Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C20H20O5 |
| Molecular Weight | 340.3698 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(=CC=C1O)C2=C(C)C(C)=C(O2)C3=CC=C(O)C(OC)=C3
InChI
InChIKey=OIXPKFRMEUTHOG-UHFFFAOYSA-N
InChI=1S/C20H20O5/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)25-19(11)13-5-7-15(21)17(9-13)23-3/h5-10,21-22H,1-4H3
| Molecular Formula | C20H20O5 |
| Molecular Weight | 340.3698 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Furoguaiacin (aka alpha-Guaiaconic acid) is a component of guaiac resin which can be obtained from the tropical trees Guajacum officinale and Guajacum sanctum. Furoguaiacin has been used as chromogenic sensor for the detection of occult blood in fecal matter. Furoguiacin has potential anti-inflammatory properties highlighted by its ability to suppress NO production in IL-1B treated hepatocytes.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| False-positive guaiac testing with iodine. | 1985 May |
|
| Anti-angiogenic activity of arachidonic acid metabolism inhibitors in angiogenesis model systems involving human microvascular endothelial cells and neovascularization in mice. | 1993 Oct 21 |
|
| Lignans from guaiac resin decrease nitric oxide production in interleukin 1β-treated hepatocytes. | 2017 Jan |
Sample Use Guides
Hepatocytes were isolated from rat liver by collagenase perfusion and re-suspended in Williams' E medium (WE). Cells were incubated overnight at 37 deg-C then treated with 1 nM rat IL-1B and Furoguaiacin (up to 75 microM) for 8 hours. Nitrous Oxide production was indirectly measured using the Griess method and directly by adding 20 microM NaNO2 and monitoring the quenching of nitrite. Furoguiacin was found to inhibit IL-1B induced NO production with an IC50 of 36.1 microM.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 19:50:53 UTC 2023
by
admin
on
Fri Dec 15 19:50:53 UTC 2023
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| Record UNII |
B92R7Z78ZX
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| Record Status |
Validated (UNII)
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10035-27-5
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DTXSID70143231
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165795
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