CAS 75088-80-1|Manoalide

Introduction:Basic information about CAS 75088-80-1|Manoalide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameManoalide
CAS Number75088-80-1Molecular Weight416.550
Density1.1±0.1 g/cm3Boiling Point609.6±55.0 °C at 760 mmHg
Molecular FormulaC25H36O5Melting Point/
MSDS/Flash Point203.3±25.0 °C

Names

Namemanoalide
SynonymMore Synonyms

Manoalide BiologicalActivity

DescriptionManoalide is a potent Phospholipase A2 (PLA2) and Phospholipase C (PLC) inhibitor. Manoalide, a sesterpenoid compound, displays anti-inflammatory and antibacterial activities[1][2][3].
Related CatalogResearch Areas >>InfectionSignaling Pathways >>Metabolic Enzyme/Protease >>PhospholipaseResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Anti-infection >>Bacterial
Target

PLA2

PLC

In VitroManoalide (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].
In VivoManoalide 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].
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.

Chemical & Physical Properties

Density1.1±0.1 g/cm3
Boiling Point609.6±55.0 °C at 760 mmHg
Molecular FormulaC25H36O5
Molecular Weight416.550
Flash Point203.3±25.0 °C
Exact Mass416.256287
PSA75.99000
LogP5.19
Vapour Pressure0.0±4.0 mmHg at 25°C
Index of Refraction1.549
InChIKeyFGJIDQWRRLDGDB-CPIXEKRISA-N
SMILESCC(=CCCC1=CCC(C2=CC(=O)OC2O)OC1O)CCC1=C(C)CCCC1(C)C

Safety Information

Hazard CodesXn: Harmful;
Risk Phrases20/22
Safety Phrases36

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
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