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SMB00348

Sigma-Aldrich

Ginsenoside Compound K

≥96% (HPLC)

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Synonym(s):
(3B,12B)-3,12-Dihydroxydammar-24-en-20-yl β-D-glucopyranoside, 20(S)-Ginsenoside Ck, Ginsenoside K, Protopanaxadiol 20-O-glucoside
Empirical Formula (Hill Notation):
C36H62O8
CAS Number:
39262-14-1
Molecular Weight:
622.87
UNSPSC Code:
12352205
PubChem Substance ID:
329824968
NACRES:
NA.25

Quality Level

200

Assay

≥96% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

CC(C)=CCC[C@](C1C2[C@H](O)CC3[C@@]([C@]2(C)CC1)(C)CCC4C(C)(C)[C@@H](O)CC[C@@]43C)(C)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O

InChI

1S/C36H62O8/c1-20(2)10-9-14-36(8,44-31-30(42)29(41)28(40)23(19-37)43-31)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(39)32(3,4)24(33)12-17-34(25,35)6/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+/m1/s1

InChI key

FVIZARNDLVOMSU-KJULZEBLSA-N

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General description

Ginsenoside Compound K is a tetracyclic dammarane-type triterpenoid saponin found in the roots of Panax ginseng. It is a major constituent in ginseng, which has been traditionally used to increase resistance to stress and aging.

Application


  • Combination of Electrochemistry and Mass Spectrometry to Study Nitric Oxide Metabolism and Its Modulation by Compound K in Breast Cancer Cells.: This research explores the interaction of Ginsenoside Compound K with nitric oxide metabolism in breast cancer cells, employing a combination of electrochemical techniques and mass spectrometry to elucidate the metabolic pathways and potential therapeutic effects of Compound K (Zhao et al., 2022).

  • Metabolic analysis of Panax notoginseng saponins with gut microbiota-mediated biotransformation by HPLC-DAD-Q-TOF-MS/MS.: This article investigates the gut microbiota-mediated biotransformation of Panax notoginseng saponins, including Compound K, detailing the complex interactions and metabolic profiles in a biological system, which could inform their therapeutic use and bioavailability (Chen et al., 2018).

Biochem/physiol Actions

Ginsenoside compound K has many pharmacological properties that include anti-diabetic, anti-inflammatory, hepatoprotective, anti-allergic, and anti-carcinogenic effects. It also displays neuroprotective properties, in mice it has shown recovery from synaptic loss and memory impairment. Ginsenoside K can inhibit several gene expressions in human umbilical vein endothelial cells (HUVECs), resulting in the inhibition of migration and angiogenesis of endothelial cells.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effects of sphingolipid metabolism disorders on endothelial cells.
Lai, et al.
Lipids in Health and Disease, 21, 101-101 (2022)
Xi-Ding Yang et al.
Fitoterapia, 100, 208-220 (2014-12-03)
As an intestinal bacterial metabolite of ginseng protopanaxadiol saponins, ginsenoside compound K (20-O-beta-d-glucopyranosyl-20(S)-protopanaxadiol, CK) is a major deglycosylated metabolite form of ginsenosides which is absorbed into the systemic circulation. And it has demonstrated such diverse intriguing biological properties as anticarcinogenic
Alzheimer's Disease as a Major Public Health Concern: Role of Dietary Saponins in Mitigating Neurodegenerative Disorders and Their Underlying Mechanisms.
Abduljawad, et al.
Molecules (Basel), 27 (2022)
Catherine Hu et al.
European journal of pharmacology, 815, 501-511 (2017-10-17)
Conflicting data exist on the effect of ginsenosides on transactivation of human glucocorticoid receptor α (herein referred to as glucocorticoid receptor), and relatively little is known regarding the effect of these chemicals on transrepression of this receptor. We investigated the

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