9H-fluoren-9-ylmethyl N-[(2S,3S,4S,6S)-3-hydroxy-2-methyl-6-{[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]carbamate

• ChemBase编号: 169042
• 分子式: C42H39NO13
• 平均质量: 765.75796
• 单一同位素质量: 765.24214031
• SMILES: c1ccc(c2c1C(=O)c1c(C2=O)c(c2c(c1O)C[C@](C[C@@H]2O[C@H]1O[C@H]([C@H]([C@@H](C1)NC(=O)OCC1c2c(c3c1cccc3)cccc2)O)C)(C(=O)CO)O)O)OC
• Canonical SMILES: OCC(=O)[C@@]1(O)C[C@H](O[C@H]2O[C@@H](C)[C@H]([C@@H](C2)NC(=O)OCC2c3ccccc3c3c2cccc3)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC
• InChI: InChI=1S/C42H39NO13/c1-19-36(46)27(43-41(51)54-18-26-22-10-5-3-8-20(22)21-9-4-6-11-23(21)26)14-31(55-19)56-29-16-42(52,30(45)17-44)15-25-33(29)40(50)35-34(38(25)48)37(47)24-12-7-13-28(53-2)32(24)39(35)49/h3-13,19,26-27,29,31,36,44,46,48,50,52H,14-18H2,1-2H3,(H,43,51)/t19-,27-,29-,31+,36+,42-/m0/s1
• InChIKey: RDYXRPGVNWOQLW-YRKJKFEBSA-N

名称和登记号

名称

• IUPAC标准名: 9H-fluoren-9-ylmethyl N-[(2S,3S,4S,6S)-3-hydroxy-2-methyl-6-{[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]carbamate
• IUPAC传统名: 9H-fluoren-9-ylmethyl N-[(2S,3S,4S,6S)-3-hydroxy-2-methyl-6-{[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy}oxan-4-yl]carbamate
• 别名: (8S,10S)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-10-[[2,3,6-trideoxy-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-α-L-lyxo-hexopyranosyl]oxy]-5,12-naphthacenedione; N-(9-Fluorenylmethoxycarbonyl) Doxorubicin

登记号

• CAS号: 136582-53-1
• PubChem SID: 162263174
• PubChem CID: 71316786

理论计算性质

• Acid pKa: 9.220607
• 质子受体: 12
• 质子供体: 6
• LogD (pH = 5.5): 5.12812
• LogD (pH = 7.4): 5.121736
• Log P: 5.1282015
• 摩尔折射率: 198.6735 cm^3
• 极化性: 78.28126 Å^3
• 极化表面积: 218.38 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Dichloromethane
• 外观: Red Solid

详细说明

Toronto Research Chemicals - F472430

Used in the preparation of a modified Doxorubicin (ANG1007) and Etoposide (ANG1009), useful due to their brain penetration ability.

参考文献

• Che, C. et al.: J. Med. Chem. 53, 2814 (2010)