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B9031

Sigma-Aldrich

(−)-Bilobalide from Ginkgo biloba leaves

≥93% (HPLC)

Synonym(e):

Bilobalide

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About This Item

Empirische Formel (Hill-System):
C15H18O8
CAS-Nummer:
33570-04-6
Molekulargewicht:
326.30
MDL-Nummer:
MFCD00238547
UNSPSC-Code:
85151701
PubChem Substanz-ID:
24892116
NACRES:
NA.28

Biologische Quelle

plant leaves (Ginkgo biloba)

Qualitätsniveau

100

Assay

≥93% (HPLC)

Form

powder

Methode(n)

HPLC: suitable

Farbe

white

Lagertemp.

−20°C

SMILES String

CC(C)(C)[C@]1(O)CC2OC(=O)C[C@@]23C(=O)OC4OC(=O)[C@H](O)[C@]134

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

InChIKey

MOLPUWBMSBJXER-YDGSQGCISA-N

Verwandte Kategorien

Allgemeine Beschreibung

Bilobalide is a biologically active terpenic trilactone (terpenoid) extracted from Ginkgo biloba. It is synthesized from geranylgeranyl pyrophosphate (GGPP).

Anwendung

(-)-Bilobalide from Ginkgo biloba leaves has been used as a reference substance to study the antimicrobial activity of different fractions of G.biloba leaves against a number of Gram-positive and negative bacteria and yeasts.

Biochem./physiol. Wirkung

Bilobalide is an inducer of cytochrome P450 enzymes CYP3A1 and CYP1A2. It exhibits neuroprotective, anti-inflammatory, anti-oxidative and anti-apoptotic properties. Bilobalide, a γ-aminobutyric acid (GABA) AA-rho, 5-hydroxytryptamine type 3 (5-HT(3)) receptor antagonist, may be used to study the function of these receptors in the brain processes such as cognition and memory. It serves as a specific platelet-activating factor receptor antagonist, which helps in the treatment of cardiovascular (Alzheimer′s disease) and cerebrovascular diseases.
Bioactive terpenoid found in Ginkgo biloba.

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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vibrant-m

NIST3247

Ginkgo biloba-Extrakt

Geranylgeranylpyrophosphat Ammoniumsalz solution, ≥95% (TLC), ~1 mg/mL in methanol: NH4OH (7:3)

Sigma-Aldrich

G6025

Geranylgeranylpyrophosphat Ammoniumsalz

Induction of cytochrome P450 3A by the Ginkgo biloba extract and bilobalides in human and rat primary hepatocytes
Zhou SF, et al.
Drug Metabolism Letters, 2(1), 60-66 (2008)
Antimicrobial investigation of semipurified fractions of Ginkgo biloba leaves
Mazzanti G, et al.
Journal of Ethnopharmacology, 71(1-2), 83-88 (2000)
Protective and therapeutic role of Bilobalide in cuprizone-induced demyelination
Sui RX, et al.
International Immunopharmacology, 66, 69-81 (2019)
Molecular cloning, characterization, and functional analysis of acetyl-CoA C-acetyltransferase and mevalonate kinase genes involved in terpene trilactone biosynthesis from Ginkgo biloba
Chen Q, et al.
Molecules (Basel), 22(1), 74-74 (2017)
Flaubert Tchantchou et al.
Journal of Alzheimer's disease : JAD, 18(4), 787-798 (2009-08-08)
Loss of synapses has been correlated with dementia in Alzheimer's disease (AD) as an early event during the disease progression. Hence, synaptogenesis and neurogenesis in adulthood could serve as a therapeutic target for the prevention and treatment of AD. Recently
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