U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H8O2
Molecular Weight 208.2121
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 9,10-PHENANTHRENEDIONE

SMILES

O=C1C(=O)C2=C(C=CC=C2)C3=CC=CC=C13

InChI

InChIKey=YYVYAPXYZVYDHN-UHFFFAOYSA-N
InChI=1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H

HIDE SMILES / InChI

Description

9,10-PHENANTHRENEDIONE (9,10-Phenanthrenequinone) is a quinone and a useful fluorescent compound. It is a TRPA1 activator. Inhalation of 9,10-phenanthrenequinone (9,10-PQ), a major quinone in diesel exhaust, exerts fatal damage against a variety of cells involved in respiratory function. Exposure to 9,10-phenanthrenequinone accelerates malignant progression of lung cancer cells through up-regulation of aldo-keto reductase 1B10.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
8.0 µM [IC50]
6.0 µM [IC50]
0.5 µM [IC50]
1.4 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Application of 9,10-Phenanthrenequinone at 0.1-10 umol/L induced a concentration-dependent Ca2+ response as well as inward currents at -50 mV in HEK-wTRPA1 cells.