N-[(2S,3S,4S,6R)-6-{[(1S,3S)-3-acetyl-3,5,10,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}-3-hydroxy-2-methyloxan-4-yl]-2,2,2-trifluoroacetamide

• ChemBase ID: 179057
• Molecular Formular: C28H26F3NO11
• Molecular Mass: 609.5013496
• Monoisotopic Mass: 609.14579532
• SMILES: c1cc(c2c(c1)C(=O)c1c(C2=O)c(c2c(c1O)C[C@@](C[C@@H]2O[C@H]1C[C@H]([C@@H]([C@@H](O1)C)O)NC(=O)C(F)(F)F)(O)C(=O)C)O)O
• Canonical SMILES: C[C@@H]1O[C@H](C[C@H]([C@@H]1O)NC(=O)C(F)(F)F)O[C@H]1C[C@@](O)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)c(O)ccc2)C(=O)C
• InChI: InChI=1S/C28H26F3NO11/c1-9-21(35)13(32-26(40)28(29,30)31)6-16(42-9)43-15-8-27(41,10(2)33)7-12-18(15)25(39)20-19(23(12)37)22(36)11-4-3-5-14(34)17(11)24(20)38/h3-5,9,13,15-16,21,34-35,37,39,41H,6-8H2,1-2H3,(H,32,40)/t9-,13-,15-,16-,21+,27-/m0/s1
• InChIKey: ZACGCIJOSAVHQF-MPODBYEKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3S,4S,6R)-6-{[(1S,3S)-3-acetyl-3,5,10,12-tetrahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}-3-hydroxy-2-methyloxan-4-yl]-2,2,2-trifluoroacetamide
• IUPAC Traditional name: N-[(2S,3S,4S,6R)-6-{[(1S,3S)-3-acetyl-3,5,10,12-tetrahydroxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy}-3-hydroxy-2-methyloxan-4-yl]-2,2,2-trifluoroacetamide
• Synonyms: (8S-cis)-8-Acetyl-7,8,9,10-tetrahydro-1,6,8,11-tetrahydroxy-10-[[2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-α-L-lyxo-hexopyranosyl]oxy]-5,12-naphthacenedione; (8S,10S)-8-acetyl-7,8,9,10-tetrahydro-1,6,8,11-tetrahydroxy-10-[[2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-α-L-lyxo-hexopyranosyl]oxy]-5,12-naphthacenedione; N-(Trifluoroacetyl)-1-desmethyl Daunorubicin

Database IDs

• CAS Number: 68594-06-9
• PubChem SID: 164234967
• PubChem CID: 15235773

CALCULATED PROPERTIES

• Acid pKa: 5.4423323
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): 3.4989774
• LogD (pH = 7.4): 2.8602207
• Log P: 3.7767026
• Molar Refractivity: 138.8632 cm^3
• Polarizability: 53.037247 Å^3
• Polar Surface Area: 199.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone
• Apperance: Red Solid

DETAILS

Toronto Research Chemicals - T787095

Daunorubicinc (D194500) derivative.