xanthoxyletin
2H,8H-benzo(1,2-b:5,4-b')dipyran-2-one, 5-methoxy-8,8-dimethyl-
Identification
| Name | xanthoxyletin |
| IUPAC | 5-methoxy-8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one |
| CAS Number | 84-99-1 |
| FDA UNII | 69MPX4M5VD |
| Molecular Formula | C15 H14 O4 |
| Molecular Weight | 258.27338000 |
| Nikkaji Number | J9.335A |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 133.00 °C. @ 760.00 mm Hg |
| Boiling Point | 438.60 °C. @ 760.00 mm Hg (est) |
| Flash Point | 387.00 °F. TCC ( 197.20 °C. ) (est) |
| logP (o/w) | 3.640 (est) |
| Soluble in | water, 40 mg/L @ 25 °C (exp) |
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 | toxic natural substances |
| Recommendation for xanthoxyletin usage levels up to | not for fragrance use. |
| Recommendation for xanthoxyletin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2H,8H-
benzo(1,2-b:5,4-b')dipyran-2-one, 5-methoxy-8,8-dimethyl-
5-
methoxy-8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one
5-
methoxy-8,8-dimethyl-2H,8H-benzo(1,2-b:5,4-b')dipyran-2-one
5-
methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one
xanthoxylin N
PubMed:
Vitiquinolone--a quinolone alkaloid from Hibiscus vitifolius Linn.
PubMed:
Xanthoxyletin, a coumarin induces S phase arrest and apoptosis in human gastric adenocarcinoma SGC-7901 cells.
PubMed:
Antimicrobial coumarins from the stem bark of Afraegle paniculata.
PubMed:
Anti-HBV and cytotoxic activities of pyranocoumarin derivatives.
PubMed:
Isolation of xanthyletin, an inhibitor of ants' symbiotic fungus, by high-speed counter-current chromatography.
PubMed:
Chemical characterization of Citrus sinensis grafted on C. limonia and the effect of some isolated compounds on the growth of Xylella fastidiosa.
PubMed:
Inhibitory effect of oxycoumarins isolated from the Thai medicinal plant Clausena guillauminii on the inflammation mediators, iNOS, TNF-alpha, and COX-2 expression in mouse macrophage RAW 264.7.
PubMed:
[Studies on the coumarins in the root of Zanthoxylum dimorphophyllum].
PubMed:
Separation and determination of coumarins in the root bark of three citrus plants by micellar electrokinetic capillary chromatography.
PubMed:
Atom economy. Palladium-catalyzed formation of coumarins by addition of phenols and alkynoates via a net C-H insertion.
PubMed:
Coumarins and carbazoles from Clausena excavata exhibited antimycobacterial and antifungal activities.
PubMed:
Cytotoxic naphthoquinones and plumbagic acid glucosides from Plumbago zeylanica.
PubMed:
Cytotoxic coumarins and lignans from extracts of the northern prickly ash (Zanthoxylum americanum).
PubMed:
Allelochemicals fromPilocarpus goudotianus leaves.
PubMed:
Antiplatelet actions of some coumarin compounds isolated from plant sources.
PubMed:
Inhaltsstoffe aus Wurzelrinde und Stammholz von Afraegle paniculata1,2.
PubMed:
Isolation of candicine chloride, laurifoline chloride, and xanthoxyletin from the bark of Zanthoxylum elephantiasis.