Introduction:Basic information about CAS 75088-80-1|Manoalide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Manoalide |
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| CAS Number | 75088-80-1 | Molecular Weight | 416.550 |
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| Density | 1.1±0.1 g/cm3 | Boiling Point | 609.6±55.0 °C at 760 mmHg |
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| Molecular Formula | C25H36O5 | Melting Point | / |
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| MSDS | / | Flash Point | 203.3±25.0 °C |
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Names
| Name | manoalide |
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| Synonym | More Synonyms |
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Manoalide BiologicalActivity
| Description | Manoalide is a potent Phospholipase A2 (PLA2) and Phospholipase C (PLC) inhibitor. Manoalide, a sesterpenoid compound, displays anti-inflammatory and antibacterial activities[1][2][3]. |
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| Related Catalog | Research Areas >>InfectionSignaling Pathways >>Metabolic Enzyme/Protease >>PhospholipaseResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Anti-infection >>Bacterial |
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| Target | PLA2 PLC |
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| In Vitro | Manoalide (0.05 μM) impaires IL-7-induced entry of the B cell progenitors into S and G2/M phases and increases the population of apoptotic cells in IL-7-cultured B cell progenitors. In addition, Manoalide reduced IL-7-induced phosphorylation of S6 compared to the control without inhibitor pre-treatment[1]. |
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| In Vivo | Manoalide reverses venom preconditioning (VPC)-induced anti-inflammatory effects 24 h after surgical brain injury (SBI) in adult male Sprague-Dawley rats, 260 to 300 g[1]. |
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| References | [1]. Mei Yu, et al. PLCγ-dependent mTOR signalling controls IL-7-mediated early B cell development. Nat Commun. 2017 Nov 13;8(1):1457. [2]. Yuechun Wang, et al. Naja sputatrix Venom Preconditioning Attenuates Neuroinflammation in a Rat Model of Surgical Brain Injury via PLA2/5-LOX/LTB4 Cascade Activation. Sci Rep. 2017 Jul 14;7(1):5466. [3]. Afef Dellai, et al. Anticonvulsant and analgesic activities of crude extract and its fractions of the defensive secretion from the Mediterranean sponge, Spongia officinalis. Cancer Cell Int. 2012 Apr 11;12(1):15. |
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Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 609.6±55.0 °C at 760 mmHg |
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| Molecular Formula | C25H36O5 |
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| Molecular Weight | 416.550 |
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| Flash Point | 203.3±25.0 °C |
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| Exact Mass | 416.256287 |
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| PSA | 75.99000 |
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| LogP | 5.19 |
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| Vapour Pressure | 0.0±4.0 mmHg at 25°C |
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| Index of Refraction | 1.549 |
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| InChIKey | FGJIDQWRRLDGDB-CPIXEKRISA-N |
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| SMILES | CC(=CCCC1=CCC(C2=CC(=O)OC2O)OC1O)CCC1=C(C)CCCC1(C)C |
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Safety Information
| Hazard Codes | Xn: Harmful; |
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| Risk Phrases | 20/22 |
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| Safety Phrases | 36 |
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Synonyms
| Manoalide |
| MFCD00153826 |
| (5R)-5-Hydroxy-4-{(2R,6R)-6-hydroxy-5-[(3E)-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hexen-1-yl]-3,6-dihydro-2H-pyran-2-yl}-2(5H)-furanone |
| 2(5H)-Furanone, 4-[(2R,6R)-3,6-dihydro-6-hydroxy-5-[(3E)-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hexen-1-yl]-2H-pyran-2-yl]-5-hydroxy-, (5R)- |
| (2R)-2-hydroxy-3-[(2R,6R)-6-hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl]-2H-furan-5-one |