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Hispidulin

Hispidulin structure

Hispidulin 

structure
  • CAS No:

    1447-88-7

  • Formula:

    C16H12O6

  • Chemical Name:

    Hispidulin

  • Synonyms:

    4H-1-Benzopyran-4-one,5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-;Flavone,4′,5,7-trihydroxy-6-methoxy-;5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one;Dinatin;Hispidulin;4′,5,7-Trihydroxy-6-methoxyflavone;5,7,4′-Trihydroxy-6-methoxyflavone;6-Methoxyapigenin;Salvitin;6-Methoxy-5,7,4′-trihydroxyflavone;Scutellarein 6-methyl ether;Hispedulin;NSC 122415;6-Methylscutellarein;Hispiludin;6-O-Methylscutellarein

  • Categories:

    Natural Products  >  Flavonoids

Description

ChEBI: A monomethoxyflavone that is scutellarein methylated at position 6.


Hispidulin is a monomethoxyflavone that is scutellarein methylated at position 6. It has a role as an apoptosis inducer, an anti-inflammatory agent, an antioxidant, an anticonvulsant, an antineoplastic agent and a plant metabolite. It is a trihydroxyflavone and a monomethoxyflavone. It derives from a scutellarein.|Hispidulin (4',5,7-trihydroxy-6-methoxyflavone) is a potent benzodiazepine (BZD) receptor ligand with positive allosteric properties.

Hispidulin Basic Attributes

300.26

300.26

N7F61604C2

122415

DTXSID30162786

2914509090

Characteristics

96.2

1.60

white to beige

1.512±0.06 g/cm3(Predicted)

291-292 °C

601.5±55.0 °C(Predicted)

230.1±25.0 °C

1.697

DMSO: soluble20mg/mL, clear

Desiccate at -20°C

4.61E-15mmHg at 25°C

Safety Information

NONH for all modes of transport

3

22

DJ2996000

Xn

P264, P270, P301+P312, P330, P501

H302

Drug Information

4',5,7-trihydroxy-6-methoxy-flavone

Hispidulin Use and Manufacturing

Uses

Partial positive allosteric modulator at the benzodiazepine receptor (IC 50 = 1.3 μ M for inhibition of flumazenil binding); natural sage flavone. Stimulates GABA-induced chloride currents in Xenopus oocytes expressing α 1 α 2-, α 3-, α 5- or α 6- β 2 γ 2S GABA A receptors. Brain penetrant; oral administration reduces seizures in a gerbil model of epilepsy. Also has antifungal, antiproliferative, antioxidant and antithrombotic properti

Polyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]

Computed Properties

Molecular Weight:300.26
XLogP3:1.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:300.06338810
Monoisotopic Mass:300.06338810
Topological Polar Surface Area:96.2
Heavy Atom Count:22
Complexity:454
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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