Ginkgolide C

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For Research Use Only.
Category
Diterpenoids
Cat.No.
NP1518
CAS
15291-76-6
Product Name
Ginkgolide C
Structure
Structure
Size Price Stock Quantity
20 mg $199 In stock

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
F
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
3
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