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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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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
Saravana Kumar Jaganathan et al.
Journal of biomedicine & biotechnology, 2009, 830616-830616 (2009-07-29)
Honey has been used since long time both in medical and domestic needs, but only recently the antioxidant property of it came to limelight. The fact that antioxidants have several preventative effects against different diseases, such as cancer, coronary diseases
Cui Shi et al.
Phytochemistry, 71(4), 435-442 (2009-12-22)
Phenolic compounds, named integracin D (1), (7'R, 8'S, 8S)-8-hydroxyisoguaiacin (3), (2R, 3R) pinobanksin-3-caffeoylate (5) and threo-8S-7-methoxysyringylglycerol (6), respectively, were isolated from the Chinese mangrove plant Laguncularia racemosa (L) Gaertn. f. (Combretaceae), together with 23 known phenolic metabolites. Their structures were
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
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