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SML0582

Hispidulin

Name: Hispidulin
Brand: SIGMA

≥98% (HPLC), α-glucosidase inhibitor, powder

Synonym(s):

4′,5,7-Trihydroxy-6-methoxyflavone, 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one, 6-Methoxyapigenin, 6-Methylscutellarein, Dinatin, Salvitin, Scutellarein 6-methyl ether

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₂ O₆

CAS Number:

1447-88-7

Molecular Weight:

300.26

NACRES:

NA.77

UNSPSC Code:

12352200

MDL number:

MFCD00143504

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Properties

Product Name

Hispidulin, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

OC1=C(OC)C(O)=C(C(C=C(C2=CC=C(O)C=C2)O3)=O)C3=C1

InChI

1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3

InChI key

IHFBPDAQLQOCBX-UHFFFAOYSA-N

Description

Application

Hispidulin has been used as a calibration standard:

in high-performance liquid chromatography (HPLC) for quantification of Clerodendrum petasites flavonoids
in liquid chromatography/electrospray ionization mass spectrometry (LC/ESI-MS) analysis
in reverse-phase high-performance liquid chromatography with a diode-array detector (HPLC-DAD) and high-performance thin-layer chromatography (HPTLC)

Biochem/physiol Actions

Hispidulin also exhibits antiosteoporotic anti-atheromatous, antispasmodic and anticancer functionality. It exhibits inhibition on α-glucosidase enzymatic activity. Hispidulin inhibits platelet aggregation and is more effective than theophylline. It also acts as a modulator of the γ-aminobutyric acid receptor (GABA) and blocks the release of glutamate synaptosomes associated with cortical neurons.

Hispidulin is a bioactive flavonoid with a variety of effects including antiproliferative, antifungal, anti-inflammatory, antioxidative and antiepileptic activity.

Hispidulin is a bioactive flavonoid with a variety of effects including antiproliferative, antifungal, anti-inflammatory, antioxidative and antiepileptic activity. Like EGCG, hispidulin appears to activate AMPK and inhibit the PI3K/Akt/mTOR pathway. The antiepileptic activity may be due to additional activity as a benzodiazepine (BZD) receptor ligand.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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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

026M4734V

043M4709V

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Articles

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Flavonoids: some of the wisdom of sage?

G A R Johnston et al.

British journal of pharmacology, 142(5), 809-810 (2004-07-03)

Cellular aggregate size as the critical factor for flavonoid production by suspension cultures of Saussurea medusa.

Chun-xiang Fu et al.

Biotechnology letters, 27(2), 91-95 (2005-02-11)

Three previously established cell lines (yellow, red and white) of Saussurea medusa were investigated for jaceosidin and hispidulin production. Maximum yields of the jaceosidin and hispidulin were obtained in the red cell line at 75+/-0.41 and 6.4+/-0.31 mg l-1. Production

Hispidulin potently inhibits human glioblastoma multiforme cells through activation of AMP-activated protein kinase (AMPK).

Ying-Chao Lin et al.

Journal of agricultural and food chemistry, 58(17), 9511-9517 (2010-08-12)

Glioblastoma multiforme (GBM) is the most common and lethal type of primary brain tumor. Despite recent therapeutic advances in other cancers, the treatment of GBM remains ineffective and essentially palliative. The current focus lies in the finding of components that

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Global Trade Item Number

SKU	GTIN
SML0582-25MG	04061837100499
SML0582-5MG	04061837100505