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SML0153

Sigma-Aldrich

Geniposide

≥98% (HPLC)

Sinônimo(s):

(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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About This Item

Fórmula empírica (Notação de Hill):
C17H24O10
Número CAS:
24512-63-8
Peso molecular:
388.37
Número MDL:
MFCD16036219
Código UNSPSC:
12352200
ID de substância PubChem:
329825201
NACRES:
NA.77

Ensaio

≥98% (HPLC)

forma

powder

condição de armazenamento

desiccated

cor

white to beige

solubilidade

H2O: ≥5 mg/mL

Condições de expedição

wet ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

IBFYXTRXDNAPMM-BVTMAQQCSA-N

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Ações bioquímicas/fisiológicas

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.

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H301

Declarações de precaução

P264 - P270 - P301 + P310 - P405 - P501

Classificações de perigo

Acute Tox. 3 Oral

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Yan-Jing Li et al.
Rapid communications in mass spectrometry : RCM, 26(11), 1377-1384 (2012-05-05)
The Direct Analysis in Real Time (DART) ionization source coupled with a quadrupole time-of-flight tandem mass spectrometry (Q-TOF MS/MS) system has the capability to desorb analytes directly from samples from complex Chinese herbal preparations without sample cleanup or chromatographic separation.
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.
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
Xin-Sheng Wang et al.
Ultrasonics sonochemistry, 19(6), 1155-1159 (2012-05-15)
Fructus gardeniae (Zhizi), one of commonly-used traditional Chinese medicines, is derived from the ripe fruit of the evergreen shrub, Gardenia jasminoides Ellis, and is an ingredient of many traditional Chinese preparations, and has numerous pharmacological actions. Geniposide is the important
Jian Li et al.
PloS one, 7(9), e45811-e45811 (2012-10-11)
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
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