14790558
• SMILES: c1ccc(c2c1C(=O)c1c(C2=O)c(c2c(c1OC(=O)OCC)C[C@](C[C@@H]2OC(=O)OCC)(C(=O)C)O)OC(=O)OCC)O
• Canonical SMILES: CCOC(=O)O[C@H]1C[C@@](O)(Cc2c1c(OC(=O)OCC)c1c(c2OC(=O)OCC)C(=O)c2c(C1=O)c(O)ccc2)C(=O)C
• InChI: InChI=1S/C29H28O14/c1-5-38-26(34)41-17-12-29(37,13(4)30)11-15-19(17)25(43-28(36)40-7-3)21-20(24(15)42-27(35)39-6-2)22(32)14-9-8-10-16(31)18(14)23(21)33/h8-10,17,31,37H,5-7,11-12H2,1-4H3/t17-,29-/m0/s1
• InChIKey: CJCLTLJGYVYVPZ-ADKRDUOOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3S)-3-acetyl-1,12-bis[(ethoxycarbonyl)oxy]-3,10-dihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl ethyl carbonate
• IUPAC Traditional name: (1S,3S)-3-acetyl-1,12-bis[(ethoxycarbonyl)oxy]-3,10-dihydroxy-6,11-dioxo-2,4-dihydro-1H-tetracen-5-yl ethyl carbonate
• Synonyms: (1S-cis)-3-Acetyl-1,2,3,4,6,11-hexahydro-3,10-dihydroxy-6,11-dioxo-1,5,12-naphthacenetriyl Carbonic Acid Triethyl Ester; 6,10,11-Triethylcarbonate-1-demethyl Daunomycinone

Database IDs

• CAS Number: 67665-62-7
• PubChem SID: 164234905
• PubChem CID: 71752727

CALCULATED PROPERTIES

• Acid pKa: 9.370482
• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): 4.6467137
• LogD (pH = 7.4): 4.642185
• Log P: 4.646772
• Molar Refractivity: 143.9639 cm^3
• Polarizability: 56.13149 Å^3
• Polar Surface Area: 198.26 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Orange Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T776400

Daunomycinone (D193850) derivative.