4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,5,7,11,17-pentahydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]-2,5-dihydrofuran-2-one

• ChemBase编号: 104461
• 分子式: C23H34O8
• 平均质量: 438.51126
• 单一同位素质量: 438.22536805
• SMILES: O=C1C=C(CO1)[C@H]1CC[C@@]2(O)[C@]1(C)C[C@@H](O)[C@@H]1[C@@]3(CO)[C@H](O)C[C@H](O)C[C@@]3(O)CC[C@@H]21
• Canonical SMILES: OC[C@@]12[C@H](O)C[C@@H](C[C@@]2(O)CC[C@@H]2[C@@H]1[C@H](O)C[C@]1([C@]2(O)CC[C@@H]1C1=CC(=O)OC1)C)O
• InChI: InChI=1S/C23H34O8/c1-20-9-16(26)19-15(23(20,30)5-3-14(20)12-6-18(28)31-10-12)2-4-21(29)8-13(25)7-17(27)22(19,21)11-24/h6,13-17,19,24-27,29-30H,2-5,7-11H2,1H3/t13-,14+,15+,16+,17+,19+,20+,21-,22+,23-/m0/s1
• InChIKey: BXSABLKMKAINIU-QOHCMMFCSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,5,7,11,17-pentahydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]-2,5-dihydrofuran-2-one; 4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,5,7,11,17-pentahydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2,5-dihydrofuran-2-one
• IUPAC传统名: 4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,5,7,11,17-pentahydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]-5H-furan-2-one; 4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,5,7,11,17-pentahydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-5H-furan-2-one
• 别名: 1 β,3β,5α,11α,14,19-Hexa-hydroxy-5 β,20[22]-cardenolide; G-Strophanthidin; OUABAGENIN; 1β,3β,5,11α,14,19-Hexahydroxy-5β-card-20(22)-enolide; Ouabagenin

登记号

• CAS号: 508-52-1
• MDL号: MFCD00057697
• PubChem SID: 162091927; 24897964
• PubChem CID: 12313812

理论计算性质

• 质子供体: 6
• LogD (pH = 5.5): -2.0668204
• LogD (pH = 7.4): -2.4809659
• Log P: -2.0578802
• 摩尔折射率: 109.9642 cm^3
• 极化性: 43.81891 Å^3
• 极化表面积: 147.68 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false
• Acid pKa: 7.181451
• 质子受体: 7

分子性质

理化性质

• 熔点: 235°C

安全信息

• 保存条件: 2-8°C
• RTECS编号: FH5100000
• 欧盟危险性物质标志: 有毒(Toxic) (T); 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 1544; 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 1; II
• 澳大利亚Hazchem: 2XE
• 危险公开号: 23-28-33; R:25
• 安全公开号: 45; S:28-36/37/39-45-53
• 欧盟危险货物分类: T2
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 154
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H300-H331-H373
• GHS警示性声明: P261-P264-P301 + P310-P311
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1544 6.1/PG 1
• 保存温度: 2-8°C

详细说明

MP Biomedicals - 02156006

(1β,3β,5α,11α,14,19-Hexa-
hydroxy-5β,20[22]-cardenolide;
G-Strophanthidin)

Sigma Aldrich - O2627

Biochem/physiol Actions
Ouabagenin exerts cardiotonic effects through inhibition of Na+/K+-ATPase like the glycosides, albeit at significantly lower potency.1
General description
The aglycone of the cardiac glycoside ouabain.