Structure of Aucubin
CAS No.: 479-98-1
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Aucubin is an iridoid glycoside with a wide range of biological activities, including anti-inflammatory, anti-microbial, anti-algesic as well as anti-tumor activities.
Synonyms: Rhinanthin
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 479-98-1 |
Formula : | C15H22O9 |
M.W : | 346.33 |
SMILES Code : | O[C@H]([C@@H](O)[C@@H]1O)[C@](O[C@@H]1CO)([H])O[C@H](OC=C2)[C@@]3([H])[C@]2([H])[C@H](O)C=C3CO |
Synonyms : |
Rhinanthin
|
MDL No. : | MFCD00136026 |
InChI Key : | RJWJHRPNHPHBRN-FKVJWERZSA-N |
Pubchem ID : | 91458 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302 |
Precautionary Statements: | P264-P270-P301+P312+P330-P501 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
primary cortical neurons | 50 μg/ml, 100 μg/ml, 200 μg/ml | 12 h | To evaluate the protective effects of Aucubin against H2O2-induced oxidative stress. Results showed that Aucubin significantly enhanced the translocation of Nrf2 into the nucleus, activated antioxidant enzymes, suppressed excessive generation of ROS, and reduced cell apoptosis. | J Neuroinflammation. 2020 Jun 15;17(1):188 |
hBM-MSCs | 0, 0.01, 0.1, 1 μM | 3, 7 days | To evaluate the effect of Aucubin on osteogenic differentiation of hBM-MSCs. The results showed that Aucubin significantly increased the expression of osteogenesis-related genes and promoted early and late mineralization. | Stem Cell Res Ther. 2022 Aug 19;13(1):424 |
hBM-MSCs | 0, 0.01, 0.1, 1 μM | 1, 3, 5, 7 days | To evaluate the effect of Aucubin on the viability and proliferation of hBM-MSCs. The results showed that different concentrations of Aucubin did not have a significant impact on the viability and proliferation of hBM-MSCs at different time nodes. | Stem Cell Res Ther. 2022 Aug 19;13(1):424 |
neonatal rat cardiomyocytes | 1, 3, 10, 25 and 50 μM | 24 h | To evaluate the effect of Aucubin on cardiomyocyte hypertrophy. Results showed that Aucubin at 50 μM significantly reduced cell surface area and mRNA expression levels of ANP and β-MHC. | Br J Pharmacol. 2018 May;175(9):1548-1566 |
H9c2 cardiomyocytes | 1, 3, 10, 25 and 50 μM | 24 h | To evaluate the effect of Aucubin on cardiomyocyte hypertrophy. Results showed that Aucubin at higher concentrations (10 and 50 μM) significantly reduced cell surface area and mRNA expression levels of ANP and β-MHC. | Br J Pharmacol. 2018 May;175(9):1548-1566 |
rat primary chondrocytes | 50 μM | 24 h | To assess the inhibitory effect of Aucubin on IL-1β-induced chondrocyte apoptosis, results showed Aucubin significantly reduced apoptosis rate. | Drug Des Devel Ther. 2019 Oct 9;13:3529-3538 |
rat primary chondrocytes | 1, 10, 20, 50 μM | 24 and 48 h | To evaluate the protective effect of Aucubin on IL-1β-induced cytotoxicity in chondrocytes, results showed Aucubin significantly reversed IL-1β-induced cytotoxicity. | Drug Des Devel Ther. 2019 Oct 9;13:3529-3538 |
PC12 cells | 10 µM, 500 µM, 5 mM | 24 h | To evaluate the effect of AU on gene expression in PC12 cells, results showed significant downregulation of CXCL10 and BTN3A2 expression | Front Immunol. 2023 Feb 23;14:1007624 |
HFLS cells | 16 µM | 24 h | To evaluate the effect of AU on gene expression in HFLS cells, results showed no significant changes in the expression levels of the six diagnostic markers, but significant downregulation of bIII-tubulin gene expression | Front Immunol. 2023 Feb 23;14:1007624 |
PC12 cells | 0-5 mM | 24 h | To evaluate the effect of AU on cell proliferation ability, results showed AU significantly increased the proliferation of PC12 cells | Front Immunol. 2023 Feb 23;14:1007624 |
su5416-injured human umbilical vein endothelial cells (HUVECs) | 5–20 μM | 48 h | To evaluate the effect of Aucubin on the proliferation of su5416-injured HUVECs, results showed that 5–20 μM aucubin significantly increased the cell viability of su5416-injured HUVECs. | Chin Med. 2023 Aug 29;18(1):108 |
Human umbilical vein endothelial cells (HUVECs) | 6.25–100 μM | 48 h | To evaluate the effect of Aucubin on the proliferation of HUVECs, results showed that 25–100 μM aucubin increased the cell viability of HUVECs. | Chin Med. 2023 Aug 29;18(1):108 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
C57BL/6 mice | Weight-drop induced traumatic brain injury model | Intraperitoneal injection | 20 mg/kg or 40 mg/kg | Administered at 30 min, 12 h, 24 h, and 48 h post-injury | To evaluate the protective effects of Aucubin on traumatic brain injury. Results showed that Aucubin significantly attenuated brain edema, histological damages, and improved neurological and cognitive deficits. Additionally, Aucubin significantly suppressed HMGB1-mediated aseptic inflammation. Nrf2 knockdown blunted the antioxidant and anti-inflammatory neuroprotective effects of Aucubin. | J Neuroinflammation. 2020 Jun 15;17(1):188 |
C57BL/6 male mice | Destabilization of the medial meniscus (DMM) model | Oral gavage | 50 mg/kg | Once daily for 8 weeks | To evaluate the protective effect of Aucubin on OA progression in DMM mouse model, results showed Aucubin significantly attenuated proteoglycan loss and cartilage erosion. | Drug Des Devel Ther. 2019 Oct 9;13:3529-3538 |
Gerbils | Forebrain ischemia-reperfusion injury (fIRI) model | Intraperitoneal injection | 1, 5, and 10 mg/kg | Once daily for seven days | To evaluate the neuroprotective effects of Aucubin against forebrain ischemia-reperfusion injury. Results showed that pretreatment with 10 mg/kg of Aucubin significantly improved short-term memory function and protected hippocampal CA1 pyramidal cells from ischemia-reperfusion injury. | Antioxidants (Basel). 2023 May 11;12(5):1082 |
Transgenic medaka (Oryzias latipes) | RANKL-induced osteoporosis model | Immersion | 25 and 50 μM | Once daily for 5 days | To evaluate the effect of Aucubin on RANKL-induced osteoporosis in medaka, results showed that 25 and 50 μM aucubin reduced the resorption of the mineralized bone matrix and centra degradation. | Chin Med. 2023 Aug 29;18(1):108 |
Tags: Aucubin | Bacterial | iridoid | glucoside | Plantago | asiatica | Eucommia | ulmoides | antioxidant | aging | inflammatory | antimicrobial | anti-fibrotic | cancer | hepatoprotective | neuroprotective | osteoprotective | inhibitor | 479-98-1 |
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P263 | Avoid contact during pregnancy/while nursing. |
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P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
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P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
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P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
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P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
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H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
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H223 | Flammable aerosol |
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H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
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H290 | May be corrosive to metals |
Health hazards | |
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H301 | Toxic if swallowed |
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H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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