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G0174

Sigma-Aldrich

Picroside II

Synonyme(s) :

(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

Formule empirique (notation de Hill):
C23H28O13
Numéro CAS:
39012-20-9
Poids moléculaire :
512.46
Numéro CE :
254-247-6
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.25

Pureté

≥98% (HPLC)

Solubilité

ethanol: 1 mg/mL, clear, colorless

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

AKNILCMFRRDTEY-UHFFFAOYSA-N

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Description générale

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).

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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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