Ginkgolide A

For Research Use Only.
Category
Diterpenoids
Cat.No.
NP1492
CAS
15291-75-5
Product Name
Ginkgolide A
Structure
Structure

Product Details

Description
Ginkgolide A is an extract from in Ginkgo biloba and a g-aminobutyric acid (GABA) antagonist with a Ki of 14.5 μM.
Synonyms
(1R,3S,3aS,4R,6aR,7aR,7bR,8S,10aS,11aS)-3-(1,1-Dimethylethyl)hexahydro-4,7b-dihydroxy-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; 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-dihydroxy-8-methyl-, [1R-(1α,3β,3aS*,4β,6aα,7aα,7bα,8α,10aα,11aS*)]-; [1R-(1α,3β,3aS*,4β,6aα,7aα,7bα,8α,10aα,11aS*)]-3-(1,1-Dimethylethyl)hexahydro-4,7b-dihydroxy-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; Bilobalide A; BN 52020
IUPAC Name
(1R,3R,6R,7S,8S,10R,11S,13S,16S,17R)-8-tert-butyl-6,17-dihydroxy-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
408.40
Molecular Formula
C20H24O9
Canonical SMILES
C[C@@H]1C(=O)O[C@@H]2[C@]1([C@@]34C(=O)O[C@H]5[C@]3(C2)[C@@]6([C@@H](C5)C(C)(C)C)[C@H](C(=O)O[C@H]6O4)O)O
InChI
InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3/t7-,8+,9-,10+,11+,15+,17-,18+,19-,20-/m1/s1
InChIKey
FPUXKXIZEIDQKW-VKMVSBOZSA-N
Boiling Point
710.1±60.0 °C at 760 mmHg
Melting Point
280 °C (dec.)
Purity
>98%
Density
1.56±0.1 g/cm3
Solubility
Soluble in DMSO
Appearance
White to off-white solid
Storage
Store at -20 °C, under inert atmosphere
Alpha
D24 -53.4° (c = 1 in ethanol)
Chemical Properties
Crystalline Solid
Color
Yellow
EINECS
604-873-4
F
10
Form
Powder
HS Code
29322090
MDL
MFCD07437829
Packaging
20 mg
pKa
11.45±0.70(Predicted)
RTECS
KC9943000
Safety Statements
24/25
Uses
Family of bioactive terpenes treating cardiovascular and cerebrovascular diseases. Specific platelet activating factor (PAF) antagonists.
WGK Germany
3
λmax
219nm(EtOH)(lit.)
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