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Merck

SML0153

Sigma-Aldrich

Geniposide

≥98% (HPLC)

Sinónimos:

(1S,4αS,7αS)- 1-(β-D-Glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)- cyclopenta[c]pyran-4-carboxylic acid methyl ester

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10 MG
MXP 4,758.00
50 MG
MXP 18,469.00

MXP 4,758.00


Fecha estimada de envío11 de abril de 2025


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10 MG
MXP 4,758.00
50 MG
MXP 18,469.00

About This Item

Fórmula empírica (notación de Hill):
C17H24O10
Número de CAS:
Peso molecular:
388.37
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

MXP 4,758.00


Fecha estimada de envío11 de abril de 2025


Solicitar un pedido a granel

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: ≥5 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]3[C@@H]1CC=C3CO

InChI

1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10-,11-,12-,13+,14-,16+,17+/m1/s1

InChI key

IBFYXTRXDNAPMM-BVTMAQQCSA-N

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Biochem/physiol Actions

Geniposide is an iridoid glycoside with a variety of biological activities including neuroprotective, anti-diabetic, antiproliferative, and antioxidative activity. Geniposide has been shown to regulate Nrf2 translocation and upregulate downstream antioxidant protein HO-1 expression through the PI3K/Akt signaling pathway, which may account for its neuroprotective and antioxidative activity. Glucagon-like peptide 1 (GLP-1) receptor may also play a critical role in geniposide induced HO-1 expression.
Geniposide is an iridoid glycoside with antioxidative and other biological activities.

Pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Refined Qing-Kai-Ling (QKL), a modified Chinese medicine, consists of three main ingredients (Baicalin, Jasminoidin and Desoxycholic acid), plays a synergistic effect on the treatment of the acute stage of ischemic stroke. However, the rules of the combination and synergism are
Yunhe Fu et al.
International immunopharmacology, 14(4), 792-798 (2012-08-11)
Geniposide, a main iridoid glucoside component of gardenia fruit, has been known to exhibit antibacterial, anti-inflammatory and other important therapeutic activities. The objective of this study was to investigate the protective effects of geniposide on inflammation in lipopolysaccharide (LPS) stimulated
Li-xia Guo et al.
Acta pharmacologica Sinica, 33(2), 237-241 (2011-11-22)
To explore the role of the glucagon-like peptide 1 receptor (GLP-1R) in geniposide regulated insulin secretion in rat INS-1 insulinoma cells. Rat INS-1 insulinoma cells were cultured. The content of insulin in the culture medium was measured with ELISA assay.
Min Zhou et al.
Fitoterapia, 83(8), 1558-1561 (2012-09-15)
Geniposide was prepared on a large-scale using a selective two-phase liquid-liquid extraction. The aqueous residue from the fruit of Gardenia jasminoides Ellis was treated with sodium carbonate and extracted with n-butanol several times. The n-butanol extracts were treated with activated

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