Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C30H26O13 |
Molecular Weight | 594.5196 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C5=CC=C(O)C=C5)[C@H](O)[C@H]1O
InChI
InChIKey=DVGGLGXQSFURLP-VWMSDXGPSA-N
InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1
Molecular Formula | C30H26O13 |
Molecular Weight | 594.5196 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 1 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.iscd.it/files/Tiliroside-and-Dihydroxy-Methylchromone---from-Nature-to-Cosmetic-Applications.pdfCurator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/26498393 | https://www.ncbi.nlm.nih.gov/pubmed/28539736 | https://www.ncbi.nlm.nih.gov/pubmed/28704976 | https://www.ncbi.nlm.nih.gov/pubmed/27347085
Sources: http://www.iscd.it/files/Tiliroside-and-Dihydroxy-Methylchromone---from-Nature-to-Cosmetic-Applications.pdf
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/26498393 | https://www.ncbi.nlm.nih.gov/pubmed/28539736 | https://www.ncbi.nlm.nih.gov/pubmed/28704976 | https://www.ncbi.nlm.nih.gov/pubmed/27347085
Tiliroside is a glycosidic flavonoid, which possesses anti-inflammatory, antioxidant, anticarcinogenic and hepatoprotective activities. In vitro Tiliroside shows antidiabetic properties by enhancing glucose consumption by insulin resistant HepG2 cells, antihypertensive and vasorelaxant effects in resis¬tance arteries, antihyperglycemic, antihyperlipidemic and antioxidant activities; as well as an inhibitory effect on important human liver cytochrome p450 enzymes. In vivo, Tiliroside significantly inhibited the mouse paw edema induced by phospholipase A and the mouse ear inflammation induced by 12 O tetradecanoylphorbol- 13-acetate. Tiliroside can be found in the hairy shields and young leaves of plants growing in tropical regions of the world. Tiliroside protects these plants from UV-induced and environmental stress and can be used as anti-aging and anti-inflammatory agent for cosmetic applications.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2326 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26498393 |
4.6 nM [Ki] | ||
Target ID: CHEMBL3729 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26498393 |
5468.7 nM [Ki] | ||
Target ID: CHEMBL3242 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26498393 |
134.3 nM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. | 1991 Jan-Feb |
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The anti-HIV activity and mechanisms of action of pure compounds isolated from Rosa damascena. | 1996 Dec 4 |
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Screening of the inhibitory effect of vegetable constituents on the aryl hydrocarbon receptor-mediated activity induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin. | 2003 Dec |
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Flavonol 3-O-glycoside hydroxycinnamoyltransferases from Scots pine (Pinus sylvestris L.). | 2005 Mar |
|
Flavonoids possess neuroprotective effects on cultured pheochromocytoma PC12 cells: a comparison of different flavonoids in activating estrogenic effect and in preventing beta-amyloid-induced cell death. | 2007 Mar 21 |
Sample Use Guides
The formulation (Tiliroside 0.1 % w/v) were applied twice daily (morning and evening) in normal conditions of use during 28 days.
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27347085
To determine the effect of tiliroside on cell viability, RAW 264.7 cells were cultured in 96 well plates at a density of 2x10^5 cells/well. Following a 24 h incubation period, the cells were then treated with seri¬ally diluted tiliroside at concentrations of 1.5625 100 μM. The mitochondrial dependent reduction of MTT to formazan was used to measure cell respiration as an indicator of cell viability
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 19:47:24 GMT 2023
by
admin
on
Fri Dec 15 19:47:24 GMT 2023
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Record UNII |
15M04TXR9M
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Record Status |
Validated (UNII)
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Record Version |
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