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Merck

55561

Aucubin

analytical standard

Synonym(s):

Aucuboside, Rhimantin

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About This Item

Empirical Formula (Hill Notation):
C15H22O9
CAS Number:
479-98-1
Molecular Weight:
346.33
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329758137
EC Number:
207-540-8
Beilstein/REAXYS Number:
50340
MDL number:
MFCD00136026

Key Documents

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InChI key

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

SMILES string

[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

grade

analytical standard

assay

≥98.0% (HPLC)

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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General description

Aucubin is a chromogene iridoid glucoside isolated from the genus, Veronica L. and exhibits a broad-spectrum of biological activities such as hepatoprotective, antitoxic, neuroprotective, antiaging, antiosteoporosis, anti-inflammatory and cardioprotective effects.

Application

Aucubin may be used as an analytical reference standard for the quantification of the analyte in Veronica genus using liquid chromatography coupled to mass spectrometry. It may also be used as an internal standard for the determination of catalpol in biological samples using high-performance liquid chromatography coupled with atmospheric pressure chemical ionization−tandem mass spectrometry.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: plantago

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

55561-25MG-F: + 55561-BULK-F: + 55561-5MG-F: + 55561-VAR-F:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG8640
BCCF3138
BCCC6901
BCCB6932
BCBZ7240

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Antioxidant and pancreas-protective effect of aucubin on rats with streptozotocin-induced diabetes
Jin L, et al.
European Journal of Pharmacology, 582(1), 162-167 (2008)
LC/MS analysis of aucubin and catalpol of some Veronica species
Crisan G, et al.
Farmacia, 58, 237-247 (2010)
MIC, et al.
Research Communications in Molecular Pathology and Pharmacology, 102(2), 189-204 (1998)
Yang Li et al.
Carbohydrate research, 344(16), 2270-2273 (2009-09-19)
X-ray diffraction analyses of iridoid glycoside aucubin (1) and its aglycone aucubigenin (2) are reported. It was found that crystals of 1 are orthorhombic, with P2(1)2(1)2(1) space group, both cyclopentane ring and pyran ring adopt envelope conformations, and the Glc
HPLC?PDA determination of bioactive diterpenoids from plant materials and commercial products of Andrographis paniculata
Li W and Fitzloff F.J
Journal of Liquid Chromatography and Related Technologies, 27(15), 2407-2420 (2006)
View All Related Papers

Global Trade Item Number

SKUGTIN
8.43969.005004027269257644

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