GINSENOSIDE RB1

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C54H92O23
Molecular Weight	1109.2945
Optical Activity	UNSPECIFIED
Defined Stereocenters	30 / 30
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1(CC[C@]2(C)[C@]1([H])[C@H](O)C[C@]3([H])[C@@]4(C)CC[C@H](O[C@]5([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@]6([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@]4([H])CC[C@@]23C)[C@](C)(CCC=C(C)C)O[C@@H]7O[C@H](CO[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@@H](O)[C@H](O)[C@H]7O

InChI

InChIKey=GZYPWOGIYAIIPV-JBDTYSNRSA-N

InChI=1S/C54H92O23/c1-23(2)10-9-14-54(8,77-48-44(69)40(65)37(62)29(74-48)22-70-46-42(67)38(63)34(59)26(19-55)71-46)24-11-16-53(7)33(24)25(58)18-31-51(5)15-13-32(50(3,4)30(51)12-17-52(31,53)6)75-49-45(41(66)36(61)28(21-57)73-49)76-47-43(68)39(64)35(60)27(20-56)72-47/h10,24-49,55-69H,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-,49-,51-,52+,53+,54-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C54H92O23
Molecular Weight	1109.2945
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	30 / 30
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.root9ginseng.com/about-red-ginseng.html | http://www.webmd.com/vitamins-supplements/ingredientmono-1000-ginseng
Curator's Comment: Description was created based on several sources, including https://www.lktlabs.com/product/ginsenoside-rb1/ https://www.ncbi.nlm.nih.gov/pubmed/25120573

Ginsenoside Rb1 is a triterpene saponin originally found in species of Panax that exhibits antioxidative, anti-inflammatory, neuroprotective, orexigenic, and stimulatory activities. In animal models, ginsenoside Rb1 increases motor activity, food intake, and skeletal muscle ATP content, improving energy metabolism. Ginsenoside Rb1 also downregulates expression of toll-like receptor 4 (TLR4) and TNF-α in animal models of sepsis, protecting against liver and lung damage. Additionally, ginsenoside Rb1 inhibits glucose-induced neurotoxicity by preventing GSK-3β-stimulated CHOP induction. This compound also activates Nrf2 and increases expression of heme oxygenase 1 (HO-1), suppressing oxidative stress in vitro. Ginsenoside Rb1 improves learning and memory, increases Bmax of M-cholinergic receptors, and accelerates cerebral protein and ACh biosynthesis. Ginsenoside Rb1 is a component of Korean Red Ginseng, marketed in Korea. Korean ginseng (Panax ginseng Meyer, Araliaceae) is traditionally used as an important herbal medicine in Far East Asia. Korean Red Ginseng is possibly effective for:

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
apoptotic process 48 Target ID: GO:0006915 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25120573 \| https://www.ncbi.nlm.nih.gov/pubmed/24363767	Inhibitor 8297
GLP1 secretion 1 Target ID: GLP1 secretion Sources: https://www.ncbi.nlm.nih.gov/pubmed/23444389	Activator 1430

Conditions

Condition	Modality	Highest Phase	Product
Vascular dementia 11 Sources: https://clinicaltrials.gov/ct2/show/NCT01761227	Primary	Phase II 1132	Unknown Approved Use Unknown
Erectile dysfunction 35 Sources: https://clinicaltrials.gov/ct2/show/NCT02413099	Primary	Phase IV 63	Unknown Approved Use Unknown
Male infertility 8 Sources: https://clinicaltrials.gov/ct2/show/NCT02204826 http://www.healthline.com/health/erectile-dysfunction/korean-red-ginseng#Overview1	Primary	Phase IV 63	Unknown Approved Use Unknown
Ischemic heart disease 7 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25120573 https://www.ncbi.nlm.nih.gov/pubmed/25152758	Primary	Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Effects of the ginsenosides Rg1 and Rb1 on morphine-induced hyperactivity and reinforcement in mice.	1998 May	9643450
Inhibition by ginsenosides Rb1 and Rg1 of methamphetamine-induced hyperactivity, conditioned place preference and postsynaptic dopamine receptor supersensitivity in mice.	1998 May	9559335
Inhibition by ginsenosides Rb1 and Rg1 of cocaine-induced hyperactivity, conditioned place preference, and postsynaptic dopamine receptor supersensitivity in mice.	1999 Jul	10418781
Ginsenoside-Rb1 acts as a weak phytoestrogen in MCF-7 human breast cancer cells.	2003 Jan	12568360
Calcium-independent CaMKII activity is involved in ginsenoside Rb1-mediated neuronal recovery after hypoxic damage.	2005 Jan 14	15607330
Modulating effect of ginseng saponins on heterologously expressed HERG currents in Xenopus oocytes.	2005 May	15842772
Metabolism of ginsenoside Re by human intestinal microflora and its estrogenic effect.	2005 Oct	16204943
Efficient induction of ginsenoside biosynthesis and alteration of ginsenoside heterogeneity in cell cultures of Panax notoginseng by using chemically synthesized 2-hydroxyethyl jasmonate.	2006 Apr	16041570
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Protective effects of ginsenoside Rb1, ginsenoside Rg1, and notoginsenoside R1 on lipopolysaccharide-induced microcirculatory disturbance in rat mesentery.	2007 Jul 19	17655881
Comparison of ginsenosides Rg1 and Rb1 for their effects on improving scopolamine-induced learning and memory impairment in mice.	2010 Dec	20564503
Ginsenoside Rb1 protects against 6-hydroxydopamine-induced oxidative stress by increasing heme oxygenase-1 expression through an estrogen receptor-related PI3K/Akt/Nrf2-dependent pathway in human dopaminergic cells.	2010 Jan 1	19781563
Anti-diabetic effects of Panax notoginseng saponins and its major anti-hyperglycemic components.	2010 Jul 20	20435129
Pharmacodynamics of ginsenosides: antioxidant activities, activation of Nrf2, and potential synergistic effects of combinations.	2012 Aug 20	22780686
Ginsenoside Rb1 inhibits osteoclastogenesis by modulating NF-κB and MAPKs pathways.	2012 May	22386813
Protective effects of panax notoginseng saponins on cardiovascular diseases: a comprehensive overview of experimental studies.	2014	25152758
Ginsenoside Re and Rd enhance the expression of cholinergic markers and neuronal differentiation in Neuro-2a cells.	2014	24599032
Dissecting active ingredients of Chinese medicine by content-weighted ingredient-target network.	2014 Jul	24781185
Effects of Astragaloside IV combined with the active components of Panax notoginseng on oxidative stress injury and nuclear factor-erythroid 2-related factor 2/heme oxygenase-1 signaling pathway after cerebral ischemia-reperfusion in mice.	2014 Oct	25422538
Ginsenosides may enhance the functionality of human embryonic stem cell-derived cardiomyocytes in vitro.	2014 Oct	24615935
Molecular mechanisms governing different pharmacokinetics of ginsenosides and potential for ginsenoside-perpetrated herb-drug interactions on OATP1B3.	2015 Feb	25297453

Patents

Sample Use Guides

In Vivo Use Guide

To treat vascular dementia: Fufangdanshen tablet contains ginsenoside Rb1 3.03mg, as well as tanshinoneⅡA 0.67mg , salvianolic acid B 8.2mg, Panax Notoginsenosides R1 0.53mg, ginsenoside Rg1 2.73mg. 3 tablets per time, 3 times per day for 24 weeks

Route of Administration: Oral

In Vitro Use Guide

Compared with the control group, GS-Rb1 from 2.5 to 40 uM incubation increased viability of neonatal rat cardiomyocytes from 31.7%±1.3% to 53.3%±1.7%.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 02:15:47 GMT 2023` Edited by `admin` on `Sat Dec 16 02:15:47 GMT 2023`
Record UNII	7413S0WMH6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GINSENOSIDE RB1

Common Name

English

GYNOSAPONIN C

Common Name

English

NOTOGINSENOSIDE RB1

Common Name

English

GYPENOSIDE III

Common Name

English

.BETA.-D-GLUCOPYRANOSIDE, (3.BETA.,12.BETA.)-20-((6-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-12-HYDROXYDAMMAR-24-EN-3-YL 2-O-.BETA.-D-GLUCOPYRANOSYL-

Systematic Name

English

NSC-310103

Code

English

GINSENOSIDE RB1 [USP-RS]

Common Name

English

ARASAPONIN E1

Common Name

English

GINSENOSIDE RB1 (CONSTITUENT OF AMERICAN GINSENG, ASIAN GINSENG, AND TIENCHI GINSENG) [DSC]

Common Name

English

SANCHINOSIDE RB1

Common Name

English

Ginsenoside Rb1 [WHO-DD]

Common Name

English

PANAXOSIDE RB1

Common Name

English

SANCHINOSIDE E1

Common Name

English

Code System Code Type Description

WIKIPEDIA

Ginsenoside Rb1