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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

Product Name

Aucubin, analytical standard

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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Other Notes

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

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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3554
BCCM4706
BCCJ5827
BCCG8640
BCCF3138

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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
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)
Helga Pankoke et al.
Insect biochemistry and molecular biology, 42(6), 426-434 (2012-03-27)
Herbivores with polyphagous feeding habits must cope with a diet that varies in quality. One of the most important sources of this variation in host plant suitability is plant secondary chemistry. We examined how feeding on plants containing one such
View All Related Papers

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