Page last updated: 2024-11-12

ginsenoside rg2

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

ginsenoside Rg2: structure in first source; RN given refers to (6-deoxy-alpha-L-mannopyranosyl)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ginsenoside Rg2 : A ginsenoside found in Panax species that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12beta and 20 pro-S positions, in which the hydroxy group at position 6 has been converted to the corresponding alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

FloraRankFlora DefinitionFamilyFamily Definition
PanaxgenusAn araliaceous genus of plants that contains a number of pharmacologically active agents used as stimulants, sedatives, and tonics, especially in traditional medicine. Sometimes confused with Siberian ginseng (ELEUTHEROCOCCUS).[MeSH]AraliaceaeThe ginseng plant family of the order Apiales, subclass Rosidae, class Magnoliopsida. Leaves are generally alternate, large, and compound. Flowers are five-parted and arranged in compound flat-topped umbels. The fruit is a berry or (rarely) a drupe (a one-seeded fruit). It is well known for plant preparations used as adaptogens (immune support and anti-fatigue).[MeSH]

Cross-References

ID SourceID
PubMed CID21599924
CHEMBL ID505747
CHEBI ID77151
MeSH IDM0086917

Synonyms (28)

Synonym
beta-d-glucopyranoside, (3-beta,6-alpha,12-beta)-3,12,20-trihydroxydammar-24-en-6-yl-2-o-(6-deoxy-alpha-l-mannopyranosyl)-
prosapogenin c2
ginsenoside rg2
brn 6627213
(6)-(alpha-l-rhamnopyranosyl(1-rham-2-glu)-beta-d-glucopyranosyl)-20s-protopanaxatriol
chikusetsusaponin i
CHEMBL505747
chebi:77151 ,
unii-5r89las235
5r89las235 ,
S9117
CS-3833
(3beta,6alpha,12beta)-3,12,20-trihydroxydammar-24-en-6-yl 2-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranoside
(3beta,6alpha,12beta)-3,12,20-trihydroxydammar-24-en-6-yl 2-o-(alpha-l-rhamnopyranosyl)-beta-d-glucopyranoside
Q-100591
HY-N0602
(20s)ginsenoside rg2
ginsenoside rg2, analytical standard
ginsenoside 20-rg2
s-ginsenoside rg2
.beta.-d-glucopyranoside, (3.beta.,6.alpha.,12.beta.)-3,12,20-trihydroxydammar-24-en-6-yl 2-o-(6-deoxy-.alpha.-l-mannopyranosyl)-
gf vi
ginsenoside rg2 (constituent of american ginseng, asian ginseng, and tienchi ginseng) [dsc]
AKOS037514673
Q27146707
CCG-270475
(2s,3r,4r,5r,6s)-2-[(2r,3r,4s,5s,6r)-2-[[(3s,5r,6s,8r,9r,10r,12r,13r,14r,17s)-3,12-dihydroxy-17-[(2s)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6
DTXSID901317065

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" The minor ginsenosides under current scientific scrutiny include diol ginsenosides such as Rg3, Rh2, compound K, and triol ginsenosides Rg2 and Rh1, which are being touted as the next "anti-neoplastic pharmacophores," with better bioavailability and potency as compared to the major ginsenosides."( A literature update elucidating production of Panax ginsenosides with a special focus on strategies enriching the anti-neoplastic minor ginsenosides in ginseng preparations.
Biswas, T; Mathur, A; Mathur, AK, 2017
)
0.46

Dosage Studied

ExcerptRelevanceReference
" The mechanism of action has been studied in more detail in alpha(3)beta(4) and alpha(4)beta(2) receptors where we found a negligible shift in the ACh dose-response curves and a persistence of the Rg(2) effects at high ACh concentrations, indicative of a noncompetitive antagonism."( Effects of ginsenoside Rg2 on human neuronal nicotinic acetylcholine receptors.
Choi, S; Criado, M; Jung, SY; Mulet, J; Nah, SY; Rhim, H; Sala, F; Sala, S; Valor, LM, 2002
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
cardioprotective agentAny protective agent that is able to prevent damage to the heart.
anticoagulantAn agent that prevents blood clotting.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (8)

ClassDescription
beta-D-glucosideAny D-glucoside in which the anomeric centre has beta-configuration.
12beta-hydroxy steroid
3beta-hydroxy steroidA 3-hydroxy steroid in which the 3-hydroxy substituent is in the beta-position.
ginsenosideTriterpenoid saponins with a dammarane-like skeleton originally isolated from ginseng (Panax) species. Use of the term has been extended to include semi-synthetic derivatives.
tetracyclic triterpenoidAny triterpenoid consisting of a tetracyclic skeleton.
disaccharide derivativeA carbohydrate derivative that is formally obtained from a disaccharide.
20-hydroxy steroidAny hydroxy steroid that in which the steroid skeleton contains a hydroxy substituent at position 20.
3beta-hydroxy-4,4-dimethylsteroidAny 3beta-hydroxy steroid which is substituted by two methyl groups at position 4.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
ginsenosides biosynthesis225
ginsenosides biosynthesis1032

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1172639Inhibition of cell proliferation of human U251 cells assessed as cell viability at 100 uM after 72 hrs by sulforhodamine B assay2014Bioorganic & medicinal chemistry letters, Nov-15, Volume: 24, Issue:22
Bioactive triterpenoid saponins and phenolic compounds against glioma cells.
AID1172640Inhibition of cell proliferation of rat C6 cells assessed as cell viability at 100 uM after 72 hrs by sulforhodamine B assay2014Bioorganic & medicinal chemistry letters, Nov-15, Volume: 24, Issue:22
Bioactive triterpenoid saponins and phenolic compounds against glioma cells.
AID1370960Inhibition of SIRT1 (unknown origin) assessed as reduction in Fluor de Lys deacetylation at 10 to 20 uM incubated for 5 mins followed by substrate addition measured after 45 mins in presence of NAD/NADH by fluorescence assay2018Bioorganic & medicinal chemistry letters, 02-01, Volume: 28, Issue:3
SIRT1 activator isolated from artificial gastric juice incubate of total saponins in stems and leaves of Panax ginseng.
AID658066Critical micellar concentration of the compound in 0.1 M PBS after 10 mins by Wilhelmy plate method using tensitometer2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions: a correlation?
AID334335Induction of morphological transformation of rat ASK cells into astrocytes at 100 ug/ml after 1 hr by light microscopy
AID658065Reduction in surface tension in 0.1 M PBS after 10 mins by Wilhelmy plate method using tensitometer2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions: a correlation?
AID658064Membranolytic activity in human ECV304 cells assessed as leakage of intracellular lactate dehydrogenase after 2 hrs by spectrophotometry2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions: a correlation?
AID658063Cytotoxicity against human ECV304 cells after 72 hrs by Hoechst 33258 staining based fluorescence assay2012Bioorganic & medicinal chemistry, May-01, Volume: 20, Issue:9
Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions: a correlation?
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (60)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (8.33)18.7374
1990's4 (6.67)18.2507
2000's16 (26.67)29.6817
2010's19 (31.67)24.3611
2020's16 (26.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (3.17%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other61 (96.83%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]