amauromine
amauromine Basic information
- Product Name:
- amauromine
- Synonyms:
-
- amauromine
- (5aS)-8aα,16aα-Bis(1,1-dimethyl-2-propenyl)-5aα,8,8a,13,13aα,15aβ,16,16a-octahydropyrazino[1'',2'':1,5:4'',5'':1',5']dipyrrolo[2,3-b:2',3'-b']diindole-7,15(5H,7aβH)-dione
- Antibiotic FR-900220
- FR-900220
- WF-6237
- (5aS,7aS,8aR,13aS,15aS,16aR)-8a,16a-Bis(1,1-dimethyl-2-propen-1-yl)-5a,8,8a,13,13a,15a,16,16a-octahydro-pyrazino[1'',2'':1,5
- 4'',5'':1',5']dipyrrolo[2,3-b:2',3'-b']diindole-7,15(5H,7aH)-dione
- 4'',5'':1',5']dipyrrolo[2,3-b:2',3'-b']diindole-7,15(5H,7aH)-dione, 8a,16a-bis(1,1-dimethyl-2-propen-1-yl)-5a,8,8a,13,13a,15a,16,16a-octahydro-, (5aS,7aS,8aR,13aS,15aS,16aR)-
- CAS:
- 88360-87-6
- MF:
- C32H36N4O2
- MW:
- 508.662
- Mol File:
- 88360-87-6.mol
amauromine Chemical Properties
- Boiling point:
- 689.9±55.0 °C(Predicted)
- Density
- 1.28±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
- form
- A solid
- pka
- 3.26±0.60(Predicted)
- color
- Brown
amauromine Usage And Synthesis
Description
Amauromine is a neutral antagonist of the cannabinoid (CB) receptor CB1 that is selective for CB1 (Ki = 178 nM; Kb = 66.6 nM) over CB2, with no activity at CB2 receptors at concentrations up to 10 μM. It is also an antagonist of GPR18 (IC50 = 3.74 μM). Amauromine has vasodilatory activity.
Uses
Amauromine is a CB1 and Calcium Channel antagonist.
IC 50
CB1: 178 nM (Ki); CB1: 66.6 nM (Kb)
storage
+4°C
References
[1] MAHMOUD FAHMI ELSEBAI. Identification of a Potent and Selective Cannabinoid CB1 Receptor Antagonist from Auxarthron reticulatum[J]. ACS Medicinal Chemistry Letters, 2011, 2 11: 866-869. DOI: 10.1021/ml200183z
[2] MAMONA NAZIR. GPR18 Inhibiting Amauromine and the Novel Triterpene Glycoside Auxarthonoside from the Sponge-Derived Fungus Auxarthron reticulatum.[J]. Planta medica, 2015, 81 12-13: 1141-1145. DOI: 10.1055/s-0035-1545979
[3] SHIGEHIRO TAKASE. Structure of amauromine, a new alkaloid with vasodilating activity produced by amauroascus sp.[J]. Tetrahedron Letters, 1984, 25 41: Pages 4673-4676. DOI: 10.1016/s0040-4039(01)91230-4
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