(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 ID: 4471
• Molecular Formular: C42H72O14
• Molecular Mass: 801.01268
• Monoisotopic Mass: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: (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 Traditional name: (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
• Synonyms: Sanchinoside C1; Ginsenoside Rg1

Database IDs

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

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.909332
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): 0.66847354
• LogD (pH = 7.4): 0.66846025
• Log P: 0.6684737
• Molar Refractivity: 203.7285 cm^3
• Polarizability: 82.596085 Å^3
• Polar Surface Area: 239.22 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.59
• LOG S: -3.38
• Solubility (Water): 3.31e-01 g/l

DETAILS

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