Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C10H12O4 |
| Molecular Weight | 196.1999 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(O)=C(C(C)=O)C(OC)=C1
InChI
InChIKey=FBUBVLUPUDBFME-UHFFFAOYSA-N
InChI=1S/C10H12O4/c1-6(11)10-8(12)4-7(13-2)5-9(10)14-3/h4-5,12H,1-3H3
| Molecular Formula | C10H12O4 |
| Molecular Weight | 196.1999 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Xanthoxyline is a naturally occurring plant metabolite which can be extracted from the several plants in the Euphorbiaceae family which are commonly used in folk medicines. Isolated Xanthoxyline has demonstrated fungicidal and fungistatic activity. Some synthetic derivatives of Xanthoxyline have demonstrated degrees of anti-nocioceptive properties.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Fungicide and fungiostatic effects of xanthoxyline. | 1996 Sep |
|
| Antifeedant constituents from Fagara macrophylla. | 2001 Jun |
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| Phenolic acids and depsides from some species of the Erodium genera. | 2001 Nov-Dec |
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| Antibacterial alkaloids from Zanthoxylum rhoifolium. | 2003 Apr |
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| Frontal immunoaffinity chromatography with mass spectrometric detection: a method for finding active compounds from traditional Chinese herbs. | 2003 Aug 15 |
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| A linear sesterterpene, two squalene derivatives and two peptide derivatives from Croton hieronymi. | 2003 Sep |
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| Antifungal constituents of Melicope borbonica. | 2004 Jul |
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| Antifungal activity and studies on mode of action of novel xanthoxyline-derived chalcones. | 2005 Mar |
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| Antinociceptive effects of synthetic chalcones obtained from xanthoxyline. | 2006 Jul |
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| Synthesis of chalcone analogues with increased antileishmanial activity. | 2006 Mar 1 |
|
| Molecular structure and QSAR study on antispasmodic activity of some xanthoxyline derivatives. | 2006 May |
|
| [Protecting effect of brevifolin and 8,9-single-epoxy brevifolin of Phyllanthus simplex on rat liver injury]. | 2006 Sep |
|
| [Studies on chemical constituents in roots of Euphorbia soongarica]. | 2006 Sep |
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| Pharmacokinetics and tissue distribution of 8,9-epoxy brevifolin in rats, a hepatoprotective constituent isolated from Phyllanthus simplex Retz by liquid chromatography coupled with mass spectrometry method. | 2008 Jul |
|
| [Chemical constituents of aerial part of Acalypha australis]. | 2008 Jun |
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| Antimicrobial phenolic compounds from Anabasis aphylla L. | 2009 Mar |
|
| Antinociceptive and anti-inflammatory effects of ethanolic extracts of Glycine max (L.) Merr and Rhynchosia nulubilis seeds. | 2009 Nov 4 |
|
| [Phenols from Euphorbia humifusa]. | 2010 Mar |
Patents
Sample Use Guides
Microorganisms including Candida albicans (FCF-243 and ICB-12), C. tropicalis, C. neoformans, Microsporum canis (LM-003 and 72-T), Trichophytom rubrum (54-T and 45 T), T. mentagrophytes, Epidermophyton floccosum, Aspergillus flavus (FCF-29), A. parasiticus and Penicillium sp were tested against xanthoxyline by method of successive dilution. Xanthoxyline was solubilized in DMSO and diluted with Sabouraud liquor. Test cultures were incubated at 28 - 30 deg-C for 10 - 14 days. Xanthoxyline proved particularly efficacious against M. canis 72-T and T. rubrum 45-T with minimal inhibitory concentrations MIC of 31.2 and 62.5 micro-g/mL respectively.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 04:28:47 GMT 2023
by
admin
on
Sat Dec 16 04:28:47 GMT 2023
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| Record UNII |
Z8RSY5TZPA
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| Record Status |
Validated (UNII)
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| Record Version |
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90-24-4
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DTXSID10237981
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66654
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300000005508
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201-978-3
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Z8RSY5TZPA
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Brevifolin
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m11535
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17392
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