ChemicalBook--->CAS DataBase List--->52286-59-6

52286-59-6

52286-59-6 Structure

52286-59-6 Structure
IdentificationMore
[Name]

Ginsenoside Re
[CAS]

52286-59-6
[Synonyms]

GINSENOSIDE GINSENOSIDE-RE
GINSENOSIDE RE
chikusetsusaponinivc
ginsenosideb2
2-O-(6-deoxy-alpha-L-mannopyranosyl)-(3beta,6alpha,12beta)-20-(beta-D-glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl-beta-D-glucopyranoside
Ginsenoside Re std.
98%byHPLC/CH90650
Panaxoside
GINSENOSIDE RE WITH HPLC
GINSENOSIDE-RE (GINSENOSIDE B2)
glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl2-O-(6-deoxy-α-L-mannopyranosyl)-
β-D-Glucopyranoside,(3β,6α,12β)-20-(β-D-
[20-(β-D-Glucopyranosyloxy)-3β,12β-dihydroxy-5α-dammar-24-en-6α-yl]2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
[20-(β-D-Glucopyranosyloxy)-3β,12β-dihydroxydammar-24-en-6α-yl]2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
20-(β-D-Glucopyranosyloxy)-3β,12β-dihydroxy-5α-dammar-24-en-6α-yl 2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
[EINECS(EC#)]

257-814-6
[Molecular Formula]

C48H82O18
[MDL Number]

MFCD00133369
[Molecular Weight]

947.15
[MOL File]

52286-59-6.mol
Chemical PropertiesBack Directory
[Melting point ]

201~203℃
[Boiling point ]

1011.8±65.0 °C(Predicted)
[density ]

1.38±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
[form ]

neat
[pka]

12.85±0.70(Predicted)
[color ]

White to Off-White
[InChIKey]

PWAOOJDMFUQOKB-WCZZMFLVSA-N
[LogP]

4.750 (est)
[CAS DataBase Reference]

52286-59-6(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

LY9536700
[HS Code ]

29389090
Hazard InformationBack Directory
[Chemical Properties]

White solid
[Uses]

Ginsenoside Re is an extract from ginger, responsible for some of the pharmacological functions. It displays cardiac contractility, anti-ischemic and anti-arrythmic activities.
[Definition]

ChEBI: Ginsenoside Re is a ginsenoside found in Panax ginseng that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12beta and 20 pro-S positions, in which the hydroxy groups at positions 6 and 20 have been converted to the corresponding alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranoside and 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, an antioxidant, a neuroprotective agent, an anti-inflammatory agent, an antineoplastic agent and a nephroprotective agent. It is a 12beta-hydroxy steroid, a 3beta-hydroxy steroid, a beta-D-glucoside, a ginsenoside, a tetracyclic triterpenoid, a disaccharide derivative and a 3beta-hydroxy-4,4-dimethylsteroid. It derives from a hydride of a dammarane.
[in vivo]

Ginsenoside Re reduces insulin resistance in 3T3-L1 adipocytes and high-fat diet (HFD) rats through inhibition of JNK and NF-κB activation[2]. Intraperitoneal injection of lipopolysaccharide (LPS) at a dose of 20 mg/kg is lethal to mice, and 70% to 80% of the mice die within 60 h. However, pretreatment of the mice with Rg1 or Ginsenoside Re increases their survival rates in a dose-dependent manner. With the doses of Rg1 or Ginsenoside Re increase from 2.5 to 5 mg/kg, the survival rate is elevated from 60% to 90% (Rg1) or from 30% to 40% (Ginsenoside Re). All the mice administered Rg1 at a minimal dose of 10 mg/kg are protected from death compared to 80% survival of mice treated with an equal dose of Ginsenoside Re. To protect all the mice, 20 mg/kg Ginsenoside Re is needed. To investigate the anti-inflammatory potential of Rg1 and Ginsenoside Re, 1 mg/kg Rg1 or Ginsenoside Re is injected into rats and then challenged the animals with LPS. The injection procedure itself causes a transient stress-induced increase in body temperature of ~1.2°C in each group. Thereafter, LPS-challenged rats without pretreatment develope a robust biphasic fever, with the first peak reaching ~1.5°C at 2 h and the second peak reaching 1.8°C at 4 h. In contrast, the temperature changes for the Rg1-, Ginsenoside Re-, and TAK-242-treated groups are only 0.9, 1.2, and 0.8°C at 2 h and 1.3, 1.4, and 1.0°C at 4 h, respectively. Pretreatment with Rg1, Ginsenoside Re, or TAK-242 significantly attenuates LPS-induced alterations in body temperature[3].

[target]

AMPK | TLR | p38MAPK | HO-1 | TNF-α | Potassium Channel | NO | Calcium Channel | ERK | Akt | mTOR | CD4 | Calcium Channel | c-Src | NOS
[IC 50]

1-40; Aβ1-42; NF-κB; JNK
Spectrum DetailBack Directory
[Spectrum Detail]

Ginsenoside Re(52286-59-6)MS
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