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Ginsenoside Rb2 (Standard)

CAT: 0804-HY-N0040RSize: 1 EachDry Ice: NoHazardous: No
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Description
Ginsenoside Rb2 (Standard) is the analytical standard of Ginsenoside Rb2. This product is intended for research and analytical applications. Ginsenoside Rb2 is one of the main bioactive components of ginseng extracts. Rb2 can upregulate GPR120 gene expression. Ginsenoside Rb2 has antiviral effects.
CAS Number
11021-13-9
Product Name Alternative
Ginsenoside C (Standard)
UNSPSC
12352005
Target
Endogenous Metabolite; Free Fatty Acid Receptor; Influenza Virus; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; GPCR/G Protein; Metabolic Enzyme/Protease; Others
Field of Research
Infection; Metabolic Disease; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/ginsenoside-rb2-standard.html
Smiles
C[C@]([C@@](C[C@H]1O)([H])[C@]2(CC[C@@H]3O[C@@](O[C@H](CO)[C@@H](O)[C@@H]4O)([H])[C@@H]4O[C@]([C@@H]([C@@H](O)[C@@H]5O)O)([H])O[C@@H]5CO)C)(CC[C@@]2([H])C3(C)C)[C@]6([C@@]1([H])[C@]([C@@](CC/C=C(C)/C)(C)O[C@@H]([C@@H]([C@@H](O)[C@@H]7O)O)O[C@@H]7CO[C@H](OC[C@H](O)[C@@H]8O)[C@@H]8O)([H])CC6)C
Molecular Formula
C53H90O22
Molecular Weight
1079.27
References & Citations
[1]Huang Q, et al. Ginsenoside Rb2 enhances the anti-inflammatory effect of ω-3 fatty acid in LPS-stimulated RAW264.7 macrophages by upregulating GPR120 expression. Acta Pharmacol Sin. 2017 Feb;38 (2) :192-200.|[2]Yang H, et al. Ginsenoside-Rb2and 20 (S) -Ginsenoside-Rg3 from Koreanred ginseng prevent rotavirus infection in newborn mice. J Microbiol Biotechnol. 2018 Jan 11.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Ginsenoside Rb2

Ginsenoside Rb2 is a ginsenoside found in Panax ginseng 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 alpha-L-arabinopyranosyl-(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 antiviral agent, a hypoglycemic agent and a plant metabolite. 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 Number11021-13-9
PubChem CID6917976
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,5S)-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 FormulaC53H90O22
Molecular Weight1079.3
XLogP0.3
Topological Polar Surface Area357
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count22
Rotatable Bond Count15
Heavy Atom Count75
Formal Charge0
Complexity1950
SMILES
CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O)O)O)C
InChI
InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1
InChIKey
NODILNFGTFIURN-GZPRDHCNSA-N
Chemical Structure
2D Structure
2D structure of Ginsenoside Rb2
CAS: 11021-13-9
CID: 6917976
Formula: C53H90O22
MW: 1079.3
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight1079.3
XLogP30.3
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count22
Rotatable Bond Count15
Exact Mass1078.59237449
Monoisotopic Mass1078.59237449
Topological Polar Surface Area357 Ų
Heavy Atom Count75
Formal Charge0
Complexity1950
Isotope Atom Count0
Defined Atom Stereocenter Count29
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes