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Details

Stereochemistry ABSOLUTE
Molecular Formula C48H82O18
Molecular Weight 947.1539
Optical Activity UNSPECIFIED
Defined Stereocenters 26 / 26
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GINSENOSIDE B2

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(C)(C)[C@]4([H])[C@H](C[C@@]23C)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)[C@](C)(CCC=C(C)C)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O

InChI

InChIKey=PWAOOJDMFUQOKB-WCZZMFLVSA-N
InChI=1S/C48H82O18/c1-21(2)11-10-14-48(9,66-42-38(60)35(57)32(54)26(19-49)63-42)23-12-16-46(7)30(23)24(51)17-28-45(6)15-13-29(52)44(4,5)40(45)25(18-47(28,46)8)62-43-39(36(58)33(55)27(20-50)64-43)65-41-37(59)34(56)31(53)22(3)61-41/h11,22-43,49-60H,10,12-20H2,1-9H3/t22-,23-,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43+,45+,46+,47+,48-/m0/s1

HIDE SMILES / InChI

Molecular Formula C48H82O18
Molecular Weight 947.1539
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 26 / 26
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21884006 https://www.ncbi.nlm.nih.gov/pubmed/27840193

Ginsenoside B2 is a constituent of Panax ginseng (ginseng) and Panax japonicum (Japanese ginseng). Ginsenoside B2 belongs to the family of Triterpene Glycosides. Many reports demonstrated that Ginsenoside B2 possesses the multifaceted beneficial pharmacological effects on cardiovascular system. Ginsenoside B2 has negative effect on cardiac contractility and autorhythmicity. It causes alternations in cardiac electrophysiological properties, which may account for its antiarrhythmic effect. In addition, Ginsenoside B2 also exerts antiischemic effect and induces angiogenic regeneration. Ginsenoside B2 is an extract from Panax notoginseng, which is a well-known traditional Chinese medicine that has been used for the treatment of various diseases for years. Ginsenoside B2 has been reported to decrease Aβ in Alzheimer's disease animal models. Ginsenoside B2 is a component of Korean Red Ginseng. The ginsenoside content of the red ginseng is shown as Rg1: 3.3 mg/g, Re (B2): 2.0 mg/g, Rb1: 5.8 mg/g, Rc: 1.7 mg/g, Rb2: 2.3 mg/g, and Rd: 0.4 mg/g, respectively. 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: • Alzheimer's disease. Evidence shows that taking Panax ginseng root daily for 12 weeks can improve mental performance in people with Alzheimer's disease. • Lung disease called chronic obstructive pulmonary disease (COPD). Taking Panax ginseng by mouth seems to improve lung function and some symptoms of COPD. • Mental function. Taking Panax ginseng by mouth might improve abstract thinking, mental arithmetic skills, and reaction times in healthy, middle-aged people but not in young adults. Panax ginseng alone does not seem to improve memory. But there is some evidence that a combination of Panax ginseng and ginkgo leaf extract can improve memory in otherwise healthy people between the ages of 38 and 66. • Erectile dysfunction (ED). Taking Panax ginseng by mouth seems to improve sexual function in men with erectile dysfunction. • Flu. Taking a specific Panax ginseng by mouth appears to reduce the risk of getting a cold or the flu. But, taking Panax ginseng does not seem to reduce flu symptoms or the length of the illness. • Multiple sclerosis-related fatigue. Taking Panax ginseng daily for 3 months reduces feelings of tiredness and improves quality of life in females with MS. • Premature ejaculation. Applying a cream containing Panax ginseng, angelica root, Cistanches deserticola, Zanthoxyl species, torlidis seed, clover flower, asiasari root, cinnamon bark, and toad venom (SS Cream) to the penis one hour before intercourse and washing off immediately before intercourse seems to help prevent premature ejaculation. • Sexual arousal. Taking powdered Korean red ginseng, a specific form of Panax ginseng, seems to improve sexual arousal and satisfaction in postmenopausal women.

Approval Year

PubMed

PubMed

TitleDatePubMed
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.
1991 Jan-Feb
Patents

Sample Use Guides

KRG extract contained 1.71mg/g Ginsenoside B2, as well as ginsenoside-Rb1: 4.26mg/g, -Rb2: 1.62mg/g, -Rc: 1.80mg/g, -Rd: 0.29mg/g, -Rf: 0.67mg/g, -Rg1: 2.61mg/g, -Rg2: 0.20mg/g, -Rg3: 0.13mg/g, and other minor ginsenosides. During the study period, three capsules (500 mg/dose) were taken daily for 12 weeks
Route of Administration: Oral
Ginsenoside B2 (10 uM) strongly reduced cell loss and degeneration and significantly protected process lengths and numbers of neurites of murine tyrosine hydroxylase (TH+) cells.
Substance Class Chemical
Created
by admin
on Sat Dec 16 13:21:16 GMT 2023
Edited
by admin
on Sat Dec 16 13:21:16 GMT 2023
Record UNII
46F3R0BL3I
Record Status Validated (UNII)
Record Version
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Name Type Language
GINSENOSIDE B2
Common Name English
NSC-308877
Code English
CHIKUSETSUSAPONIN IVC
Common Name English
GINSENOSIDE RE [INCI]
Common Name English
GINSENOSIDE RE
INCI  
Official Name English
PANAXOSIDE RE
Common Name English
SANCHINOSIDE RE
Common Name English
GINSENOSIDE RE (CONSTITUENT OF AMERICAN GINSENG, ASIAN GINSENG, AND TIENCHI GINSENG) [DSC]
Common Name English
.BETA.-D-GLUCOPYRANOSIDE, (3.BETA.,6.ALPHA.,12.BETA.)-20-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,12-DIHYDROXYDAMMAR-24-EN-6-YL 2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-
Common Name English
Code System Code Type Description
MESH
C049864
Created by admin on Sat Dec 16 13:21:16 GMT 2023 , Edited by admin on Sat Dec 16 13:21:16 GMT 2023
PRIMARY
PUBCHEM
441921
Created by admin on Sat Dec 16 13:21:16 GMT 2023 , Edited by admin on Sat Dec 16 13:21:16 GMT 2023
PRIMARY
CAS
52286-59-6
Created by admin on Sat Dec 16 13:21:16 GMT 2023 , Edited by admin on Sat Dec 16 13:21:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID801317298
Created by admin on Sat Dec 16 13:21:16 GMT 2023 , Edited by admin on Sat Dec 16 13:21:16 GMT 2023
PRIMARY
NSC
308877
Created by admin on Sat Dec 16 13:21:16 GMT 2023 , Edited by admin on Sat Dec 16 13:21:16 GMT 2023
PRIMARY
FDA UNII
46F3R0BL3I
Created by admin on Sat Dec 16 13:21:16 GMT 2023 , Edited by admin on Sat Dec 16 13:21:16 GMT 2023
PRIMARY
CHEBI
77148
Created by admin on Sat Dec 16 13:21:16 GMT 2023 , Edited by admin on Sat Dec 16 13:21:16 GMT 2023
PRIMARY
DRUG BANK
DB14815
Created by admin on Sat Dec 16 13:21:16 GMT 2023 , Edited by admin on Sat Dec 16 13:21:16 GMT 2023
PRIMARY
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