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68530

Sigma-Aldrich

Pinobanksin

≥95% (HPLC)

Synonyme(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

Formule empirique (notation de Hill) :
C15H12O5
Numéro CAS:
548-82-3
Poids moléculaire :
272.25
Beilstein:
91238
Numéro MDL:
MFCD07784478
Code UNSPSC :
12352200
ID de substance PubChem :
329760961
Nomenclature NACRES :
NA.25

Niveau de qualité

100

Essai

≥95% (HPLC)

Forme

powder

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Chaîne SMILES 

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

Clé InChI

SUYJZKRQHBQNCA-LSDHHAIUSA-N

Catégories apparentées

Description générale

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).

Actions biochimiques/physiologiques

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
BCCF2387
BCCD0519
BCCB3891
BCBX4104
BCBT6661

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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
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)
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
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