Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C15H22O9 |
| Molecular Weight | 346.3298 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@H]3[C@H](O)C=C(CO)[C@@H]23)[C@H](O)[C@@H](O)[C@@H]1O
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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Iridoid glucosides from Veronica hederifolia. | 2002 Aug |
|
| Antileukemic activity of selected natural products in Taiwan. | 2003 |
|
| Effect of iridoid glycoside content on oviposition host plant choice and parasitism in a specialist herbivore. | 2003 Apr |
|
| Immunomodulatory activities of flavonoids, monoterpenoids, triterpenoids, iridoid glycosides and phenolic compounds of Plantago species. | 2003 Jul |
|
| Iridoid and bisiridoid glycosides from Globularia cordifolia. | 2003 May-Jun |
|
| Earthworms and litter distribution affect plant-defensive chemistry. | 2004 Apr |
|
| Anti-protozoal and plasmodial FabI enzyme inhibiting metabolites of Scrophularia lepidota roots. | 2005 Feb |
|
| Synthesis and cytotoxicity of a novel iridoid glucoside derived from aucubin. | 2005 May |
|
| [Study on the chemical constituents of Buddleja purdomii]. | 2005 Nov |
|
| On-line identification of unstable iridoids from Jamesbrittenia fodina by HPLC-MS and HPLC-NMR. | 2005 Nov-Dec |
|
| Chemotaxonomy of Veroniceae and its allies in the Plantaginaceae. | 2006 Feb |
|
| Bioassay-guided isolation of anti-inflammatory and antinociceptive glycoterpenoids from the flowers of Verbascum lasianthum Boiss. ex Bentham. | 2007 Apr 4 |
|
| Novel phytoandrogens and lipidic augmenters from Eucommia ulmoides. | 2007 Jan 29 |
|
| Phenylethanoids, iridoids and a spirostanol saponin from Veronica turrilliana. | 2007 May |
|
| Phytochemistry and molecular systematics of Triaenophora rupestris and Oreosolen wattii (Scrophulariaceae). | 2008 Aug |
|
| Antiproliferative activity of aucubin is through cell cycle arrest and apoptosis in human non-small cell lung cancer A549 cells. | 2008 Sep |
|
| A new iridoid glycoside from Scrophularia ningpoensis. | 2009 |
|
| Study of chemical composition and antimicrobial activity of leaves and roots of Scrophularia ningpoensis. | 2009 |
|
| Iridoids from Euphrasia genargentea, a rare Sardinian endemism. | 2009 |
|
| Chinese medicines as a resource for liver fibrosis treatment. | 2009 Aug 20 |
|
| The effects of arbuscular mycorrhizal fungi on direct and indirect defense metabolites of Plantago lanceolata L. | 2009 Jul |
|
| Arbuscular mycorrhizal fungal species suppress inducible plant responses and alter defensive strategies following herbivory. | 2009 Jul |
|
| Chemical defense, mycorrhizal colonization and growth responses in Plantago lanceolata L. | 2009 Jun |
|
| The genome-wide expression profile of Scrophularia ningpoensis-treated thapsigargin-stimulated U-87MG cells. | 2009 May |
|
| Screening of common Plantago species in Hungary for bioactive molecules and antioxidant activity. | 2010 |
|
| Traditional herbal medicine in far-west Nepal: a pharmacological appraisal. | 2010 Dec 13 |
|
| Sequestration of glucosinolates and iridoid glucosides in sawfly species of the genus Athalia and their role in defense against ants. | 2010 Feb |
|
| Cholinesterase inhibitory and antioxidant properties of Verbascum mucronatum Lam. and its secondary metabolites. | 2010 Nov-Dec |
|
| Screening medicinal plants for the detection of novel antimalarial products applying the inhibition of β-hematin formation. | 2011 Dec 15 |
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
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
207-540-8
Created by
admin on Tue Oct 22 08:37:05 UTC 2019 , Edited by admin on Tue Oct 22 08:37:05 UTC 2019
|
PRIMARY | |||
|
M2138
Created by
admin on Tue Oct 22 08:37:05 UTC 2019 , Edited by admin on Tue Oct 22 08:37:05 UTC 2019
|
PRIMARY | Merck Index | ||
|
91458
Created by
admin on Tue Oct 22 08:37:05 UTC 2019 , Edited by admin on Tue Oct 22 08:37:05 UTC 2019
|
PRIMARY | |||
|
C006650
Created by
admin on Tue Oct 22 08:37:05 UTC 2019 , Edited by admin on Tue Oct 22 08:37:05 UTC 2019
|
PRIMARY | |||
|
AUCUBIN
Created by
admin on Tue Oct 22 08:37:05 UTC 2019 , Edited by admin on Tue Oct 22 08:37:05 UTC 2019
|
PRIMARY | |||
|
479-98-1
Created by
admin on Tue Oct 22 08:37:05 UTC 2019 , Edited by admin on Tue Oct 22 08:37:05 UTC 2019
|
PRIMARY |
SUBSTANCE RECORD
