Ginsenoside Rb3

Chemical Information
Ginsenoside Rb3 is a ginsenoside found in Panax species that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy groups at positions 3 and 20 have been converted to the corresponding beta-D-glucopyranosyl-(12)-beta-D-glucopyranoside and beta-D-xylopyranosyl-(16)-beta-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position. It has a role as an antioxidant, an antidepressant, a NMDA receptor antagonist, a neuroprotective agent, a plant metabolite and a cardioprotective agent. It is a beta-D-glucoside, a tetracyclic triterpenoid, a 12beta-hydroxy steroid, a disaccharide derivative and a ginsenoside. It derives from a hydride of a dammarane.
| CAS Number | 68406-26-8 |
| PubChem CID | 12912363 |
| IUPAC Name | (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
| Molecular Formula | C53H90O22 |
| Molecular Weight | 1079.3 |
| XLogP | 0.3 |
| Topological Polar Surface Area | 357 |
| Hydrogen Bond Donor Count | 14 |
| Hydrogen Bond Acceptor Count | 22 |
| Rotatable Bond Count | 15 |
| Heavy Atom Count | 75 |
| Formal Charge | 0 |
| Complexity | 1950 |
| Property | Value |
|---|---|
| Molecular Weight | 1079.3 |
| XLogP3 | 0.3 |
| Hydrogen Bond Donor Count | 14 |
| Hydrogen Bond Acceptor Count | 22 |
| Rotatable Bond Count | 15 |
| Exact Mass | 1078.59237449 |
| Monoisotopic Mass | 1078.59237449 |
| Topological Polar Surface Area | 357 Ų |
| Heavy Atom Count | 75 |
| Formal Charge | 0 |
| Complexity | 1950 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 29 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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