(2R,3R,4S,6S)-6-{[(2R,3S,4S,6S)-6-{[(2R,3S,4S,6R)-6-{[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-11,16-dihydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl]oxy}-4-hydroxy-2-methyloxan-3-yl]oxy}-4-hydroxy-2-methyloxan-3-yl]oxy}-3-hydroxy-2-methyloxan-4-yl acetate

• ChemBase编号: 159231
• 分子式: C43H66O15
• 平均质量: 822.97514
• 单一同位素质量: 822.44017141
• SMILES: C1C[C@@H](C[C@@H]2[C@]1([C@@H]1[C@@H](CC2)[C@]2(O)[C@]([C@@H](C1)O)([C@H](CC2)C1=CC(=O)OC1)C)C)O[C@@H]1O[C@H]([C@H]([C@H](C1)O)O[C@@H]1O[C@H]([C@H]([C@H](C1)O)O[C@@H]1O[C@H]([C@H]([C@H](C1)OC(=O)C)O)C)C)C
• Canonical SMILES: CC(=O)O[C@H]1C[C@H](O[C@H]2[C@@H](O)C[C@@H](O[C@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@H]2C)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3C[C@@H](O)[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@H]([C@H]1O)C
• InChI: InChI=1S/C43H66O15/c1-20-38(49)32(55-23(4)44)18-37(52-20)58-40-22(3)54-36(17-31(40)46)57-39-21(2)53-35(16-30(39)45)56-26-9-11-41(5)25(14-26)7-8-28-29(41)15-33(47)42(6)27(10-12-43(28,42)50)24-13-34(48)51-19-24/h13,20-22,25-33,35-40,45-47,49-50H,7-12,14-19H2,1-6H3/t20-,21-,22-,25-,26+,27-,28-,29+,30+,31+,32+,33-,35+,36+,37+,38-,39-,40-,41+,42+,43+/m1/s1
• InChIKey: HWKJSYYYURVNQU-DXJNJSHLSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4S,6S)-6-{[(2R,3S,4S,6S)-6-{[(2R,3S,4S,6R)-6-{[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-11,16-dihydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl]oxy}-4-hydroxy-2-methyloxan-3-yl]oxy}-4-hydroxy-2-methyloxan-3-yl]oxy}-3-hydroxy-2-methyloxan-4-yl acetate
• IUPAC传统名: acetyldigoxin; (2R,3R,4S,6S)-6-{[(2R,3S,4S,6S)-6-{[(2R,3S,4S,6R)-6-{[(1S,2S,5S,7R,10R,11S,14R,15S,16R)-11,16-dihydroxy-2,15-dimethyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl]oxy}-4-hydroxy-2-methyloxan-3-yl]oxy}-4-hydroxy-2-methyloxan-3-yl]oxy}-3-hydroxy-2-methyloxan-4-yl acetate
• 别名: (3β,5β,12β)-3-[(O-3-O-Acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl-(14)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(14)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxycard-20(22)-enolide; 3'''-Acetyldigoxin; Desglucolanatoside C; Lanatilin; α-Acetyl Digoxin; Decardil; Dioxanin; Sandolanid; Digoride B; Alpha-Acetyldigoxin

登记号

• CAS号: 5511-98-8
• PubChem SID: 162253366
• PubChem CID: 11765960

理论计算性质

• Acid pKa: 7.151116
• 质子受体: 13
• 质子供体: 5
• LogD (pH = 5.5): 2.798226
• LogD (pH = 7.4): 2.3656268
• Log P: 2.807806
• 摩尔折射率: 202.3843 cm^3
• 极化性: 82.86105 Å^3
• 极化表面积: 209.13 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: DMSO; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: >187°C (dec.)

安全信息

• 保存条件: -20°C Freezer

药理学性质

• 生物活性机理: Increases intracellular calcium ion concentration.; Inotropic-POS; NA-K-Atpase inhibitor

产品相关信息

• 应用领域: Cardiant; Cardioglycoside

详细说明

Toronto Research Chemicals - A173660

Digoxin derivative, a cardiotonic glycosides steroid.

参考文献

• Yoshida, F., et al.: J. Med. Chem., 43, 2575 ( 2000), Turner, J., et al.: Pharm. Res., 21, 68 (2004)
• Wang, J., et al.: Anal. Chim. Acta, 601, 156 (2004)
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 1063C; 1064B, (ir)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 606B; 608A, (nmr)
• Vine, J. et al., Biomed. Mass Spectrom., 1979, 6, 415, (ms)
• Foss, P.R.B. et al., Anal. Profiles Drug Subst., 1980, 9, 207, (rev, synth, anal, props)
• Aronson, J.K. et al., Clin. Pharmacokinet., 1980, 5, 136, (rev)
• Brown, L. et al., J.C.S. Perkin 1, 1981, 1779, (cmr)
• Marks, V. et al., Ther. Drug Monit., 1981, 415, (rev, anal)
• Jin, H. et al., Can. J. Chem., 1983, 61, 2442-2444, (synth)
• Wisener, K. et al., Helv. Chim. Acta, 1985, 68, 300, (synth)
• Soldin, S.J., Clin. Chem. (Winston-Salem, N.C.), 1986, 32, 5, (rev, pharmacol)
• Woods, K.L., J. Clin. Hosp. Pharm., 1986, 11, 11, (rev, pharmacol, tox)
• Textbook of Adverse Drug Reactions, 4th edn., (ed. Davies, D.M.), Oxford University Press, 1991, 106; 621
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 665; 666
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 11681; 11746; 11747, (synonyms)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, ACH500; ACI000; ACI250; MJD300; DKN400; ACH750; DKL800