Ginkgolide C
Grundinformationen
- CAS
15291-76-6- Standard-SMILES
C[C@@H]1C(=O)O[C@H]2[C@H](O)[C@]34[C@@H]5OC(=O)[C@]3(O[C@@H]3OC(=O)[C@H](O)[C@@]34[C@H](C(C)(C)C)[C@H]5O)[C@@]12O- InChIKey
AMOGMTLMADGEOQ-DTDWCABLSA-N- Summenformel
- C20H24O11
- Durchschnittliche Molmasse
- 440,4 g/mol
- Monoisotopische Masse
- 440,13186158
Überblick
ginkgolide-C has been reported in Ginkgo biloba with data available.
Namen und Bezeichner
- Bevorzugter Name
- Ginkgolide C
- IUPAC
- (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
- Englischer Name
- Ginkgolide C
- Summenformel
- C20H24O11
- Molmasse
- 440.4
Namen und Synonyme
Ginkgolide C15291-76-6BN-5202232ZQ957R4ABN 52022DTXSID608645697-hydroxy-ginkgolide BRefChem:37151DTXCID901021828(1R,3R,8S,9R,10S,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo(8.7.2.0^(1,11).0^(3,7).0^(7,11).0^(13,17))nonadecane-5,15,18-trione(1R,3R,8S,9R,10S,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-trioneginkgolide-C
Weitere Namen anzeigen
bn52022CGinkgolidGingkolide CGinkgolide C (~90%)Ginkgolide C (BN-52022)Ginkgolide C, 10 mM in DMSOGinkgolide C(P) (AHP Verified)GinkgolideA,1,7-dihydroxy-, (1α,7β)-
1,7-Dihydroxy-ginkgolide A1alpha,7beta-Dihydroxyginkgolide AUNII-32ZQ957R4AGinkgolide A, 1,7-dihydroxy-, (1alpha,7beta)-GINKGOLIDE C [MI]GINKGOLIDE C [WHO-DD]CHEMBL4765159SCHEMBL30331275
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -1,4
- Polarare Oberfläche (TPSA)
- 169 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 11
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 31
- Formalladung
- 0
- Komplexität
- 957
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Physikochemische Eigenschaften
- Schmelzpunkt
- 3000 · >3000 (dec)
- Siedepunkt
- 813.8 · 813.8±65.0 °C(Predicted)
- Dichte
- 1.72 · 1.72±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- Löslichkeit
- DMSO (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly, Heated)
- Aggregatzustand
- Solid
- pka
- 10.88 · 10.88±0.70(Predicted)
- Farbe
- White to Off-White
- InChIKey
- AMOGMTLMADGEOQ-WCHJOOGENA-N
- LogP
- 1.719 · 1.719 (est)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- F
- 10-21
- wgk
- 3
- hs_code
- 29322090
- safety_code
- 22-24/25
Chemie und Industrie
Anwendungen
BeschreibungGinkgolide C is a flavone first extracted from G. biloba leaves with multiple reported biological functions. It has been identified as a selective platelet activating factor receptor antagonist (IC50 = 37.6 μM). Ginkgolide C has also been shown to increase lipolysis and to inhibit adipogenesis in adipocytes via the activated AMPK pathway.
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