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Merck

55561

Supelco

Aucubin

analytical standard

Synonym(e):

Aucubosid, Rhimantin

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About This Item

Empirische Formel (Hill-System):
C15H22O9
CAS-Nummer:
Molekulargewicht:
346.33
Beilstein:
50340
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Assay

≥98.0% (HPLC)

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Anwendung(en)

food and beverages

Format

neat

Lagertemp.

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

InChIKey

RJWJHRPNHPHBRN-FKVJWERZSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

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

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Analysenzertifikate (COA)

Lot/Batch Number

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Phenyl-β-D-glucopyranosid ≥95.0%

Sigma-Aldrich

292710

Phenyl-β-D-glucopyranosid

Geniposid ≥98% (HPLC)

Sigma-Aldrich

SML0153

Geniposid

Zitronensäure anhydrous for synthesis

Sigma-Aldrich

8.18707

Zitronensäure

Genipin ≥98% (HPLC), powder

Sigma-Aldrich

G4796

Genipin

α-Solanin from potato sprouts, ≥95%

Sigma-Aldrich

S3757

α-Solanin

C75 ≥98% (HPLC), powder

Sigma-Aldrich

C5490

C75

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)

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