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Ginsenoside Rh2

CAT: 0013-GTR19159406-01Size: 200 mgDry Ice: NoHazardous: No
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Description
Ginsenoside Rh2 is an aldose reductase inhibitor found in Panax. It also decreases ROS levels in keratinocytes, lowers levels of amyloid-β in Alzheimer's disease models, induces β-cell proliferation, inhibits osteoclastogenesis by suppressing RANKL-induced osteoclast differentiation. (In Vitro) :Ginsenoside Rh2 induces the activation of two initiator caspases, caspase-8 and caspase-9 in human cancer cells. Ginsenoside Rh2 induces cancer cell apoptosis in a multi-path manner and is therefore a promising candidate for anti-tumor drug development. Ginsenoside Rh2 triggers p53-dependent Fas expression and consequent activation of caspase-8 and p53-independent caspase-9-mediated intrinsic pathway to cause cancer cell death.The cytotoxic activity of Ginsenoside Rh2 in the human tumor cell lines HeLa, SK-HEP-1, SW480, and PC-3 is assessed by MTT. The cell viability of HeLa cells is remarkably inhibited by Ginsenoside Rh2, with an IC50 value of 2.52 μg/mL, whereas SK-HEP-1 and SW480 cells are less sensitive to Ginsenoside Rh2, with IC50 values of 3.15 μg/mL and 4.06 μg/mL, respectively. PC-3 cells are the least vulnerable to Ginsenoside Rh2, with an IC50 value of 7.85 μg/mL, 3-fold higher than HeLa cells. (In Vivo) :A total of 15 days following B16-F10 cell injection, tumor sizes from the 3 tumor bearing groups are measured. The tumor sizes in the G-L group and G-H group (G-L and G-H refer to a low or high dose of ginsenoside Rh2 injection) are reduced compared with the tumor group (P<0.05) . The survival analysis reveals that the Ginsenoside Rh2 treated groups survive longer than the untreated tumor group and the effect is dose-dependent (P<0.05) .
CAS Number
78214-33-2
Product Name Alternative
Ginsenoside Rh2 | HY-N0605 | HY N0605
Field of Research
Immunology & Inflammation
Purity
>98% (HPLC)
Solubility
DMSO : ≥ 300 mg/mL; 481.64 mM
Smiles
O[C@H]1[C@@H] (O[C@@H] ([C@H] ([C@@H]1O) O) CO) O[C@@H]1C ([C@H]2[C@@] ([C@@H]3[C@] ([C@]4 ([C@H] ([C@@H] (C3) O) [C@@H] ([C@@] (O) (CCC=C (C) C) C) CC4) C) (CC2) C) (CC1) C) (C) C
Molecular Formula
C36H62O8
Molecular Weight
622.87
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(2R,3R,4S,5S,6R) -2- (((3R,8R,9R,10R,12S,13R,14R,17S) -12-hydroxy-17- ((S) -2-hydroxy-6-methylhept-5-en-2-yl) -4,4,8,10,14-pentamethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl) oxy) -6- (hydroxymethyl) tetrahydro-2H-pyran-3,4,5-triol

Chemical Information

Ginsenoside Rh2

(20S)-ginsenoside Rh2 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 group at position 3 has been converted to the corresponding beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position. It has a role as an antineoplastic agent, a bone density conservation agent, a hepatoprotective agent, an apoptosis inducer, a plant metabolite and a cardioprotective agent. It is a beta-D-glucoside, a tetracyclic triterpenoid, a 12beta-hydroxy steroid, a 20-hydroxy steroid and a ginsenoside. It derives from a hydride of a dammarane.

CAS Number78214-33-2
PubChem CID119307
IUPAC Name(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-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-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC36H62O8
Molecular Weight622.9
XLogP5.6
Topological Polar Surface Area140
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Heavy Atom Count44
Formal Charge0
Complexity1070
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)C)O)C)O)C
InChI
InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,42)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(32(3,4)24(33)12-17-34(25,35)6)44-31-30(41)29(40)28(39)23(19-37)43-31/h10,21-31,37-42H,9,11-19H2,1-8H3/t21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,33-,34+,35+,36-/m0/s1
InChIKey
CKUVNOCSBYYHIS-IRFFNABBSA-N
Chemical Structure
2D Structure
2D structure of Ginsenoside Rh2
CAS: 78214-33-2
CID: 119307
Formula: C36H62O8
MW: 622.9
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight622.9
XLogP35.6
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Exact Mass622.44446893
Monoisotopic Mass622.44446893
Topological Polar Surface Area140 Ų
Heavy Atom Count44
Formal Charge0
Complexity1070
Isotope Atom Count0
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes