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Key Documents

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:
Molecular Weight:
492.47
EC Number:
UNSPSC Code:
12352205
NACRES:
NA.25

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

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


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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M L Brown
AANA journal, 60(1), 33-40 (1992-02-01)
A prospective study was undertaken in an effort to determine the usefulness of the end-tidal carbon dioxide monitor in detecting anesthesia-related critical incidents. The critical incident technique was employed in the evaluation of 2,334 anesthetics. Anesthesia providers completed a critical
P Li et al.
European journal of pharmacology, 406(2), 203-208 (2000-10-06)
Natural iridoid, 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)) or II (beta-D-glucopyranoside, 1a,1b,2,5a,6, 6a-hexahydro-6-[(4-hydroxy-3-methoxybenzoyl)oxy]-1a-(hydroxymethyl )ox ireno[4,5]cyclopenta[1,2-c]pyran-2-yl) alone did not exhibit neuritogenic activity, but caused a concentration-dependent (>0.1 microM) enhancement of nerve growth factor (NGF, 2 ng/ml)-induced neurite outgrowth from PC12D
Deepika Soni et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 109, 1680-1687 (2018-12-16)
The steady rise in life expectancy, modern life style and changing environmental conditions are responsible for increasing incidence of cancer. A number of chemical drugs have been used for cancer treatment; however the induction of genotoxic, carcinogenic and teratogenic effects
Parul Gahlan et al.
BMC genomics, 13, 126-126 (2012-04-03)
Picrorhiza kurrooa Royle ex Benth. is an endangered plant species of medicinal importance. The medicinal property is attributed to monoterpenoids picroside I and II, which are modulated by temperature. The transcriptome information of this species is limited with the availability
Pamita Bhandari et al.
Journal of chromatography. A, 1194(2), 257-261 (2008-05-21)
Sugars play a critical role in regulating overall cellular metabolism in high altitude growing plants. These plants are shown to have high levels of sugars to enhance their tolerance to abiotic stresses such as drought and freezing temperature. In the

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