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Merck
CN

68530

Pinobanksin

≥95% (HPLC)

Synonym(s):

(2R,3R)-3,5,7-Trihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one, (2R,3R)-3,5,7-Trihydroxy-2-phenyl-chroman-4-one, (2R,3R)-3,5,7-Trihydroxyflavanone

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About This Item

Empirical Formula (Hill Notation):
C15H12O5
CAS Number:
548-82-3
Molecular Weight:
272.25
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
329760961
MDL number:
MFCD07784478
Beilstein/REAXYS Number:
91238

Key Documents

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Product Name

Pinobanksin, ≥95% (HPLC)

InChI

1S/C15H12O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,14-17,19H/t14-,15+/m0/s1

SMILES string

O[C@@H]1[C@H](Oc2cc(O)cc(O)c2C1=O)c3ccccc3

InChI key

SUYJZKRQHBQNCA-LSDHHAIUSA-N

assay

≥95% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

100

Related Categories

Application

Pinobanksin has been used as a reference standard to identify and measure its presence in eleven different acacia honey samples using high-performance liquid chromatography with photo-diode array detection (HPLC-PDA).

Biochem/physiol Actions

Pinobanksin is a potent antioxidant. It displays several anti-cancer properties as an apoptosis inducer, anti-proliferative and antiangiogenic agent in B-cell lymphoma (M12.C3.F6) cells and human umbilical vein endothelial cells, respectively. Pinobanksin also exerts antimicrobial and antifungal properties.

General description

Pinobanksin is a flavonoid that is widely available in honey and different propolis.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK2641
BCCH7666
BCCF2387
BCCD0519
BCCB3891

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Potential antimicrobial activity of honey phenolic compounds against Gram positive and Gram negative bacteria
Leyva-Jimenez F J, et al.,
Lebensm. Wiss. Technol., 101, 236-245 (2019)
Antiangiogenic effect of pinobanksin on human umbilical vein endothelial cells
Bang, Ho-Jeong and Ahn, Mok-Ryeon
Journal of functional foods, 79, 104408-104408 (2021)
Yan-Zhen Zheng et al.
Food chemistry, 240, 323-329 (2017-09-28)
The effects of the ester group and solvent on the structure and antioxidant activity of pinobanksin were carried out using DFT calculation. First, the properties of the intramolecular hydrogen-bonds in the investigated compounds were studied. Second, the antioxidant capacities of
Xiaolan Xu et al.
Molecules (Basel, Switzerland), 24(19) (2019-10-09)
The chemical compositions of ethanol extracts of propolis from China (EEP-C) and the United States (EEP-A) and their antifungal activity against Penicillium notatum were determined. The result showed that a total of 49 compounds were detected by UPLC-Q-TOF-MS, 30 of
L Krizková et al.
Mutation research, 416(1-2), 85-92 (1998-09-03)
The antimutagenicity of 14 naturally occurring flavonoids (20 mumol/l) on ofloxacin (43 mumol/l and 86 mumol/l)-induced bleaching (mutagenicity) was studied in Euglena gracilis. The flavonoids chrysin, techtochrysin, chrysin-5-methylether galangin, galangin-5-methylether, pinocembrin and pinobanksin possess considerable antimutagenic properties against ofloxacin-induced bleaching
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