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Documenti fondamentali

40796

Sigma-Aldrich

Peonidin 3-O-glucoside chloride

≥95% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C22H23ClO11
Numero CAS:
Peso molecolare:
498.86
Numero MDL:
Codice UNSPSC:
12352201
ID PubChem:
NACRES:
NA.25

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Origine biologica

synthetic

Saggio

≥95% (HPLC)

Stato

powder

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

−20°C

Stringa SMILE

[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
VDTNZDSOEFSAIZ-VXZFYHBOSA-N

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Descrizione generale

Peonidin 3-O-glucoside is an anthocyanin[1], which is present in fruits and vegetables as natural colorants. It can also be found in red wine and black rice[2].

Applicazioni

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.[3]

Azioni biochim/fisiol

Peonidin 3-O-glucoside chloride (PNG) exerts antioxidant and anti-inflammatory activities and together with lutein showed additive effects on Caco-2 cells.[4] It has free radical scavenging capacities[2]. Peonidin 3-O-glucoside is investigated for inhibition of tumor cell growth[5] and reduction of metastasis of lung cancer cells[6]. It shows inhibitory activity against aldose reductase[7].

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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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
Mao-Lin Ho et al.
Nutrition and cancer, 62(4), 505-516 (2010-05-01)
Anthocyanins, present in various vegetables and fruits as a nature colorant, have broad activities including anticarcinogenesis and antimutagenesis, which are generally attributed to their antioxidant activities. However, limited studies have been available concerning the inhibitory effect of peonidin 3-glucoside (P3G)
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)
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)

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