tectochrysin
flavone, 5-hydroxy-7-methoxy- (8CI)
Identification
| Name | tectochrysin |
| IUPAC | 5-hydroxy-7-methoxy-2-phenylchromen-4-one |
| CAS Number | 520-28-5 |
| FDA UNII | 9UBO28W2AK |
| Molecular Formula | C16 H12 O4 |
| Molecular Weight | 268.26844000 |
| MDL Number | MFCD00016945 |
| Nikkaji Number | J61.252I |
| XlogP3 | 2.40 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 487.40 °C. @ 760.00 mm Hg (est) |
| Flash Point | 368.00 °F. TCC ( 186.80 °C. ) (est) |
| logP (o/w) | 3.130 (est) |
| Soluble in | water, 34.13 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| 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 | natural substances and extractives |
| Recommendation for tectochrysin usage levels up to | not for fragrance use. |
| Recommendation for tectochrysin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 5-hydroxy-7-methoxy-2-phenyl- (9CI)
flavone, 5-hydroxy-7-methoxy- (8CI)
5-
hydroxy-7-methoxy-2-phenylchromen-4-one
5-
hydroxy-7-methoxyflavone
methyl chrysin
PubMed:
Modulation of (-)-epicatechin Metabolism by Co-administration with other Polyphenols in Caco-2 Cell Model.
PubMed:
Anti-cancer effect of tectochrysin in NSCLC cells through overexpression of death receptor and inactivation of STAT3.
PubMed:
[Chemical constituents of leaves of Psidium guajava].
PubMed:
Identification of known chemicals and their metabolites from Alpinia oxyphylla fruit extract in rat plasma using liquid chromatography/tandem mass spectrometry (LC-MS/MS) with selected reaction monitoring.
PubMed:
Different accumulation profiles of multiple components between pericarp and seed of Alpinia oxyphylla capsular fruit as determined by UFLC-MS/MS.
PubMed:
Two new antioxidant diarylheptanoids from the fruits of Alpinia oxyphylla.
PubMed:
Anti-diarrheal constituents of Alpinia oxyphylla.
PubMed:
Nocapyrones H-J, 3,6-disubstituted α-pyrones from the marine actinomycete Nocardiopsis sp. KMF-001.
PubMed:
Two new natural products from the fruits of Alpinia oxyphylla with inhibitory effects on nitric oxide production in lipopolysaccharide-activated RAW264.7 macrophage cells.
PubMed:
Antitumor constituents from the leaves of Carya cathayensis.
PubMed:
Polyphenolic fraction of Algerian propolis protects rat kidney against acute oxidative stress induced by doxorubicin.
PubMed:
Aryl hydrocarbon receptor ligand activity of commercial health foods.
PubMed:
Chemical composition of the ethanolic propolis extracts and its effect on HeLa cells.
PubMed:
Comparative CYP1A1 and CYP1B1 substrate and inhibitor profile of dietary flavonoids.
PubMed:
[Chemical constituents from seeds of Alpinia katsumadai, inhibition on NF-kappaB activation and anti-tumor effect].
PubMed:
[Chemical constituents of roots of Saposhnikovia divaricata].
PubMed:
Study on the constituents of Mexican propolis and their cytotoxic activity against PANC-1 human pancreatic cancer cells.
PubMed:
Bioactivity of flavonoids isolated from Lychnophora markgravii against Leishmania amazonensis amastigotes.
PubMed:
[Studies on chemical constituents in fruit of Alpinia oxyphylla].
PubMed:
Simultaneous quantification of eight major bioactive phenolic compounds in Chinese propolis by high-performance liquid chromatography.
PubMed:
Main flavonoids, DPPH activity, and metal content allow determination of the geographical origin of propolis from the Province of San Juan (Argentina).
PubMed:
[Studies on ethyl acetate soluble constituents of Huanglian Jiedutang].
