CAS 52286-58-5|Ginsenoside Rf

Introduction:Basic information about CAS 52286-58-5|Ginsenoside Rf, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameGinsenoside Rf
CAS Number52286-58-5Molecular Weight801.013
Density1.3±0.1 g/cm3Boiling Point912.3±65.0 °C at 760 mmHg
Molecular FormulaC42H72O14Melting Point/
MSDSChineseUSAFlash Point505.5±34.3 °C
Symbol
GHS07
Signal WordWarning

Names

Nameginsenoside Rf
SynonymMore Synonyms

Ginsenoside Rf BiologicalActivity

DescriptionGinsenoside Rf is a trace component of ginseng root. Ginsenoside Rf inhibits N-type Ca2+ channel.
Related CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>Calcium ChannelResearch Areas >>Neurological DiseaseNatural Products >>Terpenoids and GlycosidesResearch Areas >>Cancer
Target

N-Type Ca2+ Channel

In VitroGinsenoside Rf is a saponin, which is present in only trace amounts within ginseng. At saturating concentrations, Ginsenoside Rf rapidly and reversibly inhibits N-type, and other high-threshold, Ca2+ channels in rat sensory neurons to the same degree as a maximal dose of opioids. The effect is dose-dependent (half-maximal inhibition: 40 μM) and it is virtually eliminated by pretreatment of the neurons with pertussis toxin, an inhibitor of G(o) and Gi GTP-binding proteins. Ginsenoside Rf also inhibits Ca2+ channels in the hybrid F-11 cell line[1].
In VivoSince inhibition of Ca2+ channels in sensory neurons contributes to antinociception by opioids, analgesic actions of Ginsenoside Rf are tested. Dose-dependent antinociception is found by systemic administration of Ginsenoside Rf in mice using two separate assays of tonic pain: in the acetic acid abdominal constriction test, the ED50 is 56±9 mg/kg, a concentration similar to those reported for aspirin and acetaminophen in the same assay; in the tonic phase of the biphasic formalin test, the ED50 is 129±32 mg/kg[2].
Animal AdminMice[2] Naive, adult (7-12 week old) mice of outbred Swiss-Webster stock are used in all in vivo experiments. Mice are brought to a quiet testing room, and acclimated to table-top Plexiglas observation chambers (30 cm high; 30 cm diameter) for 30 min. They are then weighed and injected with Ginsenoside Rf (25, 50, or 75 mg/kg) or vehicle (preceded by naloxone or saline in one experiment). Twenty min later, a 0.9% solution of glacial acetic acid is injected intraperitoneally (i.p.) in a volume of 10 mL/kg. For the next 30 min, the number of constrictions (writhes)-strong contractions of the abdominal musculature accompanied by dorsoflexion of the back and extension of the hindlimbs-are counted and recorded in 5-min blocks. Four mice (one per chamber) are observed simultaneously by a single, experienced experimenter. To control for the considerable circadian and other environmental variance accompanying this nociceptive assay, two vehicle controls are tested alongside two Ginsenoside Rf-administered mice in every experimental session[2].
References

[1]. Nah SY, et al. A trace component of ginseng that inhibits Ca2+ channels through a pertussis toxin-sensitive G protein. Proc Natl Acad Sci U S A. 1995 Sep 12;92(19):8739-43.

[2]. Mogil JS, et al. Ginsenoside Rf, a trace component of ginseng root, produces antinociception in mice. Brain Res. 1998 May 11;792(2):218-28.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point912.3±65.0 °C at 760 mmHg
Molecular FormulaC42H72O14
Molecular Weight801.013
Flash Point505.5±34.3 °C
Exact Mass800.492188
PSA239.22000
LogP3.51
Vapour Pressure0.0±0.6 mmHg at 25°C
Index of Refraction1.602
InChIKeyUZIOUZHBUYLDHW-XUBRWZAZSA-N
SMILESCC(C)=CCCC(C)(O)C1CCC2(C)C1C(O)CC1C3(C)CCC(O)C(C)(C)C3C(OC3OC(CO)C(O)C(O)C3OC3OC(CO)C(O)C(O)C3O)CC12C
Storage condition?20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LY9536900
CHEMICAL NAME :
Ginsenoside RF
CAS REGISTRY NUMBER :
52286-58-5
LAST UPDATED :
199312
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C42-H72-O14
MOLECULAR WEIGHT :
801.14

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1340 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 25,539,1975

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH302
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXn
Risk Phrases22
Safety Phrases2-45
RIDADRNONH for all modes of transport
RTECSLY9536900
HS Code29389090

Articles23

More Articles
Determination of ginsenoside Rf and Rg2 from Panax ginseng using enzyme immunoassay.

Chem. Pharm. Bull. 46(7) , 1144-7, (1998)

We have developed an enzyme immunoassay (EIA) to quantify trace amounts of ginsenoside Rf (Rf), one of the glycosides of protopanaxatriol from Panax ginseng. A carrier protein of bovine serum albumin ...

[Practical optimization of the two-dimensional thin-layer chromatographic separation of ginsenosides].

Se Pu 18(6) , 546-9, (2000)

A computer-assisted method is presented for optimization of mobile phase selection for separation of the mixture of ginsenosides in two-dimensional TLC. This method bases on the correlation between th...

Microbial conversion of rare ginsenoside Rf to 20(S)-protopanaxatriol by Aspergillus niger.

Biosci. Biotechnol. Biochem. 74(1) , 96-100, (2010)

In this study, rare ginsenoside Rf was transformed into 20(S)-protopanaxatriol (PPT(S)) by glycosidase from Aspergillus niger. By investing the reaction conditions, the optimal conditions were obtaine...

Synonyms

(3β,6α,12β)-3,12,20-Trihydroxydammar-24-en-6-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside
Ginsenoside Rf
GinsenosideRf
β-D-Glucopyranoside, (3β,6α,12β)-3,12,20-trihydroxydammar-24-en-6-yl 2-O-β-D-glucopyranosyl-
PANAXOSIDE RF
ginsinoside Rf
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