Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H14O4 |
Molecular Weight | 258.2693 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=C2C=CC(C)(C)OC2=CC3=C1C=CC(=O)O3
InChI
InChIKey=JSJIIHRNDMLJGK-UHFFFAOYSA-N
InChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11-9(14(10)17-3)4-5-13(16)18-11/h4-8H,1-3H3
Xanthoxyletin is a coumarin isolated from Erythrina variegata. It has been reported that Xanthoxyletin possesses antibacterial, fungicidal, and algicidal properties. Xanthoxyletin induces S phase arrest and apoptosis in human gastric adenocarcinoma SGC-7901 cells. Xanthoxyletin may be promising anticancer agent and has worth for further mechanistic and therapeutic studies against gastric cancer.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: map04210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21875271 |
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Target ID: CHEMBL4321 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18636311 |
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Target ID: GO:0038193 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1523611 |
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Target ID: CHEMBL3594 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22892213 |
0.74 µM [Ki] | ||
Target ID: CHEMBL3242 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22892213 |
0.96 µM [Ki] | ||
Target ID: CHEMBL3912 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22892213 |
3.15 µM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Cytotoxic coumarins and lignans from extracts of the northern prickly ash (Zanthoxylum americanum). | 2001 Aug |
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[Studies on the coumarins in the root of Zanthoxylum dimorphophyllum]. | 2003 Apr |
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Atom economy. Palladium-catalyzed formation of coumarins by addition of phenols and alkynoates via a net C-H insertion. | 2003 Apr 16 |
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Coumarins and carbazoles from Clausena excavata exhibited antimycobacterial and antifungal activities. | 2003 Feb |
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Cytotoxic naphthoquinones and plumbagic acid glucosides from Plumbago zeylanica. | 2003 Feb |
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Separation and determination of coumarins in the root bark of three citrus plants by micellar electrokinetic capillary chromatography. | 2003 May |
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Chemical characterization of Citrus sinensis grafted on C. limonia and the effect of some isolated compounds on the growth of Xylella fastidiosa. | 2008 Sep 10 |
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Anti-HBV and cytotoxic activities of pyranocoumarin derivatives. | 2009 Aug 15 |
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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. | 2009 Jan |
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Isolation of xanthyletin, an inhibitor of ants' symbiotic fungus, by high-speed counter-current chromatography. | 2009 May 8 |
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Antimicrobial coumarins from the stem bark of Afraegle paniculata. | 2010 Apr |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21875271
After treating the SGC-7901 cells
with 200 and 400 uM of Xanthoxyletin for 48 h, ROS
production was detected and the ratios of DCF-positive
cells were 18.66% and 32.86% respectively as compared
to 8.27% in the control group. Xanthoxyletin
induced apoptosis in SGC-7901 cells and percentage of
apoptotic cells was 41.47% after the exposure of 400 uM
of Xanthoxyletin for 48 h as compared to 2.6% in the
control group.
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SUBSTANCE RECORD