PubMed:
Modulation of glucose uptake in a human choriocarcinoma cell line (BeWo) by dietary bioactive compounds and drugs of abuse.
PubMed:
Hexaquacobalt(II) bis(5-hydroxy-7-methoxy-4-oxo-2-phenyl-4H-chromene-6-sulfonate) tetrahydrate.
PubMed:
Influence of some bioflavonoids on the transport of nitrendipine.
PubMed:
Bioavailable flavonoids: cytochrome P450-mediated metabolism of methoxyflavones.
PubMed:
Gateways to clinical trials.
PubMed:
Aryl hydrocarbon receptor agonists directly activate estrogen receptor alpha in MCF-7 breast cancer cells.
PubMed:
Effect of different flavonoids on collagen synthesis in human fibroblasts.
PubMed:
Biflavonoids from Lonicera japonica.
PubMed:
Evaluation of the main contact allergens in propolis (1995 to 2005).
PubMed:
Flavonoid structure-activity studies identify 6-prenylchrysin and tectochrysin as potent and specific inhibitors of breast cancer resistance protein ABCG2.
PubMed:
Dietary polyphenols protect dopamine neurons from oxidative insults and apoptosis: investigations in primary rat mesencephalic cultures.
PubMed:
Effects of the dietary flavonoid chrysin in isolated rat mesenteric vascular bed.
PubMed:
Chrysin and its phosphate ester inhibit cell proliferation and induce apoptosis in Hela cells.
PubMed:
Identification of metabolites in plasma and urine of Uruguayan propolis-treated rats.
PubMed:
Effects of flavonoids on vascular smooth muscle of the isolated rat thoracic aorta.
PubMed:
Trypanocidal activity of Lychnophora staavioides Mart. (Vernonieae, Asteraceae).
PubMed:
Quantification of 6-deoxy-6-demethyl-4-dedimethylaminotetracycline (COL-3) in human plasma using liquid chromatography coupled with electrospray ionization tandem mass spectrometry.
PubMed:
Effect of chrysin, a flavonoid compound, on the mutagenic activity of 2-amino-1-methyl-6-phenylimidazo[4,5- b]pyridine (PhIP) and benzo(a)pyrene (B(a)P) in bacterial and human hepatoma (HepG2) cells.
PubMed:
In vivo anti-oxidant activities of tectochrysin.
PubMed:
[Flavonoids from Beijing propolis].
PubMed:
Induction of human UDP-glucuronosyltransferase UGT1A1 by flavonoids-structural requirements.
PubMed:
Vasorelaxant effects of the bioflavonoid chrysin in isolated rat aorta.
PubMed:
Induction of UDP-glucuronosyltransferase UGT1A1 by the flavonoid chrysin in Caco-2 cells--potential role in carcinogen bioinactivation.
PubMed:
Identification of kaempferol as a monoamine oxidase inhibitor and potential Neuroprotectant in extracts of Ginkgo biloba leaves.
PubMed:
Differential effects of dietary flavonoids on drug metabolizing and antioxidant enzymes in female rat.
PubMed:
Separation of structurally related flavonoids by GC/MS technique and determination of their polarographic parameters and potential carcinogenicity.
PubMed:
A novel 2-hydroxyflavanone from collinsonia canadensis
PubMed:
Methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)benzoate, major insecticidal principle from Piper guanacastensis.
PubMed:
Redox intermediates of flavonoids and caffeic acid esters from propolis: an EPR spectroscopy and cyclic voltammetry study.
PubMed:
Antimutagenic effect of plant flavonoids in the Salmonella assay system.
PubMed:
Flavonoid inhibition of aromatase enzyme activity in human preadipocytes.
PubMed:
Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
PubMed:
Leaf Gland Flavonoids in Comptonia peregrina and Myrica pensylvanica (Myricaceae).
PubMed:
Metabolism of apigenin and related compounds in the rat. Metabolite formation in vivo and by the intestinal microflora in vitro.