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Ginsenoside Rc

Alias: NSC-310104 NSC310104 NSC 310104
Cat No.:V21595 Purity: ≥98%
Ginsenoside Rc (NSC-310104) is a novel and potent AMPK inhibitor and TRPV1 antagonist.
Ginsenoside Rc
Ginsenoside Rc Chemical Structure CAS No.: 11021-14-0
Product category: New12
This product is for research use only, not for human use. We do not sell to patients.
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Product Description

Ginsenoside Rc (NSC-310104) is a novel and potent AMPK inhibitor and TRPV1 antagonist. It is a natural Ginsenoside from Panax ginseng.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
One of the main ginsenosides in Panax ginseng, ginsenoside Rc, is known to improve ion channel currents mediated by gamma-aminobutyric acid (GABA) receptor A (GABAA). In oocytes receiving GABA, ginsenoside Rc increases GABAA-mediated expression [1]. Ginsenoside Rc also significantly suppresses the expression of cytokines derived from macrophages, including IL-1β and TNF-α. Additionally, in macrophage-activated RAW264.7 macrophages, human synovial cells, and HEK293 cells, ginsenoside Rc significantly inhibits the activation of TANK-binding switch 1/IκB pathway epsilon/interferon regulatory factor 3 and p38/ATF-2 signaling. ..Ginsenoside Rc controls the expression of p38/ATF-2 and ε/interferon regulatory factor 3 in the TANK binding switch 1/IκB pathway. While ginsenoside Rc treatment does not, it inhibits the nuclear translocation of phosphorylated FRA-1 and phosphorylated ATF-2. By blocking AP-1 activation, ginsenoside Rc inhibits the translocation of p65 at the highest time points (30 and 60 minutes), which controls the expression of pro-inflammatory cytokine TNF-α released by macrophages [2].
References

[1]. Effects of Ginsenoside Metabolites on GABAA Receptor-Mediated Ion Currents. J Ginseng Res. 2012 Jan;36(1):55-60.

[2]. Ginsenoside Rc from Panax ginseng exerts anti-inflammatory activity by targeting TANK-bindingkinase 1/interferon regulatory factor-3 and p38/ATF-2. J Ginseng Res. 2017 Apr;41(2):127-133.

Additional Infomation
Ginsenoside Rc 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-(1->2)-beta-D-glucopyranoside and alpha-L-arabinofuranosyl-(1->6)-beta-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position. It has a role as a plant metabolite and a hypoglycemic agent. It is a 12beta-hydroxy steroid, a beta-D-glucoside, a disaccharide derivative, a ginsenoside and a tetracyclic triterpenoid. It derives from a hydride of a dammarane.
Ginsenoside Rc has been reported in Panax pseudoginseng, Panax japonicus, and other organisms with data available.
See also: American Ginseng (part of); Asian Ginseng (part of); Panax notoginseng root (part of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C53H90O22
Molecular Weight
1079.28
Exact Mass
1078.592
CAS #
11021-14-0
PubChem CID
12855889
Appearance
White to yellow solid powder
Density
1.4±0.1 g/cm3
Boiling Point
1128.3±65.0 °C at 760 mmHg
Flash Point
636.2±34.3 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.622
LogP
5.1
Hydrogen Bond Donor Count
14
Hydrogen Bond Acceptor Count
22
Rotatable Bond Count
16
Heavy Atom Count
75
Complexity
1950
Defined Atom Stereocenter Count
29
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](O8)CO)O)O)O)O)O)C
InChi Key
JDCPEKQWFDWQLI-LUQKBWBOSA-N
InChi Code
InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-68-45-41(65)36(60)28(21-56)69-45)24-11-16-52(7)33(24)25(57)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)35(59)27(20-55)71-48)74-46-42(66)38(62)34(58)26(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
Chemical Name
(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms
NSC-310104 NSC310104 NSC 310104
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~92.66 mM)
H2O : ~50 mg/mL (~46.33 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 33.33 mg/mL (30.88 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 0.9265 mL 4.6327 mL 9.2654 mL
5 mM 0.1853 mL 0.9265 mL 1.8531 mL
10 mM 0.0927 mL 0.4633 mL 0.9265 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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