ChemicalBook CAS DataBase List 39012-20-9

39012-20-9

Name	Picroside II
CAS	39012-20-9
EINECS(EC#)	254-247-6
Molecular Formula	C23H28O13
MDL Number	MFCD00017402
Molecular Weight	512.46
MOL File	39012-20-9.mol

Synonyms

AMPHICOSIDE PICROSID II Picroside-2 Picroside a… Berberine II PICROSIDE II PICROSIDE ò AMPHICOSIDE II Vanilloyl catalpol 6'-VANILLOYL CATALPOL Picroside II USP/EP/BP Picroside II, ≥98% (HPLC) Picroside II, 98%, from Picrorhiza scrophulariiflora Pennell. 6-[(4-hydroxy-3-methoxybenzoyl)oxy]-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl,[1aS-(1aα,1bβ,2β,5aβ,6β,6aα)]- [(1aS)-1a,1bα,2,5aα,6,6aβ-Hexahydro-6α-[(4-hydroxy-3-methoxybenzoyl)oxy]-1aβ-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2α-yl]β-D-glucopyranoside (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 β-D-Glucopyranoside, (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 (1aS-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha))-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-beta-D-glucopyranoside beta-d-Glucopyranoside, 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, [1aS-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha)]-

Chemical Properties

Melting point	145 - 155oC
Boiling point	780.8±60.0 °C(Predicted)
density	1.66±0.1 g/cm3(Predicted)
storage temp.	Inert atmosphere,2-8°C
solubility	ethanol: soluble1mg/mL, clear, colorless
form	Solid
pka	8.07±0.20(Predicted)
color	Pale Yellow
InChIKey	AKNILCMFRRDTEY-MRFBWRKESA-N
SMILES	C12(CO)OC1C(C1C=COC(O[C@H]3[C@H](O)[C@H]([C@H](O)[C@@H](CO)O3)O)C21)OC(=O)C1=CC=C(O)C(OC)=C1 \|&1:12,13,15,16,18,r\|

Safety Data

Safety Statements	24/25 less more
WGK Germany	3
HS Code	29389090
Storage Class	13 - Non Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral

Hazard Information

Chemical Properties

Yellow needle-shaped crystals, soluble in methanol, derived from Picrorhizoma Coptidis.

Definition

ChEBI: Picroside ii is a tannin.

Biological Activity

Picroside II displaysmany anti-cancer properties such as anti-metastaticanti-angiogenicand anti-apoptotic activities in both in vitro and in vivo studies.It also exerts antioxidantanti-inflammatoryand 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 IIa glucosideis reported to have hepatoprotectivecardioprotectiveand neuroprotective properties.

in vivo

Picroside II (0-20 mg/kg, i.g., given in two doses) protects liver cells from damage and prevents apoptosis^[1].
Picroside II (20 mg/kg, intravenous injection, given in four doses) inhibits the activation of NLRP3 inflammasome and NF-κB pathway in mice, reducing the inflammatory response in sepsis and enhancing immune function^[3].
Picroside II (20 mg/kg, intraperitoneal injection, a single dose) protects the blood-brain barrier by inhibiting oxidative signaling pathways in a rat model of ischemia-reperfusion injury^[4].
Picroside II (5-20 mg/kg, i.g., once a day for seven days) has anti-lipid peroxidation effects and protects against mitochondrial damage in mice with liver injury^[5].

Animal Model:	DGalN and LPS(HY-D1056)-induced acute liver injury in mice^[1]
Dosage:	0, 5, 10, 20 mg/kg; administered 10 min before and 4 h after D-GalN and LPS administration
Administration:	i.g.
Result:	Reduced the levels of alanine aminotransferase and aspartate aminotransferase in the serum, decreased MDA content, had a dose-dependent effect on hepatocyte apoptosis, and upregulated the expression of the bcl-2 gene.

