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Aucubin

analytical standard

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Synonym(s):
Aucuboside, Rhimantin
Empirical Formula (Hill Notation):
C15H22O9
CAS Number:
479-98-1
Molecular Weight:
346.33
Beilstein:
50340
EC Number:
207-540-8
MDL number:
MFCD00136026
PubChem Substance ID:
329758137
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥98.0% (HPLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

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

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

InChI key

RJWJHRPNHPHBRN-FKVJWERZSA-N

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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LC/MS analysis of aucubin and catalpol of some Veronica species
Crisan G, et al.
Farmacia, 58, 237-247 (2010)
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)
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)
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