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SML0153

Sigma-Aldrich

Geniposide

≥98% (HPLC)

Sinonimo/i:

(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
216,00 €
50 MG
585,00 €

216,00 €

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Cambia visualizzazione
10 MG
216,00 €
50 MG
585,00 €

About This Item

Formula empirica (notazione di Hill):
C17H24O10
Numero CAS:
24512-63-8
Peso molecolare:
388.37
Numero MDL:
MFCD16036219
Codice UNSPSC:
12352200
ID PubChem:
329825201
NACRES:
NA.77

216,00 €

Per informazioni sulla disponibilità, contatta il Servizio Clienti.
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Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Condizioni di stoccaggio

desiccated

Colore

white to beige

Solubilità

H2O: ≥5 mg/mL

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

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
IBFYXTRXDNAPMM-BVTMAQQCSA-N

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Azioni biochim/fisiol

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.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301

Classi di pericolo

Acute Tox. 3 Oral

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
0000344616
0000344616
0000237508
0000237508
0000209072

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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K Hiramatsu et al.
Alimentary pharmacology & therapeutics, 36(6), 575-586 (2012-07-24)
Idiopathic mesenteric phlebosclerosis (IMP) is a rare disease, characterised by thickening of the wall of the right hemicolon with calcification of mesenteric veins. However, the aetiology remains unknown. To investigate the possible association of herbal medicines with IMP. The clinical
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
Jun Wang et al.
Neurochemical research, 37(10), 2235-2248 (2012-08-08)
Geniposide, an iridoid glycoside isolated from Gardenia, has neuroprotective activities against oxidative stress and inflammation. The present study investigated the in vivo protective effect of geniposide on ischemia/reperfusion-injured rats by middle cerebral artery occlusion (MCAO), and the inhibitory effects of
Jianhui Liu et al.
Toxicology in vitro : an international journal published in association with BIBRA, 26(7), 1093-1097 (2012-07-24)
β-Cell apoptosis is considered to be a major cause of loss of β cells in diabetes. Geniposide could prevent oxidative stress-induced neuron apoptosis, and improved glucose stimulated insulin secretion by activating glucagon-like peptide 1 receptor (GLP-1R) in INS-1 cells. Here
Jinhong Liu et al.
Aging, 12(22), 22744-22758 (2020-11-17)
Acute kidney injury is one of the most common complications that occurs in septic shock. An effective therapeutic intervention is urgently needed. Geniposide has been reported to possess pleiotropic activities against different diseases. However, the effect of geniposide on sepsis-induced
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