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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.
Biological & pharmaceutical bulletin, 23(7), 890-892 (2000-08-05)
A crude methanol extract of Picrorhizae Rhizoma, the dried underground parts of Picrorhiza scrophulariiflora PENNELL, has been shown to potentiate the nerve growth factor (NGF)-induced neurite outgrowth from PC12D cells. The methanol extract was partitioned between ethyl acetate and water.
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
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
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

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