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P0023

Sigma-Aldrich

Punicalagin

≥98% (HPLC), from pomegranate

Empirical Formula (Hill Notation):
C48H28O30
CAS Number:
Molecular Weight:
1084.72
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

biological source

pomegranate

assay

≥98% (HPLC)

form

powder

color

faintly yellow to dark yellow

solubility

methanol: 5 mg/mL, clear

storage temp.

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

InChI key

ZJVUMAFASBFUBG-UYMKNUMKSA-N

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General description

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.

Application

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.

Packaging

1, 10 mg in glass bottle

Biochem/physiol Actions

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.
Potent immune suppressant isolated from pomegranate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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