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ginsenoside CK

natural substances and extractives

2D:
3D:
CAS Number:	39262-14-1
FDA UNII:	Search
Category:	natural substances and extractives
IUPAC Name:	ginsenoside CK
InChI :	InChI=1/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-/m0/s1
Std.InChI:	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-/m0/s1
InChIKey :	FVIZARNDLVOMSU-IRFFNABBBW
Std.InChIKey:	FVIZARNDLVOMSU-IRFFNABBSA-N
SMILES :	CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
MDL:	MFCD07772261
Molar Refractivity :	170.70 ± 0.4 cm3 (est)
Parachor :	1410.5 ± 6.0 cm3 (est)
Index of Refraction :	1.571 ± 0.03 (est)
Surface Tension :	54.5 ± 5.0 dyne/cm (est)
Density :	1.19 ± 0.1 g/cm3 (est)
Polarizability :	67.67 ± 0.5 10-24cm3 (est)

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:	Search
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US Patents:	Search
EU Patents:	Search
Pubchem Patents:	Search
PubMed:	Search
NCBI:	Search

Physical Properties:

Assay:	95.00 to 100.00
Food Chemicals Codex Listed:	No
Boiling Point:	723.10 °C. @ 760.00 mm Hg (est)
Flash Point:	736.00 °F. TCC ( 391.10 °C. ) (est)
logP (o/w):	5.500 (est)
Soluble in:
	water, 0.004538 mg/L @ 25 °C (est)

Cosmetic Information:

None found

Suppliers:

Alfa Biotechnology

For experimental / research use only.

Ginsenoside CK 98%

For experimental / research use only.

Ginsenoside C-K

For experimental / research use only.

Ginsenoside C-K

For experimental / research use only.

Ginsenoside Compound K from Plants 98%

For experimental / research use only.

Ginsenoside Ck (HPLC) ≥98%

Sigma-Aldrich: Sigma

For experimental / research use only.

Ginsenoside Compound K ≥96% (HPLC)

Safety Information:

Preferred SDS: View

Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements

Pictogram

Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
natural substances and extractives
Recommendation for ginsenoside CK usage levels up to:
	not for fragrance use.

Recommendation for ginsenoside CK flavor usage levels up to:
	not for flavor use.

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :9852086

National Institute of Allergy and Infectious Diseases:Data

References:

NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	9852086
Pubchem (sid):	45274409

Other Information:

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
CHEBI:	View
CHEMBL:	View
HMDB (The Human Metabolome Database):	Search
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View

Potential Blenders and core components :

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):

found in nature

Synonyms:

(3b,12b)-3,12-	dihydroxydammar-24-en-20-yl b-D-glucopyranoside
20(S)-	ginsenoside C-K
	ginsenoside compound K
	ginsenoside K

Articles:

PubMed:Based on SERS conformational studies of ginsenoside Rb1 and its metabolites before and after combined with human serum albumin.

PubMed:Ginsenoside compound K-bearing glycol chitosan conjugates: synthesis, physicochemical characterization, and in vitro biological studies.

PubMed:Synthesis and pharmacokinetic characterization of a pH-sensitive polyethylene glycol ginsenoside CK (PEG-CK) conjugate.

PubMed:Compound K protects pancreatic islet cells against apoptosis through inhibition of the AMPK/JNK pathway in type 2 diabetic mice and in MIN6 β-cells.

PubMed:One-month toxicokinetic study of SHENMAI injection in rats.

PubMed:Ginsenoside metabolite compound k alleviates adjuvant-induced arthritis by suppressing T cell activation.

PubMed:Bioconversion of ginsenosides in the american ginseng ( xī yáng shēn) extraction residue by fermentation with lingzhi ( líng zhī, ganoderma lucidum).

PubMed:Ginsenoside compound K induces apoptosis in nasopharyngeal carcinoma cells via activation of apoptosis-inducing factor.

PubMed:Ginsenoside compound K inhibits angiogenesis via regulation of sphingosine kinase-1 in human umbilical vein endothelial cells.

PubMed:Ginsenoside metabolite compound K stimulates glucagon-like peptide-1 secretion in NCI-H716 cells via bile acid receptor activation.

PubMed:Ginsenoside metabolite compound K promotes recovery of dextran sulfate sodium-induced colitis and inhibits inflammatory responses by suppressing NF-κB activation.

PubMed:Ginsenoside metabolites inhibit P-glycoprotein in vitro and in situ using three absorption models.

PubMed:Ginsenoside metabolite compound K attenuates inflammatory responses of adjuvant-induced arthritis rats.

PubMed:Differential effects of ginsenoside metabolites on slowly activating delayed rectifier K(+) and KCNQ1 K(+) channel currents.

PubMed:Pharmacokinetic study of ginsenoside Rc and simultaneous determination of its metabolites in rats using RRLC-Q-TOF-MS.

PubMed:Biotransformation of ginsenoside Rd in the ginseng extraction residue by fermentation with lingzhi (Ganoderma lucidum).

PubMed:Compound K induces apoptosis of bladder cancer T24 cells via reactive oxygen species-mediated p38 MAPK pathway.

PubMed:Production of ginsenoside aglycons and Rb1 deglycosylation pathway profiling by HPLC and ESI-MS/MS using Sphingobacterium multivorum GIN723.

