Beta-Naphthoflavone

HCID 2361CAS 6051-87-2
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Basic information

Standard SMILES
O=c1cc(-c2ccccc2)oc2ccc3ccccc3c12
InChIKey
OUGIDAPQYNCXRA-UHFFFAOYSA-N
Molecular formula
C19H12O2
Average molar mass
272.3 g/mol
Monoisotopic mass
272.08372962

Overview

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 organic heterotricyclic compound, a naphtho-gamma-pyrone and an extended flavonoid.

Names & identifiers

Preferred name
Beta-Naphthoflavone
IUPAC
3-phenylbenzo[f]chromen-1-one
English name
5,6-Benzoflavone
Molecular formula
C19H12O2
Molecular weight
272.3

Names & synonyms

beta-naphthoflavone6051-87-25,6-BENZOFLAVONEbeta-NF3-Phenyl-1H-naphtho(2,1-b)pyran-1-one3-phenylbenzo[f]chromen-1-one3-Phenyl-1H-naphtho[2,1-b]pyran-1-oneDTXSID80304235,6 Benzoflavone1H-Naphtho(2,1-b)pyran-1-one, 3-phenyl-1H-Naphtho[2,1-b]pyran-1-one, 3-phenyl-1BT0256Y8O
Show more names
BNFDULCITE3-Phenyl-1H-benzo[f]chromen-1-oneNSC 136015MELAMPYRITEβ-NaphthoflavonB-NAPHTHOFLAVONEβ-Naphthoflavone
NSC-136015DTXCID6010423CHEBI:77013NSC1360153-phenylbenzo(f)chromen-1-onebeta NaphthoflavonebetaNFRefChem:119466

Database identifiers

CAS
6051-87-2
PubChem CID
2361
DTXSID
DTXSID8030423
ChEMBL
CHEMBL26260
ChEBI
CHEBI:77013
UNII
1BT0256Y8O
EC Number
227-958-4
Nikkaji
J1.840F

Properties

Computed structural properties

XLogP
4.4
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
21

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesChemical shift
LogP4.94
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section160.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID8030423]

Physicochemical properties

Melting point
164 · 164-166 °C (lit.)
Boiling point
275 · 275-280 °C (1 mmHg)
Density
1.1382 · 1.1382 (rough estimate)
refractive index
1.551 · 1.5510 (estimate)
storage temp.
2 · 2-8°C
solubility
Chloroform (Slightly), Methanol (Slightly, Heated)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information1H-Naphtho2,1-bpyran-1-one, 3-phenyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

F
3-10
PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
3
rtecs
QL6200000
hs_code
29329900
risk_code
22-34-11

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Applications

Usesbeta-Naphthoflavone is a Cytochrome P450 enzyme system inducer. It can also be used in biological study of novel dual-color luciferase reporter assay for simultaneous detection of estrogen and aryl hydrocarbon receptor activation.

General Descriptionβ-Naphthoflavone is a polyaromatic hydrocarbon.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]

Additional notes

DefinitionChEBI: An extended flavonoid resulting from the formal fusion of a benzene ring with the f side of flavone.

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