5,6-BENZOFLAVONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H12O2
Molecular Weight	272.2974
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1C=C(OC2=C1C3=C(C=CC=C3)C=C2)C4=CC=CC=C4

InChI

InChIKey=OUGIDAPQYNCXRA-UHFFFAOYSA-N

InChI=1S/C19H12O2/c20-16-12-18(14-7-2-1-3-8-14)21-17-11-10-13-6-4-5-9-15(13)19(16)17/h1-12H

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Baculovirus vectors repress phenobarbital-mediated gene induction and stimulate cytokine expression in primary cultures of rat hepatocytes.	2000 Aug	10918498
Differential expression of two CYP1A genes in rainbow trout (Oncorhynchys mykiss).	2000 Jun 15	10860869
Para-nitrophenol glucuronidation and sulfation in rat and human liver slices.	2001 Apr	11370739
Evaluation of 7-benzyloxy-4-trifluoromethylcoumarin, some other 7-hydroxy-4-trifluoromethylcoumarin derivatives and 7-benzyloxyquinoline as fluorescent substrates for rat hepatic cytochrome P450 enzymes.	2001 Dec	11780761
Differential sensitivity of rat hepatocyte CYP isoforms to self-generated nitric oxide.	2001 Jan 12	11163796
Impact of copper on biomonitoring enzyme ethoxyresorufin-o-deethylase in cultured catfish hepatocytes.	2001 Jun	11437463
Cell-type specific differences in glutamate cysteine ligase transcriptional regulation demonstrate independent subunit control.	2001 Jun	11353135
Cytochrome P450 1A1 (CYP1A1) in blood lymphocytes evidence for catalytic activity and mRNA expression.	2001 Jun 15	11459429
Monooxygenation, conjugation and other functions in cryopreserved rat liver slices until 24 h after thawing.	2001 Mar 21	11295259
Optimization of an exogenous metabolic activation system for FETAX. II. Preliminary evaluation.	2001 May	11360430
Contribution of CYP1A2 in the hepatic metabolism of melatonin: studies with isolated microsomal preparations and liver slices.	2001 Nov	11703563
P-glycoprotein in the catfish intestine: inducibility by xenobiotics and functional properties.	2001 Nov 12	11595306
Effects of beta-naphthoflavone on the cytochrome P450 system, and phase II enzymes in gilthead seabream (Sparus aurata).	2001 Sep	11544149
Cytochrome P450 induction in rat hepatocytes assessed by quantitative real-time reverse-transcription polymerase chain reaction and the RNA invasive cleavage assay.	2001 Sep	11502735
Distribution and macromolecular binding of benzo[a]pyrene and two polychlorinated biphenyl congeners in female mice.	2001 Sep 28	11566292
Comparison of activities dependent on glutathione S-transferase and cytochrome P-450 IA1 in cultured keratinocytes and reconstructed epidermal models.	2002	12476009
The zebrafish (Danio rerio) aryl hydrocarbon receptor type 1 is a novel vertebrate receptor.	2002 Aug	12130674
Characterization of human CYP1A1/1A2 induction by DNA microarray and alpha-naphthoflavone.	2002 Aug 9	12147246
Juvenile sea bass liver P450, EROD induction, and erythrocytic genotoxic responses to PAH and PAH-like compounds.	2002 Feb	11886185
Aryl hydrocarbon receptor mediates sensitivity of MCF-7 breast cancer cells to antitumor agent 2-(4-amino-3-methylphenyl) benzothiazole.	2002 Jan	11752201
Liver phase I and phase II enzymatic induction and genotoxic responses of beta-naphthoflavone water-exposed sea bass.	2002 May	12051809
Tissue-specific regulation of canine intestinal and hepatic phenol and morphine UDP-glucuronosyltransferases by beta-naphthoflavone in comparison with humans.	2002 May 1	12007571
Diesel exhaust particle extracts and associated polycyclic aromatic hydrocarbons inhibit Cox-2-dependent prostaglandin synthesis in murine macrophages and fibroblasts.	2002 Oct 18	12163478
Altering cytochrome P4501A activity affects polycyclic aromatic hydrocarbon metabolism and toxicity in rainbow trout (Oncorhynchus mykiss).	2002 Sep	12206424
In vitro and in vivo formation of aminophenylnorharman from norharman and aniline.	2002 Sep 30	12351144
Quantitative PCR analysis of CYP1A induction in Atlantic salmon (Salmo salar).	2003 Jan 10	12413795
Human intestinal Caco-2 cells display active transport of benzo[a]pyrene metabolites.	2003 Jan 6	12453661

Name

Type

Language

5,6-BENZOFLAVONE

Common Name

English

NSC-136015

Code

English

BETA-NAPHTHOFLAVONE

Common Name

English

BNF

Common Name

English

1H-NAPHTHO(2,1-B)PYRAN-1-ONE, 3-PHENYL-

Systematic Name

English

.BETA.-NAPHTHOFLAVONE

Common Name

English

BENZOFLAVONE, 5,6-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C54629