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G9923

Sigma-Aldrich

Picroside I

≥98% (HPLC)

Synonym(s):

(1aS,1bS,2S,5aR,6S,6aS)-1a,1b,2,5a,6,6a-Hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl-β-D-glucopyranoside 6-[(2E)-3-phenyl-2-propenoate], 6′-Cinnamoylcatalpol

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About This Item

Empirical Formula (Hill Notation):
C24H28O11
CAS Number:
27409-30-9
Molecular Weight:
492.47
EC Number:
248-445-1
UNSPSC Code:
12352205
NACRES:
NA.25

Quality Level

200

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

O[C@@H]1[C@@H](O)[C@H](O)[C@@H](COC(/C=C/C2=CC=CC=C2)=O)O[C@H]1O[C@@H]3OC=C[C@]4([H])[C@@]3([H])[C@](O5)(CO)[C@@H]5[C@H]4O

InChI

1S/C24H28O11/c25-11-24-16-13(17(27)21(24)35-24)8-9-31-22(16)34-23-20(30)19(29)18(28)14(33-23)10-32-15(26)7-6-12-4-2-1-3-5-12/h1-9,13-14,16-23,25,27-30H,10-11H2/b7-6+/t13-,14-,16-,17+,18-,19+,20-,21+,22+,23+,24-/m1/s1

InChI key

XZGPUOQGERGURE-LUVHZPKESA-N

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General description

Picroside I is one of the major phytochemicals found in the roots and rhizomes of Picrorhiza kurroa Royle ex Benth.

Biochem/physiol Actions

Picroside I is a potent anti-cancer, antioxidant, and anti-inflammatory agent. Picroliv is a standardized drug that is a mixture of two iridoid glycoside components picroside I and picroside II (Kutkoside). It displays protection against ischemia-reperfusion injury, respiratory, and inflammatory diseases.
Phytochemical found within a Traditional Chinese Medicine herbal preparation. Picroside I, an iridoid glycoside, is a hepatoprotective agent.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Meenu Katoch et al.
Journal of natural medicines, 65(3-4), 578-582 (2011-02-25)
Picrorhiza kurrooa Royle ex Benth (Scrophulariaceae), commonly known as Kutki, is a major ingredient of many ayurvedic preparations prescribed in the treatment of various diseases. Picrosides I and II are the active agents responsible for the medicinal effects of Kutki
Shashi Shankar Tiwari et al.
Biomedical chromatography : BMC, 26(1), 61-68 (2011-03-18)
Picroside-I and picroside-II are known bioactive metabolites in Picrorhiza species. In the present study a simple, precise method has been established for the simultaneous determination of picrosides (picroside-I and picroside-II) in two different Picrorhiza species, P. kurroa and P. scrophulariiflora.
Ajit A Patil et al.
Phytochemical analysis : PCA, 24(2), 97-104 (2012-07-04)
Picroside I and picroside II have been studied intensively because of their pharmacological actions and clinical applications. Numerous methods have been reported for extracting picroside I and picroside II from Picrorrhiza. kurroa rhizomes. This is the first report of picroside
Ping Li et al.
Life sciences, 71(15), 1821-1835 (2002-08-02)
Picrosides I and II caused a concentration-dependent (> 0.1 microM) enhancement of basic fibroblast growth factor (bFGF, 2 ng/ml)-, staurosporine (10 nM)- and dibutyryl cyclic AMP (dbcAMP, 0.3 mM)-induced neurite outgrowth from PC12D cells. PD98059 (20 microM), a potent mitogen-activated
P S Gaikwad et al.
Phytochemical analysis : PCA, 22(1), 36-41 (2010-09-08)
The two iridoid glycosides kutkoside and picroside-I are the active hepatoprotective principles of Picrorhiza kurroa Royle ex Benth (Scrophulariaceae), commonly known as Kutki. Quantitation of these phytoconstituents is important for the routine quality control of Kutki extract. To develop and
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