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Merck

P0023

Sigma-Aldrich

Punicalagin

≥98% (HPLC), from pomegranate

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About This Item

Empirische Formel (Hill-System):
C48H28O30
CAS-Nummer:
Molekulargewicht:
1084.72
MDL-Nummer:
UNSPSC-Code:
12352205
PubChem Substanz-ID:
NACRES:
NA.25

Biologische Quelle

pomegranate

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Farbe

faintly yellow to dark yellow

Löslichkeit

methanol: 5 mg/mL, clear

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

2-8°C

SMILES String

OC1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c4c(O)c(O)c5OC(=O)c6c(c(O)c(O)c7OC(=O)c4c5-c67)-c8c(O)c(O)c(O)cc8C(=O)O[C@H]2[C@@H]9OC(=O)c%10cc(O)c(O)c(O)c%10-c%11c(O)c(O)c(O)cc%11C(=O)O[C@@H]19

InChI

1S/C48H28O30/c49-10-1-6-17(31(59)27(10)55)19-23-21-22-24(47(70)76-38(21)35(63)33(19)61)20(34(62)36(64)39(22)75-46(23)69)18-9(4-13(52)28(56)32(18)60)43(66)74-37-14(5-72-42(6)65)73-48(71)41-40(37)77-44(67)7-2-11(50)25(53)29(57)15(7)16-8(45(68)78-41)3-12(51)26(54)30(16)58/h1-4,14,37,40-41,48-64,71H,5H2/t14-,37-,40+,41-,48?/m1/s1

InChIKey

ZJVUMAFASBFUBG-UYMKNUMKSA-N

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Allgemeine Beschreibung

Punicalagin is one of the main ellagitannins (ETs) or hydrolyzable tannins present in pomegranate. The chemical structure of punicalagin consists of gallagic acid and ellagic acid connected through a glucose molecule. It has two (α and β) isomeric forms that can be found in the pomegranate.

Anwendung

Punicalagin has been used in the inhibition assay to check its anti-fungal effects on two C. albicans strains. It has also been used as a polyphenolic compound to probe pyroptosis in macrophages and monocytes.

Biochem./physiol. Wirkung

Punicalagin exhibits an antioxidant effect. Ellagitannins like punicalagin cannot be absorbed directly in humans. First, it converts to ellagic acid, which is further converted to bioavailable urolithin A derivative by human colonic microflora. It elicits an inhibitory effect on nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) signaling pathway which in turn protects against cancer, neuroinflammation, oxidative stress and memory impairment. It has antimicrobial and antibiofilm activities against S. aureus.
Starkes Immunsuppressivum aus Granatäpfeln.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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1 of 4

Gaihua Qin et al.
The Plant journal : for cell and molecular biology, 91(6), 1108-1128 (2017-06-28)
Pomegranate (Punica granatum L.) is a perennial fruit crop grown since ancient times that has been planted worldwide and is known for its functional metabolites, particularly punicalagins. We have sequenced and assembled the pomegranate genome with 328 Mb anchored into nine pseudo-chromosomes and annotated 29 229
Yunfeng Xu et al.
Foodborne pathogens and disease, 14(5), 282-287 (2017-01-28)
Punicalagin, one of the main active compounds in pomegranate peel, has been reported to possess many properties, including antioxidant, antimicrobial, antiviral, and immunosuppressive activities. The aim of this study was to investigate the antibacterial effect of punicalagin against Staphylococcus aureus
EFFECTIVE COMPOUNDS OF POMEGRANATE AND THEIR EFFECT ON ANIMAL CELLS
Packova D, et al.,
Journal of Microbiology, Biotechnology and Food Sciences, 2019, 142-144 (2019)
Rafaela Alves da Silva et al.
Oral diseases, 26(8), 1810-1819 (2020-06-26)
Oral candidiasis is the most common opportunistic fungal infection of oral mucosa and results from an overgrowth of Candida, especially Candida albicans. The potential anti-C. albicans and cytotoxicity of punicalagin (PCG), isolated from Punica granatum, alone or with nystatin (NYS) were evaluated. Activity of compounds alone
Antioxidant activity of pomegranate juice and punicalagin
Aloqbi A, et al.,
Nature and Science, 8(06), 235-235 (2016)

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