PubMed:Effects of ginsenoside Rg3 on α9α10 nicotinic acetylcholine receptor-mediated ion currents.

PubMed:Inhibitory Effects of Ginsenoside Metabolites, Compound K and Protopanaxatriol, on GABAC Receptor-Mediated Ion Currents.

PubMed:Compound K, a final intestinal metabolite of ginsenosides, enhances insulin secretion in MIN6 pancreatic β-cells by upregulation of GLUT2.

PubMed:Compound K, an intestinal metabolite of ginsenosides, inhibits PDGF-BB-induced VSMC proliferation and migration through G1 arrest and attenuates neointimal hyperplasia after arterial injury.

PubMed:Compound K, a Ginsenoside Metabolite, Inhibits Colon Cancer Growth via Multiple Pathways Including p53-p21 Interactions.

PubMed:Joint-protective effects of compound K, a major ginsenoside metabolite, in rheumatoid arthritis: in vitro evidence.

PubMed:Rivaroxaban, a direct inhibitor of the coagulation factor Xa interferes with hormonal-induced physiological modulations in human female osteoblastic cell line SaSO2.

PubMed:Absorption mechanism of ginsenoside compound K and its butyl and octyl ester prodrugs in Caco-2 cells.

PubMed:Effect of ginsenoside Rh1 on myocardial injury and heart function in isoproterenol-induced cardiotoxicity in rats.

PubMed:Effects of protopanaxatriol-ginsenoside metabolites on rat N-methyl-d-aspartic Acid receptor-mediated ion currents.

PubMed:Hypoglycemic effect of protopanaxadiol-type ginsenosides and compound K on Type 2 diabetes mice induced by high-fat diet combining with streptozotocin via suppression of hepatic gluconeogenesis.

PubMed:Identification and characterization of the Rhizobium sp. strain GIN611 glycoside oxidoreductase resulting in the deglycosylation of ginsenosides.

PubMed:Ginsenoside Rb1 preconditioning enhances eNOS expression and attenuates myocardial ischemia/reperfusion injury in diabetic rats.

PubMed:Effects of Minor Ginsenosides, Ginsenoside Metabolites, and Ginsenoside Epimers on the Growth of Caenorhabditis elegans.

PubMed:Ginsenoside metabolite compound K differentially antagonizing tumor necrosis factor-α-induced monocyte-endothelial trafficking.

PubMed:Differential effects of ginsenoside metabolites on HERG k channel currents.

PubMed:Compound K increases type I procollagen level and decreases matrix metalloproteinase-1 activity and level in ultraviolet-A-irradiated fibroblasts.

PubMed:Inhibition of JAK1/STAT3 signaling mediates compound K-induced apoptosis in human multiple myeloma U266 cells.

PubMed:Intestinal metabolite compound K of panaxoside inhibits the growth of gastric carcinoma by augmenting apoptosis via Bid-mediated mitochondrial pathway.

PubMed:Protective effect of ginsenoside Rb1 against myocardial ischemia/reperfusion injury in streptozotocin-induced diabetic rats.

PubMed:Ginsenoside compound K attenuates metastatic growth of hepatocellular carcinoma, which is associated with the translocation of nuclear factor-κB p65 and reduction of matrix metalloproteinase-2/9.

PubMed:Compound K inhibits basic fibroblast growth factor-induced angiogenesis via regulation of p38 mitogen activated protein kinase and AKT in human umbilical vein endothelial cells.

PubMed:Effect and mechanism of ginsenosides CK and Rg1 on stimulation of glucose uptake in 3T3-L1 adipocytes.

PubMed:Compound K induces apoptosis via CAMK-IV/AMPK pathways in HT-29 colon cancer cells.

PubMed:Compound K, intestinal metabolite of ginsenoside, attenuates hepatic lipid accumulation via AMPK activation in human hepatoma cells.

PubMed:Ginsenoside Rb1 preconditioning protects against myocardial infarction after regional ischemia and reperfusion by activation of phosphatidylinositol-3-kinase signal transduction.

PubMed:Purification and properties of a novel beta-glucosidase, hydrolyzing ginsenoside Rb1 to CK, from Paecilomyces Bainier.

PubMed:Compound K enhances insulin secretion with beneficial metabolic effects in db/db mice.

PubMed:Anti-diabetic effects of compound K versus metformin versus compound K-metformin combination therapy in diabetic db/db mice.

PubMed:Effect of ginsenosides on glucose uptake in human Caco-2 cells is mediated through altered Na+/glucose cotransporter 1 expression.

PubMed:Effects of ginsenosides and their metabolites on voltage-dependent Ca(2+) channel subtypes.

PubMed:Protective role of Panax ginseng extract standardized with ginsenoside Rg3 against acrylamide-induced neurotoxicity in rats.

PubMed:Differential effect of ginsenoside metabolites on the 5-HT3A receptor-mediated ion current in Xenopus oocytes.

PubMed:Differential effect of bovine serum albumin on ginsenoside metabolite-induced inhibition of alpha3beta4 nicotinic acetylcholine receptor expressed in Xenopus oocytes.

PubMed:[Metabolism of ginsenoside Rb1 and panaxadiol saponins by fungi].

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