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

Molecular Formula	C19H12O2
Molecular Weight	272.2974
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Enhancing effect of inducers of liver microsomal enzymes on induction of hyperplastic liver nodules by N-2-fluorenylacetamide in rats.	1979 Dec	117197
Expression and induction of CYP1A1/1A2, CYP2A6 and CYP3A4 in primary cultures of human hepatocytes: a 10-year follow-up.	2000 Jun	10923861
Intestinal responses to xenobiotics.	2001 Aug-Oct	11566566
Chiral metabolism of propafenone in rat hepatic microsomes treated with two inducers.	2001 Dec	11854911
Hepatic 7-ethoxyresorufin O-deethylase activity in eel (Anguilla anguilla) from the Thames Estuary and comparisons with other United Kingdom Estuaries.	2001 Dec	11827118
Estrogen-mediated suppression of cytochrome P4501A (CYP1A) expression in rainbow trout hepatocytes: role of estrogen receptor.	2001 Dec 21	11714484
Differential sensitivity of rat hepatocyte CYP isoforms to self-generated nitric oxide.	2001 Jan 12	11163796
Identification of multiple constitutive and inducible hepatic cytochrome P450 enzymes in market weight swine.	2001 Jun	11353762
Monooxygenation, conjugation and other functions in cryopreserved rat liver slices until 24 h after thawing.	2001 Mar 21	11295259
A systematic gene expression screen of Caenorhabditis elegans cytochrome P450 genes reveals CYP35 as strongly xenobiotic inducible.	2001 Nov 15	11697852
Stimulatory effects of selected PAHs on testosterone production in goldfish and rainbow trout and possible mechanisms of action.	2001 Oct	11574294
Effects of beta-naphthoflavone on the cytochrome P450 system, and phase II enzymes in gilthead seabream (Sparus aurata).	2001 Sep	11544149
Effect of beta-naphthoflavone and dimethylbenz[a]anthracene on apoptosis and HSP70 expression in juvenile channel catfish (Ictalurus punctatus) ovary.	2001 Sep	11451424
Comparison of activities dependent on glutathione S-transferase and cytochrome P-450 IA1 in cultured keratinocytes and reconstructed epidermal models.	2002	12476009
Differences between rats and mice in induction of 4S beta-naphthoflavone-binding protein expression by treatment with beta-naphthoflavone.	2002	12177527
Characterization of human CYP1A1/1A2 induction by DNA microarray and alpha-naphthoflavone.	2002 Aug 9	12147246
Cytochrome P4501A responses in two tropical fish species, riverine catfish (Rita rita) and marine mudfish (Apocryptes bato).	2002 Jan	11796326
Influence of t-butylhydroquinone and beta-naphthoflavone on formation and transport of 4-methylumbelliferone glucuronide in Caco-2/TC-7 cell monolayers.	2002 Jan 15	11841785
Expression and inducibility of cytochrome P450 isoforms in 1-year-old intrasplenic liver cell transplants in rats.	2002 Mar	11935166
Glucuronidation of acetaminophen catalyzed by multiple rat phenol UDP-glucuronosyltransferases.	2002 Mar	11854153
The p23 co-chaperone facilitates dioxin receptor signaling in a yeast model system.	2002 Mar 24	11879970
Liver phase I and phase II enzymatic induction and genotoxic responses of beta-naphthoflavone water-exposed sea bass.	2002 May	12051809
beta-naphthoflavone, an inducer of xenobiotic metabolizing enzymes, inhibits firefly luciferase activity.	2002 May 1	11969196
Calcium influx factor from cytochrome P-450 metabolism and secretion-like coupling mechanisms for capacitative calcium entry in corneal endothelial cells.	2002 May 10	11867616
In vivo and in vitro induction of cytochrome P450 enzymes in beagle dogs.	2002 Nov	12386126
Astaxanthin and canthaxanthin do not induce liver or kidney xenobiotic-metabolizing enzymes in rainbow trout (Oncorhynchus mykiss Walbaum).	2002 Nov	12379428
Diesel exhaust particle extracts and associated polycyclic aromatic hydrocarbons inhibit Cox-2-dependent prostaglandin synthesis in murine macrophages and fibroblasts.	2002 Oct 18	12163478
Benzo[a]pyrene and beta-naphthoflavone mutagenic activation by European eel (Anguilla anguilla L.) S9 liver fraction.	2002 Sep	12481862
The presence of inducible cytochrome P450 types 1A1 and 1A2 in the BeWo cell line.	2003 Jan	12495659

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:41:20 GMT 2023` Edited by `admin` on `Fri Dec 15 16:41:20 GMT 2023`
Record UNII	1BT0256Y8O
Record Status	`Validated (UNII)`
Record Version

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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