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Geniposide

Geniposide

Product ID G1650
Cas No. 24512-63-8
Purity ≥98%
Product Unit SizeCostQuantityStock
10 mg $142.90 In stock
25 mg $183.60 In stock
100 mg $510.50 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Geniposide is an iridoid glycoside found in species of Gardenia that exhibits antioxidative, anti-diabetic, anti-inflammatory, neuroprotective, antiviral, and antithrombotic activities. Geniposide induces phase II enzymes and increases expression of glutathione and glutathione peroxidase. Geniposide also inhibits phosphorylation of GSK-3β and stimulates expression of GLUT2, increasing insulin secretion in β cells. In LPS-stimulated epithelial cells, geniposide decreases production of toll-like receptor 4 (TLR4), IL-1β, IL-6, and TNF-α and downregulates activation of p38 MAPK, ERK, and NF-κB. In diabetic animal models of Alzheimer’s disease, geniposide decreases hippocampal levels of amyloid-β (Aβ). This compound also decreases enterovirus yields, infectious activity, and ribosomal entry by inhibiting viral protein translation. In vitro, geniposide inhibits collagen-induced platelet aggregation and activity of phospholipase A2 (PLA2).

Product Info

Cas No.

24512-63-8

Purity

≥98%

Formula

C17H24O10

Formula Wt.

388.37

IUPAC Name

methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5, 7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Melting Point

163-164°C

Solubility

Soluble in water, methanol and ethanol. 24512-63-8

Appearance

White to off white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

G1650 MSDS PDF

Info Sheet

G1650 Info Sheet PDF

References

Guo LX, Liu JH, Yin F. Regulation of insulin secretion by geniposide: possible involvement of phosphatidylinositol 3-phosphate kinase. Eur Rev Med Pharmacol Sci. 2014;18(9):1287-94. PMID: 24867506.

Song X, Zhang W, Wang T, et al. Geniposide Plays an Anti-inflammatory Role via Regulating TLR4 and Downstream Signaling Pathways in Lipopolysaccharide-Induced Mastitis in Mice. Inflammation. 2014 Apr 27. [Epub ahead of print]. PMID: 24771071.

Liu J, Guo L, Yin F, et al. Geniposide regulates glucose-stimulated insulin secretion possibly through controlling glucose metabolism in INS-1 cells. PLoS One. 2013 Oct 22;8(10):e78315. Erratum in: PLoS One. 2014;9(1). PMID: 24167617.

Liu J, Zhang Y, Deng X, et al. Geniposide decreases the level of Aβ1-42 in the hippocampus of streptozotocin-induced diabetic rats.
cta Biochim Biophys Sin (Shanghai). 2013 Sep;45(9):787-91. PMID: 23803411.

Suzuki Y, Kondo K, Ikeda Y, et al. Antithrombotic effect of geniposide and genipin in the mouse thrombosis model. Planta Med. 2001 Dec;67(9):807-10. PMID: 11745015.

Tseng T, Chu C, Wang C. Comparison of geniposide and its acetylated derivative for the inhibition of aflatoxin b1-induced DNA-repair synthesis in rat primary hepatocyte. Oncol Rep. 1994 Jan;1(1):165-8. PMID: 21607329.

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