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Merck
CN

79593

(−)-Bilobalide

analytical standard

Synonym(s):

Bilobalide

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About This Item

Empirical Formula (Hill Notation):
C15H18O8
CAS Number:
33570-04-6
Molecular Weight:
326.30
NACRES:
NA.24
PubChem Substance ID:
329768523
UNSPSC Code:
85151701
MDL number:
MFCD00132880

Key Documents

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InChI

1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13+,14+,15?/m0/s1

SMILES string

CC(C)(C)[C@]1(O)C[C@@H]2OC(=O)C[C@]23C(=O)O[C@@H]4OC(=O)[C@H](O)C134

InChI key

MOLPUWBMSBJXER-DXPZGIEZSA-N

grade

analytical standard

assay

≥96.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

Related Categories

General description

(−)-Bilobalide is a Ginkgo terpenoid, available as the main pharmacological component in Ginkgo biloba extract. It exhibits neuroprotectant activity.

Application

(−)-Bilobalide may be used as an analytical rstandard for the quantification of the analyte in biological samples using liquid chromatography coupled to 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: ginkgo

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6980V
WXBF6263V
WXBF4995V
BCCL4788
BCCK1717

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Jiangang Shen et al.
Chinese medicine, 6, 8-8 (2011-02-25)
EGb761 is a standard extract from the leaves of Ginkgo biloba (Yinxing) containing ginkgo-flavone glycosides and terpenoid. The flavonoid components of EGb761 scavenge free radicals and protect myocardia from ischemia-reperfusion injury. The present study aims to determine the effects of
Simultaneous determination of ginkgolides A, B, C and bilobalide in plasma by LC-MS/MS and its application to the pharmacokinetic study of Ginkgo biloba extract in rats
Xie J, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 864(1-2), 87-94 (2008)
LC-ESI-MS determination of bilobalide and ginkgolides in canine plasma
Tang J, et al.
Chromatographia, 63(1-2), 53-58 (2006)
Dorothee Lang et al.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques, 13(4), 607-614 (2010-01-01)
PURPOSE. Bilobalide is an active constituent of Ginkgo biloba and has shown neuroprotective effects in mice with cerebral ischemia. In the present study, we investigated brain permeability of bilobalide (i) in healthy mice and (ii) in mice before or after
Chun Shi et al.
Neurochemistry international, 59(1), 59-64 (2011-06-18)
Bilobalide (BB) is a sesquiterpenoid extracted from Ginkgo biloba leaves. An increasing number of studies have demonstrated its neuroprotective effects. The neuroprotective mechanisms may be associated with modulation of intracellular signaling cascades such as the phosphatidyl inositol 3-kinase (PI3K) pathway.
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