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B9031

Sigma-Aldrich

(−)-Bilobalide from Ginkgo biloba leaves

≥93% (HPLC)

Synonym(s):
Bilobalide
Empirical Formula (Hill Notation):
C15H18O8
CAS Number:
Molecular Weight:
326.30
MDL number:
PubChem Substance ID:

biological source

plant leaves (Ginkgo biloba)

Quality Level

Assay

≥93% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white

storage temp.

−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

InChI key

MOLPUWBMSBJXER-YDGSQGCISA-N

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This Item
345887D3676G1660
Ginkgolic Acid (15:1) A cell-permeable anacardic acid analog that inhibits protein SUMO .

Sigma-Aldrich

345887

Ginkgolic Acid (15:1)

biological source

plant leaves (Ginkgo biloba)

biological source

-

biological source

Taxus baccata

biological source

plant (Ungeria victoris)

assay

≥93% (HPLC)

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

≥94% (HPLC)

form

powder

form

solid

form

solid

form

powder

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

-

technique(s)

-

color

white

color

white

color

white

color

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

General description

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

Application

(-)-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 Actions

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.

Storage Class Code

13 - Non 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

Certificate of Analysis

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Certificate of Origin

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