G0174

Picroside II

• Synonym(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
• Empirical Formula (Hill Notation): C₂₃H₂₈O₁₃
• CAS Number: 39012-20-9
• Molecular Weight: 512.46
• EC Number: 254-247-6
• UNSPSC Code: 12352200
• NACRES: NA.25

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable