Ginkgolide B

Name: Ginkgolide B
Brand: BOC Sciences
Price: 199 USD
Availability: MadeToOrder

Inquiry

For Research Use Only.

Category

Diterpenoids

Cat.No.

NP1517

CAS

15291-77-7

Product Name

Ginkgolide B

Structure

Product Details

Description

Ginkgolide B is a PAFR antagonist with an IC50 of 3.6 μM. Ginkgolide B is a bioactive diterpenoid trilactone derived from Ginkgo biloba leaves, known for its potent platelet-activating factor (PAF) antagonism. It has a complex structure with multiple chiral centers and exhibits significant neuroprotective and cerebrovascular benefits. These properties make it a promising candidate for treating neurodegenerative diseases, inflammation, and conditions related to cerebral blood flow.

Synonyms

(1R,3S,3aS,4R,6aR,7aR,7bR,8S,10aS,11R,11aR)-3-(1,1-Dimethylethyl)hexahydro-4,7b,11-trihydroxy-8-methyl-9H-1,7a-(epoxymethano)-1H,6aH-cyclopenta[c]furo[2,3-b]furo[3',2':3,4]cyclopenta[1,2-d]furan-5,9,12(4H)-trione; 5H-Dicyclopenta[b,c]furan-3,5a(6H)-diacetic acid, 6-tert-butyl-3a-carboxyhexahydro-α5a,1,2,3,5,8-hexahydroxy-α3-methyl-, tri-γ-lactone; Ginkgolide A, 1-hydroxy-, (1β)-; 9H-1,7a-(Epoxymethano)-1H,6aH-cyclopenta[c]furo[2,3-b]furo[3',2':3,4]cyclopenta[1,2-d]furan-5,9,12(4H)-trione, 3-(1,1-dimethylethyl)hexahydro-4,7b,11-trihydroxy-8-methyl-, [1R-(1α,3β,3aS*,4β,6aα,7aα,7bα,8α,10aα,11β,11aR*)]-; Bilobalide B; BN 52021; BN 52051; Ginkgolides, ginkgolide B

IUPAC Name

(1R,3R,6R,7S,8S,10R,11R,12R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione

Molecular Weight

424.40

Molecular Formula

C20H24O10

Canonical SMILES

C[C@@H]1C(=O)O[C@@H]2[C@]1([C@@]34C(=O)O[C@H]5[C@]3([C@H]2O)[C@@]6([C@@H](C5)C(C)(C)C)[C@H](C(=O)O[C@H]6O4)O)O

InChI

InChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11+,15+,17+,18+,19-,20-/m1/s1

InChIKey

SQOJOAFXDQDRGF-MMQTXUMRSA-N

Boiling Point

762.4±60.0 °C at 760 mmHg

Melting Point

280°C (dec.)

Purity

>98%

Density

1.645±0.10 g/cm3

Solubility

Soluble in DMSO, Ethanol

Appearance

White solid

Application

Fibrinolytic Agents

Storage

Store at -20 °C

Alpha

D24 -52.6° (c = 1 in ethanol)

BRN

4727611

Chemical Properties

White Crystalline Solid

Color

Yellow

EINECS

604-876-0

10-21

Form

Powder

HS Code

29322090

Packaging

20 mg

pKa

pKa1 7.14; pKa2 8.60; pKa3 11.89(at 25 °C)

Safety Statements

24/25

Stability

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months

Uses

Family of bioactive terpenes treating cardiovascular and cerebrovascular diseases. Specific platelet activating factor (PAF) antagonists.

Water Solubility

Soluble in DMSO. Slightly soluble in water and ethanol

WGK Germany

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