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SML0153

Sigma-Aldrich

Geniposid

≥98% (HPLC)

Synonym(e):

(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

Empirische Formel (Hill-System):
C17H24O10
CAS-Nummer:
24512-63-8
Molekulargewicht:
388.37
MDL-Nummer:
MFCD16036219
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329825201
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

desiccated

Farbe

white to beige

Löslichkeit

H2O: ≥5 mg/mL

Versandbedingung

wet ice

Lagertemp.

−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

InChIKey

IBFYXTRXDNAPMM-BVTMAQQCSA-N

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Biochem./physiol. Wirkung

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.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000344616
0000237508
0000202928
0000201250
0000166193

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Gentiopicrosid ≥98% (HPLC)

Sigma-Aldrich

SMB00416

Gentiopicrosid

Loganin analytical standard

Supelco

36483

Loganin

Aucubin analytical standard

Supelco

55561

Aucubin

Berberinchlorid Hydrat technical, ≥90% (AT)

Sigma-Aldrich

14050

Berberinchlorid Hydrat

Polydatin ≥95% (HPLC)

Sigma-Aldrich

15721

Polydatin

Crocin for microscopy

Sigma-Aldrich

17304

Crocin

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
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
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
Gu Zhang et al.
International journal of molecular medicine, 30(3), 561-568 (2012-06-20)
Activated microglia producing reactive nitrogen species, inflammatory factors, reactive oxygen species (ROS) and other neurovirulent factors, can lead to the development of neurodegenerative diseases. Certain compounds can inhibit the activation of microglia. However, the mechanisms remain unclear. In the present
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
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