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β-Naphthoflavone

β-Naphthoflavone structure

CAS No:
6051-87-2
Formula:
C19H12O2
Chemical Name:
β-Naphthoflavone
Synonyms:
1H-Naphtho[2,1-b]pyran-1-one,3-phenyl-;5,6-Benzoflavone;3-Phenyl-1H-naphtho[2,1-b]pyran-1-one;β-Naphthoflavone;NSC 136015;BNF;3-Phenyl-1H-benzo[f]chromen-1-one;3-Phenylbenzo[f]chromen-1-one
Categories:
Chemical Reagents > Organic Reagents

Description

SLIGHTLY BEIGE CRYSTALLINE POWDER

Beta-naphthoflavone is an extended flavonoid resulting from the formal fusion of a benzene ring with the f side of flavone. It has a role as an aryl hydrocarbon receptor agonist. It is an extended flavonoid, an organic heterotricyclic compound and a naphtho-gamma-pyrone.|β-Naphthoflavone, also known as 5,6-benzoflavone, is a potent agonist of the aryl hydrocarbon receptor and induces cytochromes P450 (CYPs) and uridine 5'-diphospho-glucuronosyltransferases (UGTs). It may be a chemopreventive agent.|Beta-Naphthoflavone is a polycyclic aromatic hydrocarbon that consists of a flavone group attached to a benzene ring. Beta-naphthoflavone is an inducer of the hepatic cytochrome p450 CYP1A1 and CYP1A2.|A polyaromatic hydrocarbon inducer of P4501A1 and P4501A2 cytochromes. (Proc Soc Exp Biol Med 1994 Dec:207(3):302-308)

β-Naphthoflavone Basic Attributes

Molecular Weight：

272.3

Exact Mass：

272.30

BRN：

18991

EC Number：

227-958-4

UNII：

1BT0256Y8O

NSC Number：

136015

DSSTox ID：

DTXSID8030423

NCI Thesaurus Code：

C29812

HScode：

2914399090

Characteristics

PSA：

30.21000

XLogP3：

4.79

Appearance：

yellow to tan Crystalline Powder

Density：

1.3±0.1 g/cm3

Melting Point：

164-165 °C

Boiling Point：

275-280 °C (1 mmHg)

Flash Point：

215.8±22.3 °C

Refractive Index：

1.695

Storage Conditions：

2-8°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-34-11

safety instructions：

24/25-45-36/37/39-26-16

RTECS Number：

QL6200000

Marks：

Xn,Xi,C,F

Hazard note：

Irritant

Precautionary statement(s)：

P264, P270, P301+P312, P330, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

MeSH Entry Terms：

5,6 Benzoflavone

Computed Properties

Molecular Weight:272.3
XLogP3:4.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:272.083729621
Monoisotopic Mass:272.083729621
Topological Polar Surface Area:26.3
Heavy Atom Count:21
Complexity:433
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes