Aucubin

Modify Date: 2024-01-02 12:07:09

Aucubin Structure
Aucubin structure
 Common Name Aucubin
CAS Number 479-98-1 Molecular Weight 346.330
Density 1.6±0.1 g/cm3 Boiling Point 669.0±55.0 °C at 760 mmHg
Molecular Formula C15H22O9 Melting Point 180 - 184ºC
MSDS Chinese USA Flash Point 358.4±31.5 °C

 Use of Aucubin


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.IC50 value:Target:In vitro: Aucubin promotes neuronal differentiation and neurite outgrowth in neural stem cells cultured primarily from the rat embryonic hippocampus [1]. Aucubin significantly reversed the elevated gene and protein expression of MMP-3, MMP-9, MMP-13, iNOS, COX-2 and the production of NO induced by IL-1β challenge in rat chondrocytes [2]. In vivo:

 Names

Name Aucubin
Synonym More Synonyms

 Aucubin Biological Activity

Description 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.IC50 value:Target:In vitro: Aucubin promotes neuronal differentiation and neurite outgrowth in neural stem cells cultured primarily from the rat embryonic hippocampus [1]. Aucubin significantly reversed the elevated gene and protein expression of MMP-3, MMP-9, MMP-13, iNOS, COX-2 and the production of NO induced by IL-1β challenge in rat chondrocytes [2]. In vivo:
Related Catalog
References

[1]. Sheng-nan Wang, et al. Aucubin prevents interleukin-1 beta induced inflammation and cartilage matrix degradation via inhibition of NF-κB signaling pathway in rat articular chondrocytes. International Immunopharmacology, Volume 24, Issue 2, February 2015

[2]. Xue B, et al. Pharmacokinetics and tissue distribution of Aucubin, Ajugol and Catalpol in rats using a validated simultaneous LC-ESI-MS/MS assay. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Oct 1;1002:245-53.

[3]. Shirley KP, et al. In Vitro Effects of Plantago Major Extract, Aucubin, and Baicalein on Candida Albicans Biofilm Formation, Metabolic Activity, and Cell Surface Hydrophobicity. J Prosthodont. 2015 Nov 30.

[4]. Yong Min Kim, et al. Aucubin Promotes Neurite Outgrowth in Neural Stem Cells and Axonal Regeneration in Sciatic Nerves. Exp Neurobiol. 2014 Sep; 23(3): 238–245.

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 669.0±55.0 °C at 760 mmHg
Melting Point 180 - 184ºC
Molecular Formula C15H22O9
Molecular Weight 346.330
Flash Point 358.4±31.5 °C
Exact Mass 346.126373
PSA 149.07000
LogP -3.17
Vapour Pressure 0.0±4.6 mmHg at 25°C
Index of Refraction 1.660
Storage condition 2-8°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn
Risk Phrases R22
Safety Phrases S22-S45
RIDADR NONH for all modes of transport
WGK Germany 3

 Precursor & DownStream

Precursor  2

DownStream  0

 Articles129

More Articles
Binding properties of antimicrobial agents to lipid membranes using surface plasmon resonance.

Biol. Pharm. Bull. 37(8) , 1383-9, (2014)

In the present study, we examined the interaction of antimicrobial agents with four model lipid membranes that mimicked mammalian cell membranes and Gram-positive and -negative bacterial membranes and...

Positive cooperativity between acceptor and donor sites of the peptidoglycan glycosyltransferase.

Biochem. Pharmacol. 93(2) , 141-50, (2015)

The glycosyltransferases of family 51 (GT51) catalyze the polymerization of lipid II to form linear glycan chains, which, after cross linking by the transpeptidases, form the net-like peptidoglycan ma...

Investigation of the interactions between the EphB2 receptor and SNEW peptide variants.

Growth Factors 32(6) , 236-46, (2014)

EphB2 interacts with cell surface-bound ephrin ligands to relay bidirectional signals. Overexpression of the EphB2 receptor protein has been linked to different types of cancer. The SNEW (SNEWIQPRLPQH...

 Synonyms

Rhimanthin
EINECS 207-540-8
Aucubin
Rhinanthin
(2S,3R,4S,5S,6R)-2-{[(1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
Rhimantin
(1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl β-D-glucopyranoside
β-D-Glucopyranoside, (1S,4aR,5S,7aS)-1,4a,5,7a-tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl
AUCUBOSIDE
[1S-(1a,4aa,5a,7a)]-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl-b-D-glucopyranoside
MFCD00136026
(2S,3R,4S,5S,6R)-2-{[(1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxyméthyl)-1,4a,5,7a-tétrahydrocyclopenta[c]pyran-1-yl]oxy}-6-(hydroxyméthyl)tétrahydro-2H-pyran-3,4,5-triol
(2S,3R,4S,5S,6R)-2-{[(1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyr-1-yl]oxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
(1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyr-1-yl-β-D-glucopyranoside
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