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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:
Molecular Weight:
326.30
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
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Product Name

(−)-Bilobalide, analytical standard

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

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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.

General description

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

Other Notes

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
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
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.
Brain research, 1425, 155-163 (2011-10-29)
Neuroprotective properties of bilobalide, a specific constituent of Ginkgo extracts, were tested in a mouse model of stroke. After 24h of middle cerebral artery occlusion (MCAO), bilobalide reduced infarct areas in the core region (striatum) by 40-50% when given at
Chun Shi et al.
Journal of molecular neuroscience : MN, 45(2), 69-75 (2010-05-22)
Bilobalide (BB), a sesquiterpene trilactone from Ginkgo biloba has been proposed to have protective effects on mitochondrial function. Using ovariectomized rats to mimic the post-menopausal pathophysiological changes in women, this study demonstrated that BB treatment could prevent estrogen withdrawal-induced decrease

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