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PICROSIDE I

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PICROSIDE I Basic information

Product Name:
PICROSIDE I
Synonyms:
  • PICROSIDE I
  • beta-d-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl, 6-(3-phenyl-2-propenoate), [1aS-[1aalpha,1bbeta,2beta(E),5abeta,6beta,6aalpha]]-
  • Picroside-Ⅰ
  • 6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl,6-(3-phenyl-2-propenoate), [1aS-[1aα,1bβ,2β(E),5aβ,6β,6aα]]-
  • β-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-
  • [1aS-[1aalpha,1bbeta,2beta(E),5abeta,6beta,6aalpha]]-1a,1b,2,5a,6,6a-Hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl 6-(3-phenyl-2-propenoate) beta-D-glucopyranoside
  • β-d-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl, 6-(3-phenyl-2-propenoate), [1aS-[1aα,1bβ,2β(E),5aβ,6β,6aα]]-
  • PICOLINIC ACID(P)
CAS:
27409-30-9
MF:
C24H28O11
MW:
492.47
EINECS:
248-445-1
Product Categories:
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
27409-30-9.mol
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PICROSIDE I Chemical Properties

Boiling point:
778.6±60.0 °C(Predicted)
Density 
1.56±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
ethanol: soluble1mg/mL, clear, colorless
form 
powder
pka
12.70±0.70(Predicted)
color 
White
InChIKey
BSYHSWKTXMTFNF-NTLZGZQOSA-N
SMILES
[C@]12(CO)O[C@H]1[C@H]([C@]1([H])C=CO[C@@H](O[C@H]3[C@H](O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@]21[H])OC(=O)/C=C/C1=CC=CC=C1 |&1:0,4,5,6,11,13,14,16,17,19,24,r|
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29389090
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PICROSIDE I Usage And Synthesis

Description

Picroliv is a hepatoprotective mixture of compounds that is isolated from an herb native to the Himalayas. Picroside I is an iridoid glycoside found in picroliv. By itself, picroside I blocks changes in acid phosphatase activity, phospholipid levels, and lipid peroxide production induced by D-galactosamine in rat liver. Picroside I also enhances neurite outgrowth in PC12D cells induced by basic fibroblast growth factor and 7S nerve growth factor when given at 60 μM. At concentrations as low as 5 μM, picroside I enhances the ATPase activity of the efflux transporter P-glycoprotein.

Chemical Properties

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

Uses

Picroside I acts as an oxygen free radical scavenger and thus promotes anti-inflammatory activity and may be used in the treatment of arthritis.

in vivo

Picroside I (20 mg/kg, o.p, 12 d) reduces AHR in the experimental asthma model and reduces OVA-associated IgE levels[2].

Animal Model:Ovalbumin (OVA) systematic sensitization BALB/c mice model[2]
Dosage:0.2, 2.0 and 20 mg/kg
Administration:Orally, once daily, from day 20 to day 32
Result:Inhibited allergen-triggered inflammatory cell infiltration.

IC 50

STAT6

References

[1] C. GIRISH  Suresh C P. Drug development for liver diseases: focus on picroliv, ellagic acid and curcumin[J]. Fundamental & Clinical Pharmacology, 2008, 22 6: 623-632. DOI: 10.1111/j.1472-8206.2008.00618.x
[2] YOGESH DWIVEDI. Picroliv and its Components Kutkoside and Picroside I Protect Liver Against Galactosamine-Induced Damage in Rats[J]. Basic & Clinical Pharmacology & Toxicology, 1992, 71 5: 383-387. DOI: 10.1111/j.1600-0773.1992.tb00566.x
[3] PING LI . Potentiation of nerve growth factor-action by picrosides I and II, natural iridoids, in PC12D cells[J]. European journal of pharmacology, 2000, 406 2: Pages 203-208. DOI: 10.1016/s0014-2999(00)00662-2
[4] PING LI. Picrosides I and II, selective enhancers of the mitogen-activated protein kinase-dependent signaling pathway in the action of neuritogenic substances on PC12D cells[J]. Life sciences, 2002, 71 15: Pages 1821-1835. DOI: 10.1016/s0024-3205(02)01949-5
[5] I A NAJAR. Modulation of P-glycoprotein ATPase activity by some phytoconstituents.[J]. Phytotherapy Research, 2010: 454-458. DOI: 10.1002/ptr.2951

PICROSIDE ISupplier

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