6-methoxyflavone
4H-1-benzopyran-4-one, 6-methoxy-2-phenyl-
Identification
| Name | 6-methoxyflavone |
| IUPAC | 6-methoxy-2-phenylchromen-4-one |
| CAS Number | 26964-24-9 |
| EINECS | 248-144-5 |
| FDA UNII | QAX7R06N2Q |
| Molecular Formula | C16 H12 O3 |
| Molecular Weight | 252.26924000 |
| MDL Number | MFCD00017322 |
| Nikkaji Number | J308.429I |
| Beilstein | 0218520 |
| XlogP3 | 3.90 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 421.20 °C. @ 760.00 mm Hg (est) |
| Flash Point | 393.00 °F. TCC ( 200.30 °C. ) (est) |
| logP (o/w) | 3.470 (est) |
| Soluble in | water, 19.78 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for 6-methoxyflavone usage levels up to | not for fragrance use. |
| Recommendation for 6-methoxyflavone flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 6-methoxy-2-phenyl-
flavone, 6-methoxy- (7CI,8CI)
6-
methoxy-2-phenyl-4-benzopyrone
6-
methoxy-2-phenyl-4H-1-benzopyran-4-one
6-
methoxy-2-phenylchromen-4-one
PubMed:
6-Methoxyflavone inhibits NFAT translocation into the nucleus and suppresses T cell activation.
PubMed:
Urease inhibitory constituents from Daphne retusa.
PubMed:
Modulation of ionotropic GABA receptors by 6-methoxyflavanone and 6-methoxyflavone.
PubMed:
A new sesquiterpene lactone from Salvia plebeia.
PubMed:
Synthesis and biological evaluation of 7-O-modified oroxylin A derivatives.
PubMed:
Non-covalent interaction of dietary polyphenols with total plasma proteins of type II diabetes: molecular structure/property-affinity relationships.
PubMed:
Noncovalent interaction of dietary polyphenols with common human plasma proteins.
PubMed:
Chemical and biological activity of leaf extracts of Chromolaena leivensis.
PubMed:
Characterization of an O-methyltransferase from Streptomyces avermitilis MA-4680.
PubMed:
[Chemical constituents of Laggera pterodonta].
PubMed:
A new 2'-oxygenated flavone glycoside from Litsea glutinosa (Lour.) C. B. Rob.
PubMed:
Flavonoids with prolyl oligopeptidase inhibitory activity isolated from Scutellaria racemosa Pers.
PubMed:
Effect of flavonoids on androgen and glucocorticoid receptors based on in vitro reporter gene assay.
PubMed:
Evaluation of natural antioxidants of Leuzea carthamoides as a result of a screening study of 88 plant extracts from the European Asteraceae and Cichoriaceae.
PubMed:
New dihydrochalcones and anti-platelet aggregation constituents from the leaves of Muntingia calabura.
PubMed:
Use of the pig caecum model to mimic the human intestinal metabolism of hispidulin and related compounds.
PubMed:
Free radical scavengers and antioxidants from Baccharis grisebachii.
PubMed:
The flavone hispidulin, a benzodiazepine receptor ligand with positive allosteric properties, traverses the blood-brain barrier and exhibits anticonvulsive effects.
PubMed:
5,7-Dihydroxy-6-methoxyflavone, a benzodiazepine site ligand isolated from Scutellaria baicalensis Georgi, with selective antagonistic properties.
PubMed:
Antiandrogenic phenolic constituents from Dalbergia cochinchinensis.
PubMed:
Identification of the major degradation products of 4-methoxy-2-(3-phenyl-2-propynyl)phenol formed by exposure to air and light.
PubMed:
[Studies on the structure of scuteamoenin from the root of Scutellaria amoena].