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Aucubin structure, CAS 479-98-1

Aucubin

CAS Number479-98-1

SynonymsRhimanthin; EINECS 207-540-8; Aucubin; Rhinanthin; Rhimantin; AUCUBOSIDE; MFCD00136026

Molecular FormulaC15H22O9

Molecular Weight346.33

Purity≥98.0 (HPLC)%

Density1.6±0.1 g/cm3

Boiling Point669.0±55.0 °C at 760 mmHg

Melting Point180 - 184ºC

Flash Point

Appearancewhite solid

EINECS207-540-8

MSDSChineseEnglish

SymbolTransport

Signal WordWarning

Cat. No.: 2A-9009265 Purity: ≥98.0 (HPLC)%
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Quality Control of [ 479-98-1 ] Purity: ≥98.0 (HPLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number479-98-1
Catalog No.2A-9009265
Chinese Name桃叶珊瑚苷； 杜仲苷
SynonymsRhimanthin; EINECS 207-540-8; Aucubin; Rhinanthin; Rhimantin; AUCUBOSIDE; MFCD00136026
Molecular FormulaC15H22O9
Molecular Weight346.33
Purity≥98.0 (HPLC)
Density1.6±0.1 g/cm3
Boiling Point669.0±55.0 °C at 760 mmHg
Melting Point180 - 184ºC
Appearancewhite solid
Storage ConditionStore in a sealed container in a ventilated and dr
ApplicationAucubin is a class of iridoid glycosides with a wide range of biological activities, including anti-inflammatory, antibacterial, pain suppression and anti-tumor effects.
EINECS207-540-8
PubChem ID329758137
MDL NumberMFCD00136026
SMILES[H][C@@]12C=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@]1([H])C(CO)=C[C@H]2O
InChI1S/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
InChI KeyRJWJHRPNHPHBRN-FKVJWERZSA-N
Beilstein/REAXYS50340
NACRES CodeNA.24
UNSPSC85151701
Hazard SymbolsTransport
MSDSmsds/9265_1_479_98_1.pdf
BioactivityAucubin 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 Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology Natural Products >> Terpenoids and Glycosides 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 InChIKey RJWJHRPNHPHBRN-FKVJWERZSA-N SMILES OCC1=CC(O)C2C=COC(OC3OC(CO)C(O)C(O)C3O)C12 Storage condition 2-8°C
Use ofAucubin 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: Properties Articles129 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 Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology Natural Products >> Terpenoids and Glycosides 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 Molecular Formula C15H22O9 Exact Mass 346.126373 PSA 149.07000 LogP -3.17 Index of Refraction 1.660 InChIKey RJWJHRPNHPHBRN-FKVJWERZSA-N
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special precautions for users No data available
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