Animal Model:	Sepsis mouse model^[3]
Dosage:	20 mg/kg; four times injected (2 h, 14 h, 26 h and 38 h after CLP)
Administration:	Intravenous injection (i.v.)
Result:	Improved survival, reduced sepsis-related infiltration and attenuated lung injury, enhanced bacterial clearance, reduced IL-6, IL-1β, and TNF-α levels, inhibited splenic lymphocyte apoptosis, reduced p-NF-κB (p65) expression, and reduced IL-1β and caspase-1 levels.

Animal Model:	Rats with cerebral ischemia-reperfusion injury^[4]
Dosage:	20 mg/kg; single dose
Administration:	Intraperitoneal injection (i.p.)
Result:	Reduced the nervous system score, neuronal injury, BBB damage, ROS content and NADPH oxidase activity, down-regulated the protein levels of Rac-1, Nox2, ROCK, MLCK and MMP-2, and up-regulated the expression of claudin-5.

Animal Model:	Mouse model of liver injury induced by CCl4, D-GalN and AP^[5]
Dosage:	5, 10, 20mg/kg; daily; 7 days
Administration:	i.g.
Result:	Reduced the high levels of ALT and AST in serum caused by CCl4, D-GalN and AP, significantly alleviated liver cell damage, reduced MDA, and increased SOD and GSH-Px content in a dose-dependent manner, inhibited AP-induced liver toxicity in mice, enhanced ATPase activity, and improved mitochondrial swelling.

Questions And Answer

Spectrum Detail

Supplier

Shanghai Moqi Biological Technology Co., LTD

Telephone 13341702378

Websitehttp://www.winherb.cn

Chembest Research Laboratories Limited

Telephone021-20908456

Websitehttp://www.BioChemBest.com

Adamas Reagent, Ltd.

Telephone400-6009262 15618770481

Websitehttp://www.tansoole.com

China DongFan Chemical Co.,LTD

Telephone86-0571-85151182

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList14819/0_EN.htm

Sichuan Kulinan Technology Co., Ltd

Telephone400-1166-196 18981987031

Websitehttp://www.hx-r.com/

China Langchem Inc.

Telephone0086-21-58956006

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList19141/0_EN.htm

Aktin Chemicals, Inc.

Telephone86-28-85159085

Websitehttp://www.aktinchem.com

Shenzhen Sungening Bio-Tech Co., Ltd

Telephone+86-0755-89668383

Websitehttp://www.sungening.com/en

BioBioPha Co., Ltd.

Telephone0871-65217109

Websitehttp://www.biobiopha.com

ShangHai YuanYe Biotechnology Co., Ltd.

Telephone 15026964105

Websitehttp://www.shyuanye.com

Chengdu Ai Keda Chemical Technology Co., Ltd.

Telephone4008-755-333 18080918076

Websitehttp://www.aikeshiji.com

Chengdu Biopurify Phytochemicals Ltd.

Telephone+86-028-82633397 18982077548

Websitehttp://www.biopurify.cn

Chengdu Climax Biotech Co., Ltd.

Telephone028-83311324 1278112614

Websitehttp://www.climax-biotech.com

Shanghai Winherb Medical Technology Co., Ltd.

Telephone17301719108 13341702378

Websitehttp://www.winherb.cn

Beijing HuaMeiHuLiBiological Chemical

Telephone010-56205725

Websitehttp://www.huabeibiochem.com/

Shanghai Aladdin Bio-Chem Technology Co.,LTD

Telephone400-6206333 13167063860

Websitehttp://www.aladdin-e.com/

Shanghai Ruji Biology Technology Co., Ltd.

Telephone+86-21-65211385-8001 36031160

Websitehttp://www.chinaruji.com/

Shanghai Tauto Biotech Co., Ltd.

Telephone021-51320588

Websitehttp://www.tautobiotech.com/

1of4

Related Products

Send Inquriy

39012-20-9

Chemical Properties

Safety Data

Hazard Information

Chemical Properties

Definition

Biological Activity

in vivo

Questions And Answer

Uses

Spectrum Detail

Supplier

Related Products