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H5257

Sigma-Aldrich

Hispidin

solid, ≥98% (HPLC)

Synonym(s):

6-(3,4-dihydroxystyrl)-4-hydroxy-2-pyrone

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About This Item

Empirical Formula (Hill Notation):
C13H10O5
CAS Number:
555-55-5
Molecular Weight:
246.22
MDL number:
MFCD01866972
UNSPSC Code:
12352200
PubChem Substance ID:
24278468
NACRES:
NA.77

biological source

synthetic (organic)

Assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

yellow to brown

mp

237.5-238.5  °C

solubility

DMSO: >10 mg/mL

storage temp.

−20°C

SMILES string

OC1=CC(/C=C/C(O2)=CC(O)=CC2=O)=CC=C1O

InChI

1S/C13H10O5/c14-9-6-10(18-13(17)7-9)3-1-8-2-4-11(15)12(16)5-8/h1-7,14-16H/b3-1+

InChI key

SGJNQVTUYXCBKH-HNQUOIGGSA-N

Gene Information

human ... PRKACB(5567) , PRKAR2B(5577) , PRKCB(5579)

General description

Hispidin is a phenolic compound, that is obtained from a medicinal mushroom, Phellinus linteus.

Biochem/physiol Actions

Hispidin exhibits robust antioxidant, anticancer and antidiabetic properties. It has the ability to guard against peroxynitrite-mediated cytotoxicity, DNA damage and the development of hydroxyl radicals.
Potent inhibitor of protein kinase Cβ, cytotoxic for cancer cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Sirosh M Bokhari et al.
The Journal of investigative dermatology, 126(2), 460-467 (2005-12-24)
Activation of protein kinase C (PKC) induces phenotypic changes in the morphology of microvascular endothelial cells that affect major functions of the microvasculature. These functions include the first stages of sprouting in angiogenesis, cell migration following wounding, and vascular permeability.
Prabodh Risal et al.
Journal of natural products, 75(10), 1683-1689 (2012-10-03)
In this study the protective effects of davallialactone (1), isolated from Inonotus xeranticus, have been examined against carbon tetrachloride (CCl₄-induced acute liver injury. Mice received subcutaneous injection of 1 (2.5, 5, and 10 mg/kg) for three days before CCl₄ injection
Alvaro Macias et al.
International journal of molecular sciences, 22(3) (2021-02-13)
KV1.5 channel function is modified by different regulatory subunits. KVβ1.3 subunits assemble with KV1.5 channels and induce a fast and incomplete inactivation. Inhibition of PKC abolishes the KVβ1.3-induced fast inactivation, decreases the amplitude of the current KV1.5-KVβ1.3 and modifies their
C Gonindard et al.
Cell biology and toxicology, 13(3), 141-153 (1997-03-01)
The trypanocidal activity of naturally occurring 6-(3,4-dihydroxystyryl)-4-hydroxy-2-pyrone (hispidin) prompted us to examine its cytotoxic activity toward normal and cancerous cells in culture. Hispidin synthesized in our laboratory to a high degree of purity (checked by 1H and 13C NMR spectroscopy)
Guan-Jhong Huang et al.
Journal of agricultural and food chemistry, 59(10), 5702-5706 (2011-04-02)
The inhibitory activity from the isolated component of the fruiting body Phellinus merrillii (PM) was evaluated against α-glucosidase and lens aldose reductase from Sprague-Dawley male rats and compared to the quercetin as an aldose reductase inhibitor and acarbose as an
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