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Details

Stereochemistry ACHIRAL
Molecular Formula C15H10O3
Molecular Weight 238.2381
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 7-HYDROXYFLAVONE

SMILES

OC1=CC2=C(C=C1)C(=O)C=C(O2)C3=CC=CC=C3

InChI

InChIKey=MQGPSCMMNJKMHQ-UHFFFAOYSA-N
InChI=1S/C15H10O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-9,16H

HIDE SMILES / InChI

Description

7-hydroxyflavone belongs to the flavone subgroup of flavonoids. It is a potent inhibitor of 20alpha-hydroxysteroid dehydrogenase (AKR1C1), aromatase (cytochrome P450 19; CYP19), aldo-keto reductases AKR1B10 and AKR1B1. It can inhibit LPS-induced inflammation via attenuating the production of NO, PGE2, TNF-alpha and IL-6, indicating that it may be lead compound for developing anti-inflammatory agent. 7-hydroxyflavone may serve as potential protective agents in the treatment of patients with chronic EV71 infection.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.3 µM [IC50]
12.3 µM [IC50]
8.3 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Preventing
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Rat: 40 mg/kg of bodyweight
Route of Administration: Intragastric
In Vitro Use Guide
Renal proximal tubule (NRK52E) cells were pre-treated with 20 uM 7-Hydroxyflavone overnight prior to treatment with 200 uM nicotine and cell viability was determined 24 hours later. Nicotine significantly decreases cell viability, which was prevented by pretreatment with 7-Hydroxyflavone.