Ginkgolide C

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

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For Research Use Only.

Category

Diterpenoids

Cat.No.

NP1518

CAS

15291-76-6

Product Name

Ginkgolide C

Structure

Product Details

Description

Ginkgolide C is a bioactive diterpenoid trilactone compound derived from the leaves of the Ginkgo biloba tree. Similar to its counterparts Ginkgolide A and Ginkgolide B, it is characterized by its unique trilactone structure with multiple chiral centers, contributing to its diverse pharmacological properties. Ginkgolide C is known for its potent antagonistic effects on platelet-activating factor (PAF), making it a promising candidate for treating inflammatory and allergic conditions. Additionally, it has been studied for its neuroprotective effects, particularly in the context of neurodegenerative diseases and cerebral ischemia.

Synonyms

(1S,2R,3S,3aS,4R,6aR,7aR,7bR,8S,10aS,11R,11aR)-3-(1,1-Dimethylethyl)hexahydro-2,4,7b,11-tetrahydroxy-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,1,2,3,5,7,8-heptahydroxy-α3-methyl-, tri-γ-lactone; Ginkgolide A, 1,7-dihydroxy-, (1β,7β)-; 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-2,4,7b,11-tetrahydroxy-8-methyl-, [1R-(1α,2α,3β,3aS*,4β,6aα,7aα,7bα,8α,10aα,11α,11aR*)]-; BN 52022

IUPAC Name

(1R,3R,6R,7S,8S,9R,10S,11R,12R,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-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

440.40

Molecular Formula

C20H24O11

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]([C@H]5O)C(C)(C)C)[C@H](C(=O)O[C@H]6O4)O)O

InChI

InChI=1S/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6-,7+,8+,9+,10-,11+,15+,17+,18-,19-,20-/m1/s1

InChIKey

AMOGMTLMADGEOQ-DTDWCABLSA-N

Boiling Point

813.8±65.0 °C | Condition: Press: 760 Torr

Melting Point

>3000 °C (dec.)

Purity

>98%

Density

1.72±0.1 g/cm3

Solubility

Soluble in DMSO (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly, Heated)

Appearance

White to off-white solid

Shelf Life

2 years

Storage

Store at -20 °C

Alpha

D24 -14.7° (c = 1 in ethanol)

Chemical Properties

Crystalline Solid

Color

Yellow

10-21

Form

Powder

HS Code

29322090

MDL

MFCD02094178

NACRES

NA.24

Packaging

20 mg

pKa

10.88±0.70(Predicted)

Safety Statements

22-24/25

Uses

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

WGK Germany

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