HISPIDIN

ChemicalBook > CAS DataBase List > HISPIDIN

Product Name: HISPIDIN
CAS No.: 555-55-5
Chemical Name: HISPIDIN
Synonyms: Hispidine;Hispidin - CAS 555-55-5 - Calbiochem;6-(3,4-Dihydroxystyryl)-4-hydroxy-2-pyrone;6-(3,4-Dihydroxystyryl)-4-hydroxy-2H-pyran-2-one;(E)-6-(3,4-Dihydroxystyryl)-4-hydroxy-2H-pyran-2-one;4-hydroxy-6-(3,4-dihydroxystyryl)-2-pyrone (hispidine);2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-6-hydroxy-4-pyranone;6-[(E)-2-(3,4-Dihydroxyphenyl)vinyl]-4-hydroxy-2H-pyran-2-one;(E)-6-[2-(3,4-Dihydroxyphenyl)ethenyl]-4-hydroxy-2H-pyran-2-one;6-[(1E)-2-(3,4-Dihydroxyphenyl)ethenyl]-4-hydroxy-2H-pyran-2-one
CBNumber: CB3500046
Molecular Formula: C13H10O5
Formula Weight: 246.22
MOL File: 555-55-5.mol

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HISPIDIN Property

Melting point:: 312-315℃
Boiling point:: 500.5±50.0 °C(Predicted)
Density: 1.657
storage temp.: -20°C
solubility: DMSO: >10 mg/mL
form: solid
pka: 4.90±0.30(Predicted)
color: yellow to brown
λmax: 369nm(MeOH)(lit.)

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Safety

WGK Germany: 3
HS Code: 2932.20.3000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: H5257
Product name: Hispidin
Purity: solid, ≥98% (HPLC)
Packaging: 5mg
Price: $416
Updated: 2024/03/01

Sigma-Aldrich

Product number: 377980
Product name: Hispidin
Packaging: 2mg
Price: $419
Updated: 2023/01/07

TCI Chemical

Product number: H1661
Product name: Hispidin
Purity: >98.0%(HPLC)
Packaging: 10mg
Price: $348
Updated: 2024/03/01

TCI Chemical

Product number: H1661
Product name: Hispidin
Purity: >98.0%(HPLC)
Packaging: 50mg
Price: $1042
Updated: 2024/03/01

Cayman Chemical

Product number: 10012605
Product name: Hispidin
Purity: ≥95%
Packaging: 1mg
Price: $93
Updated: 2024/03/01

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HISPIDIN Chemical Properties,Usage,Production

Description

Hispidin is a polyphenol originally isolated from P. hispidus that has diverse biological activities, including antioxidant, anti-inflammatory, and cytoprotective properties. In a trolox equivalent antioxidant capacity (TEAC) assay, hispidin scavenges radicals at 14.47 equivalents of trolox . It inhibits transcriptional activity of NF-κB, decreases inducible nitric oxide synthase (iNOS) expression, and decreases the generation of reactive oxygen species (ROS) in LPS-induced macrophage RAW 264.7 cells. Hispidin inhibits apoptosis and increases insulin secretion in hydrogen peroxide-treated RINm5F pancreatic β-cells. It inhibits protein kinase C β (PKCβ; IC₅₀ = 2 μM) with no activity against alkaline phosphatase. Hispidin also inhibits β-secretase (BACE1; IC₅₀ = 4.9 μM) and prolyl endopeptidase (PE; IC₅₀ = 16 μM) but not other serine proteases when used at a concentration of 40 μM (0.6, 0, 8.2, and 3.1% inhibition of chymotrypsin, trypsin, elastase, and tumor necrosis factor-α converting enzyme (TACE), respectively).

Uses

Hispidin is a naturally occuring precursor to fungal luciferin responsible for luminosity in mushrooms.

Definition

ChEBI: Fungal metabolite first found in basidiomycete Inonotus hispidus (formerly Polyporus hispidus).

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.

in vitro

in previous study hispidin was found to reduce cell viability in both mouse and human colon cancer cells, and the apoptotic cell morphological changes were also observed. these results showed accumulation of the sub-g1 cell population and increase in early apoptosis dose-dependently. moreover, hispidin could induce apoptosis via up-regulation of both intrinsic and extrinsic apoptotic pathways. although the molecular mechanism underlying hispidin-induced apoptosis was known to involve the generation of ros, however hispidin was not able to display any apoptosis in the pre-treatment with n-acetyl-l-cysteine, a ros scavenger [1].

in vivo

previous animal study found that the treatment with pkc-activating agent phorbol-12-myristate-13-acetate could attenuate exendin-4-induced relaxations and reduced glp-1r expression in wistar-kyoto rat arteries, which were reversed by hispidin [2].

IC 50

2 μm

References

[1] lim jh, lee ym, park sr, kim dh, lim bo. anticancer activity of hispidin via reactive oxygen species-mediated apoptosis in colon cancer cells. anticancer res. 2014 aug;34(8):4087-93.
[2] liu l, liu j, gao y, ng cf, yu x, dou d, huang y. protein kinase cβ mediates downregulated expression of glucagon-like peptide-1 receptor in hypertensive rat renal arteries. j hypertens. 2015 apr;33(4):784-90; discussion 790.

HISPIDIN Preparation Products And Raw materials

Raw materials

Preparation Products

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555-55-5, HISPIDINRelated Search:

Ethylamine (-)-Varitriol

Hispidin - CAS 555-55-5 - Calbiochem

6-[(E)-2-(3,4-Dihydroxyphenyl)vinyl]-4-hydroxy-2H-pyran-2-one

4-hydroxy-6-(3,4-dihydroxystyryl)-2-pyrone (hispidine)

(E)-6-[2-(3,4-Dihydroxyphenyl)ethenyl]-4-hydroxy-2H-pyran-2-one

6-(3,4-Dihydroxystyryl)-4-hydroxy-2H-pyran-2-one

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

6-[(1E)-2-(3,4-Dihydroxyphenyl)ethenyl]-4-hydroxy-2H-pyran-2-one

Hispidine

2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-6-hydroxy-4-pyranone

2H-Pyran-2-one, 6-[(1E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-

(E)-6-(3,4-Dihydroxystyryl)-4-hydroxy-2H-pyran-2-one

Endogenous Metabolite,inhibit,anti-dementia,anti-diabetic,fungal,properties,PKC,Hispidin,Protein kinase C,Inhibitor,anti-oxidant,anti-cancer,metabolite

555-55-5