Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C7H14O6 |
| Molecular Weight | 194.1825 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@H]1O
InChI
InChIKey=DSCFFEYYQKSRSV-FIZWYUIZSA-N
InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5+,6+,7-/m0/s1
| Molecular Formula | C7H14O6 |
| Molecular Weight | 194.1825 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Quebrachitol (QCT), a bioactive plant constituent, is a naturally occurring optically active cyclitols. QCT could serve as the starting material of inositol or its derivatives to participate in several important pathways and may act as a potential anticancer or antidiabetic drug lead to arrest or reverse these diseases. According to the literature reported before, QCT exerted its biological functions, by involving IP3 receptor, b-glucosidase, PAFR, COX2, nitric oxide synthase, and K(+)ATP channels. Quebrachitol reduces the gastric damage induced by ethanol and indomethacin. The potential of quebrachitol as a sugar substitute for diabetics has been investigated. Even though the early study reported that this methylcyclitol seems neither to prevent hypoglycemia nor to raise blood sugar content, another work showed that quebrachitol has hypoglycemic effects in hyperglycemic rats. Unfortunately, all three persons who took quebrachitol by mouth had fairly severe diarrhea.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: 1.00354048E8 Gene Symbol: PTAFR Sources: https://www.ncbi.nlm.nih.gov/pubmed/21060292 |
42.2 µM [IC50] | ||
Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28132388 |
|||
Target ID: K(+)ATP channels (Mus musculus) Sources: https://www.ncbi.nlm.nih.gov/pubmed/17976970 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16745234 https://www.ncbi.nlm.nih.gov/pubmed/28132388 DOI: 10.1016/j.jff.2015.04.041 https://www.ncbi.nlm.nih.gov/pubmed/18715552 |
Primary | Unknown Approved UseUnknown |
||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Deoxygenated phosphorothioate inositol phosphate analogs: synthesis, phosphatase stability, and binding affinity. | 2008-03-15 |
|
| Alpha-pinene-type monoterpenes and other constituents from Artemisia suksdorfii. | 2006-10 |
|
| Antioxidant, icthyotoxicity and brine shrimp lethality tests of Magonia glabrata. | 2006-09 |
|
| Four new prenylated isoflavonoids in Tadehagi triquetrum. | 2005-01-26 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16745234
Single dose of the solution of 20 g. of quebrachitol in water.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16797817
Fluorescence microscopy using acridine orange/ethidium bromide double staining affirmed the absence of 6-hydroxydopamine (200 uM)-induced morphological changes characteristic of apoptosis/necrosis in cultures of rat fetal mesencephalic cells, pretreated with quebrachitol (100 ug/ml).
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:31:21 GMT 2025
by
admin
on
Mon Mar 31 22:31:21 GMT 2025
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| Record UNII |
9W4JLQ7I4W
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| Record Status |
Validated (UNII)
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| Record Version |
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Quebrachitol
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