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68530

Sigma-Aldrich

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
Beilstein:
91238
MDL number:
MFCD07784478
UNSPSC Code:
12352200
PubChem Substance ID:
329760961
NACRES:
NA.25

Quality Level

100

Assay

≥95% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

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

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

InChI key

SUYJZKRQHBQNCA-LSDHHAIUSA-N

Related Categories

General description

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

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Efrain Alday et al.
Chemico-biological interactions, 242, 35-44 (2015-09-15)
Propolis is a resinous substance produced by honeybees (Apis mellifera) from the selective collection of exudates and bud secretions from several plants. In previous works, we reported the antiproliferative activity of Sonoran propolis (SP) on cancer cells; in addition we
Ticiano Gomes do Nascimento et al.
Nanoscale research letters, 11(1), 301-301 (2016-06-19)
The ever-increasing demand for natural products and biotechnology derived from bees and ultra-modernization of various analytical devices has facilitated the rational and planned development of biotechnology products with a focus on human health to treat chronic and neglected diseases. The
Phenolics and abscisic acid identified in acacia honey comparing different SPE cartridges coupled with HPLC-PDA
Sun C, et al.,
J. Food Compos. Anal., 53, 91-101 (2016)
María Gómez-Romero et al.
Journal of separation science, 30(4), 595-603 (2007-04-21)
Propolis is a resinous hive product rich in antioxidant compounds. Capillary electrophoresis coupled to mass spectrometric detection can provide selective information about the analytes present in complex extracts of propolis and has turned out to be an attractive alternative to
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
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