Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C15H22O9 |
| Molecular Weight | 346.3304 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C1=CO[C@]([H])([C@]2([H])C(=C[C@]([H])([C@]12[H])O)CO)O[C@@]3([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(CO)O3)O)O)O
InChI
InChIKey=RJWJHRPNHPHBRN-FKVJWERZSA-N
InChI=1S/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1
Aucubin is found in common verbena. Aucubin is a monoterpenoid based compound. Aucubin, like all iridoids, has a cyclopentan-[C]-pyran skeleton. Aucubin is found in the leaves of Aucuba japonica (Cornaceae), Eucommia ulmoides (Eucommiaceae), and Plantago asiatic (Plantaginaceae), etc, plants used in traditional Chinese and folk medicine. Aucubin was found to protect against liver damage induced by carbon tetrachloride or alpha-amanitin in mice and rats when 80 mg/kg was dosed intraperitoneally. Aucubin has been shown to exhibit anti-proliferative and apoptotic functions. Aucubin has shown effectiveness as antifungal and suggests its promising potential use as solution for C. albicans biofilm-related infections. Aucubin has a range of biological activities, including anti-inflammatory, anti-microbial, anti-algesic as well as anti-tumor activities.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL392 |
|||
Target ID: CHEMBL366 |
|||
Target ID: CHEMBL5318 |
|||
Target ID: CHEMBL613497 |
|||
Target ID: CHEMBL367 |
|||
| 9.19999999999999929 µM [IC50] | |||
Target ID: CHEMBL230 |
8.83000000000000007 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | ||||
| Curative | ||||
| Primary | ||||
| Primary | ||||
| Primary |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Changes in the concentrations of bioactive compounds in plantain leaves. | 2002 Apr 24 |
|
| Antiviral activity of Plantago major extracts and related compounds in vitro. | 2002 Jul |
|
| Effect of iridoid glycoside content on oviposition host plant choice and parasitism in a specialist herbivore. | 2003 Apr |
|
| Anti-inflammatory activity of aucubin by inhibition of tumor necrosis factor-alpha production in RAW 264.7 cells. | 2004 Aug |
|
| Plant chemical defense against herbivores and pathogens: generalized defense or trade-offs? | 2004 Aug |
|
| Patterns of iridoid glycoside production and induction in Plantago lanceolata and the importance of plant age. | 2004 Sep |
|
| Iridoids as DNA topoisomerase I poisons. | 2005 Aug |
|
| Antioxidant activity of Plantago bellardii All. | 2005 Dec |
|
| Anti-protozoal and plasmodial FabI enzyme inhibiting metabolites of Scrophularia lepidota roots. | 2005 Feb |
|
| Chemotaxonomic markers in Digitalideae (Plantaginaceae). | 2005 Jun |
|
| Overexpression of selenoprotein H reduces Ht22 neuronal cell death after UVB irradiation by preventing superoxide formation. | 2007 Feb 11 |
|
| Novel phytoandrogens and lipidic augmenters from Eucommia ulmoides. | 2007 Jan 29 |
|
| Gynecological efficacy and chemical investigation of Vitex agnus-castus L. fruits growing in Egypt. | 2008 Apr 15 |
|
| Cytotoxic activities of Stachys species. | 2008 Dec |
|
| A potential agent for treating non-small cell lung cancer. | 2008 Sep |
|
| Study of chemical composition and antimicrobial activity of leaves and roots of Scrophularia ningpoensis. | 2009 |
|
| [Hairy root culture optimization and aucubin medical composition production of Eucommia ulmoides]. | 2009 Aug |
|
| Elucidation of anti-inflammatory potencies of Eucommia ulmoides bark and Plantago asiatica seeds. | 2009 Aug |
|
| Antihepatotoxic activity and chemical constituents of Buddleja asiatica Lour. | 2009 Jan-Feb |
|
| Quantitation of catalpol in rat plasma by liquid chromatography/electrospray ionization tandem mass spectrometry and its pharmacokinetic study. | 2009 Nov 1 |
|
| Sequestration of glucosinolates and iridoid glucosides in sawfly species of the genus Athalia and their role in defense against ants. | 2010 Feb |
|
| Inhibitory Potencies of Several Iridoids on Cyclooxygenase-1, Cyclooxygnase-2 Enzymes Activities, Tumor Necrosis factor-α and Nitric Oxide Production In Vitro. | 2010 Mar |
Patents
Sample Use Guides
Aucubin was found to protect against liver damage induced by carbon tetrachloride or alpha-amanitin in mice and rats when 80 mg/kg was dosed intraperitoneally.
Route of Administration:
Intraperitoneal
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207-540-8
Created by
admin on Sat Jun 26 04:07:57 UTC 2021 , Edited by admin on Sat Jun 26 04:07:57 UTC 2021
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M2138
Created by
admin on Sat Jun 26 04:07:57 UTC 2021 , Edited by admin on Sat Jun 26 04:07:57 UTC 2021
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PRIMARY | Merck Index | ||
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91458
Created by
admin on Sat Jun 26 04:07:57 UTC 2021 , Edited by admin on Sat Jun 26 04:07:57 UTC 2021
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2G52GS8UML
Created by
admin on Sat Jun 26 04:07:57 UTC 2021 , Edited by admin on Sat Jun 26 04:07:57 UTC 2021
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C006650
Created by
admin on Sat Jun 26 04:07:57 UTC 2021 , Edited by admin on Sat Jun 26 04:07:57 UTC 2021
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AUCUBIN
Created by
admin on Sat Jun 26 04:07:57 UTC 2021 , Edited by admin on Sat Jun 26 04:07:57 UTC 2021
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479-98-1
Created by
admin on Sat Jun 26 04:07:57 UTC 2021 , Edited by admin on Sat Jun 26 04:07:57 UTC 2021
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SUBSTANCE RECORD
