(2S,3R,4S,5S,6R)-2-{[(2S)-2-[(1R,3R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-3,6,6,10,11-pentamethyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-6-methylhept-5-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase编号: 4471
• 分子式: C42H72O14
• 平均质量: 801.01268
• 单一同位素质量: 800.49220698
• SMILES: C(=CCC[C@@](O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)(C)[C@@H]1[C@H]2[C@@H](C[C@@H]3C4[C@@H](C[C@@H](C([C@@H]4[C@H](C[C@]3([C@@]2(CC1)C)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)(C)C)O)C)O)(C)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@H]2C[C@]3(C)[C@@H](C4[C@@H]2C(C)(C)[C@H](C[C@H]4C)O)C[C@H]([C@H]2[C@@]3(C)CC[C@@H]2[C@@](O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)(CCC=C(C)C)C)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C42H72O14/c1-19(2)10-9-12-42(8,56-38-36(52)34(50)32(48)26(18-44)55-38)21-11-13-40(6)29(21)23(45)15-22-28-20(3)14-27(46)39(4,5)30(28)24(16-41(22,40)7)53-37-35(51)33(49)31(47)25(17-43)54-37/h10,20-38,43-52H,9,11-18H2,1-8H3/t20-,21+,22-,23-,24+,25-,26-,27+,28?,29+,30-,31-,32-,33+,34+,35-,36-,37-,38+,40-,41-,42+/m1/s1
• InChIKey: BPULMONLIRTBIG-SIWKGUCZSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3R,4S,5S,6R)-2-{[(2S)-2-[(1R,3R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-3,6,6,10,11-pentamethyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-6-methylhept-5-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC传统名: (2S,3R,4S,5S,6R)-2-{[(2S)-2-[(1R,3R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-3,6,6,10,11-pentamethyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-6-methylhept-5-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• 别名: Sanchinoside C1; Ginsenoside Rg1

登记号

• CAS号: 22427-39-0
• PubChem SID: 160967903; 99443286
• PubChem CID: 46937027

理论计算性质

JChem

• Acid pKa: 11.909332
• 质子受体: 14
• 质子供体: 10
• LogD (pH = 5.5): 0.66847354
• LogD (pH = 7.4): 0.66846025
• Log P: 0.6684737
• 摩尔折射率: 203.7285 cm^3
• 极化性: 82.596085 Å^3
• 极化表面积: 239.22 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 0.59
• LOG S: -3.38
• 溶解度: 3.31e-01 g/l

详细说明

DrugBank - DB06750

• Drug Groups: nutraceutical
• Description: Ginsenosides are a class of steroid glycosides, and triterpene saponins, found exclusively in the plant genus Panax (ginseng). Ginsenosides have been the target of research, as they are viewed as the active compounds behind the claims of ginseng's efficacy. Because ginsenosides appear to affect multiple pathways, their effects are complex and difficult to isolate. Rg1 Appears to be most abundant in Panax ginseng (Chinese/Korean Ginseng). It improves spatial learning and increase hippocampal synaptophysin level in mice, plus demonstrates estrogen-like activity.
• Biotransformation: M1 (20- O -β- D -glucopyranosyl-20( S )- protopanaxadiol ) is a ppd-type monoglucoside ginsenoside metabolized by intestinal bacteria in humans
• External Links: Wikipedia