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Key Documents

40796

Sigma-Aldrich

Peonidin 3-O-glucoside chloride

≥95% (HPLC)

Synonyme(s) :

3-(Glucosyloxy)-4′,5,7-trihydroxy-3′-methoxyflavylium chloride, Glucopeonidin chloride

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About This Item

Formule empirique (notation de Hill):
C22H23ClO11
Numéro CAS:
Poids moléculaire :
498.86
Numéro MDL:
Code UNSPSC :
12352201
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Source biologique

synthetic

Niveau de qualité

Pureté

≥95% (HPLC)

Forme

powder

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

−20°C

Chaîne SMILES 

[Cl-].COc1cc(ccc1O)-c2[o+]c3cc(O)cc(O)c3cc2O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O

InChI

1S/C22H22O11.ClH/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22;/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26);1H/t17-,18-,19+,20-,22-;/m1./s1

Clé InChI

VDTNZDSOEFSAIZ-VXZFYHBOSA-N

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Description générale

Peonidin 3-O-glucoside is an anthocyanin, which is present in fruits and vegetables as natural colorants. It can also be found in red wine and black rice.

Application

Peonidin 3-O-glucoside chloride (P3G) has been used as a phytochemical and inflammasome modulator to test its inhibitory effects on Melanoma 2 (AIM2) inflammasome.

Actions biochimiques/physiologiques

Peonidin 3-O-glucoside chloride (PNG) exerts antioxidant and anti-inflammatory activities and together with lutein showed additive effects on Caco-2 cells. It has free radical scavenging capacities. Peonidin 3-O-glucoside is investigated for inhibition of tumor cell growth and reduction of metastasis of lung cancer cells. It shows inhibitory activity against aldose reductase.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Les clients ont également consulté

Chun Hu et al.
Journal of agricultural and food chemistry, 51(18), 5271-5277 (2003-08-21)
Anthocyanins, present in fruits and vegetables as natural colorants, have been well characterized to possess bioactive properties. Anthocyanin components extracted from black rice (Oryza sativa L. indica) separated by gel filtration and identified using LC-MS were cyanidin 3-glucoside and peonidin
Identification of phenolic compounds isolated from pigmented rices and their aldose reductase inhibitory activities.
Yawadio, R., et al.
Food Chemistry, 101, 1616-1625 (2006)
N Landrault et al.
Journal of agricultural and food chemistry, 49(7), 3341-3348 (2001-07-17)
Phenolics from grapes and wines can play a role against oxidation and development of atherosclerosis. Levels of phenolics, major catechins [(+)-catechin, (-)-epicatechin, procyanidin dimers B1, B2, B3, and B4], phenolic acids (gallic acid and caffeic acid), caftaric acid, malvidin-3-glucoside, peonidin-3-glucoside
Pei-Ni Chen et al.
Nutrition and cancer, 53(2), 232-243 (2006-04-01)
Dietary polyphenols, including anthocyanins, are suggested to be involved in the protective effects of fruits and vegetables against cancer. However, anticancer effects of peonidin 3-glucoside have not been clearly demonstrated, with only limited studies being available concerning the inhibitory effect
Accumulation of peonidin 3-glucoside enhanced by osmotic stress in grape (Vitis vinifera L.) cell suspension.
Do, C.B. and Cormier, F.
Plant Cell, Tissue and Organ Culture, 24, 49-54 (1991)

Protocoles

-glucoside chloride; Malvidin 3-glucoside; Delphinidin 3-(6-acetylglucoside); Cyanidin 3-(6-acetylglucoside); Petunidin 3-(6-acetylglucoside); Peonidin 3-(6-acetylglucoside); Malvidin 3-(6-acetylglucoside); Malvidin 3-(6-caffeoylglucoside); Petunidin 3-(6-cumarylglucoside); Peonidin 3-(6-cumarylglucoside); Malvidin 3-(6-cumarylglucoside)

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