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MilliporeSigma

G0174

Sigma-Aldrich

Picroside II

Sinónimos:

(1aS,1bS,2S,5aR,6S,6aS)-1a,1b,2,5a,6,6a-Hexahydro-6-[(4-hydroxy-3-methoxybenzoyl)oxy]-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl-β-D-glucopyranoside, 6-Vanillylcatalpol, Amphicoside II, Vanilloyl catalpol

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About This Item

Fórmula empírica (notación de Hill):
C23H28O13
Número de CAS:
Peso molecular:
512.46
EC Number:
UNSPSC Code:
12352200
NACRES:
NA.25

assay

≥98% (HPLC)

solubility

ethanol: 1 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

OC1[C@@H](O)[C@H](O)C(CO)O[C@H]1O[C@@H]2OC=C[C@]3([H])[C@@]2([H])[C@](O4)(CO)[C@@H]4[C@H]3OC(C5=CC=C(O)C(OC)=C5)=O

InChI

1S/C23H28O13/c1-31-12-6-9(2-3-11(12)26)20(30)34-18-10-4-5-32-21(14(10)23(8-25)19(18)36-23)35-22-17(29)16(28)15(27)13(7-24)33-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3

InChI key

AKNILCMFRRDTEY-UHFFFAOYSA-N

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General description

PicrosideII (PII) is a monoterpene, iridoid glycoside, and one of the main bioactivecompounds sourced from Picrorhiza kurroa.

Application

PicrosideII has been used as a reference standard to analyze and validate picroside-II from Picrorhiza kurroa using high-performance liquid chromatography (HPLC).

Biochem/physiol Actions

Picroside II displaysmany anti-cancer properties such as anti-metastatic, anti-angiogenic, and anti-apoptotic activities in both in vitro and in vivo studies.It also exerts antioxidant, anti-inflammatory, and antidiarrheal effectsagainst acute oxidative injuries such as severe acute pancreatitis-inducedintestinal barrier injury. PII has protective effects onischemia/reperfusion (I/R)-induced injury by interacting with differentmechanisms in various in vitro and in vivo models.
Phytochemical found in Traditional Chinese Medicine herbal preparations. Picroside II, a glucoside, is reported to have hepatoprotective, cardioprotective, and neuroprotective properties.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Chenghua Lou et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 120, 109494-109494 (2019-10-14)
Cancer is one of the leading causes of death worldwide. The development of novel anti-cancer agents from natural products is a promising approach to reduce cancer mortality. In this study, we investigated the anti-metastatic and anti-angiogenic activities of picroside II
Development and Validation of HPLC Method for Analysis of Picroside-I and Picroside-II in Picrorhiza kurroa
Sharma S, et al.,
International Research Journal of Pure and Applied Chemistry, 17, 1-10 (2019)
Shangying Ma et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 130, 110421-110421 (2020-07-17)
Picrorhiza kurroa, the dried rhizome of Picrorhiza kurroa Royle ex Benth, is a famous Chinese herb that has been traditionally used in China. Picroside II (PII), a glycoside derivative, is the main bioactive constituent of Picrorhiza kurroa. In the past
Xuehua Piao et al.
Oxidative medicine and cellular longevity, 2020, 3589497-3589497 (2020-05-01)
Picroside II exerts anti-inflammatory and antidiarrheal effects for treating the diseases associated with oxidative injury. However, its function on pancreatitis-induced intestinal barrier injury remains unclear. Hypothesis/Purpose. We hypothesized that picroside II will have protective effects against pancreatitis-induced intestinal barrier injury

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