CAS 80510-06-1|Grossamide

Introduction:Basic information about CAS 80510-06-1|Grossamide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameGrossamide
CAS Number80510-06-1Molecular Weight624.68
Density1.3±0.1 g/cm3Boiling Point934.8±65.0 °C at 760 mmHg
Molecular FormulaC36H36N2O8Melting Point/
MSDS/Flash Point519.2±34.3 °C

Names

NameGrossamide
SynonymMore Synonyms

Grossamide BiologicalActivity

DescriptionGrossamide is a natural product that can be isolated from fructus cannabis, the dried fruit of Cannabis sativa L.. Grossamide has anti-neuroinflammatory effects[1].
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Inflammation/ImmunologyResearch Areas >>Neurological Disease
In VitroGrossamide downregulates LPS-mediated production of inflammatory molecules[1]. Grossamide (0-20 μM, 1 h) inhibits the mRNA levels of TNF-α and IL-6 in a dose-dependent manner, inhibits LPS-induced NF-κB activation, and inhibits LPS-induced TLR4 and MyD88 expression without cytotoxicity[1]. RT-PCR[1] Cell Line: BV-2 microglia cell Concentration: 0, 10, 15, and 20 μM Incubation Time: 1 h and co-cultured with LPS (100 ng/mL) for another 6 h Result: Inhibited the mRNA levels of TNF-α and IL-6 in a dose-dependent manner. Western Blot Analysis[1] Cell Line: BV-2 microglia cell Concentration: 0, 10, 15, and 20 μM Incubation Time: 1 h followed by LPS (100 ng/mL) stimulation for 1 h or 24 h Result: Inhibited LPS-induced phosphorylation of IκBα and significantly reduced phosphorylation of NF-κB p65 levels. Dose-dependently decreased the expression of TLR4 and MyD88. Cell Viability Assay[1] Cell Line: BV-2 microglia cell Concentration: 0, 10, 15, and 20 μM Incubation Time: 1 h and co-cultured in the absence or presence of 100 ng/ mL LPS for 24 h Result: Had no cytotoxicity.
References

[1]. Luo Q, et al. Anti-neuroinflammatory effects of grossamide from hemp seed via suppression of TLR-4-mediated NF-κB signaling pathways in lipopolysaccharide-stimulated BV2 microglia cells. Mol Cell Biochem. 2017 Apr;428(1-2):129-137.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point934.8±65.0 °C at 760 mmHg
Molecular FormulaC36H36N2O8
Molecular Weight624.68
Flash Point519.2±34.3 °C
Exact Mass624.247192
PSA146.58000
LogP2.98
Vapour Pressure0.0±0.3 mmHg at 25°C
Index of Refraction1.654
InChIKeyDROXVBRNXCRUHP-XALRPAEYSA-N
SMILESCOc1cc(C2Oc3c(OC)cc(C=CC(=O)NCCc4ccc(O)cc4)cc3C2C(=O)NCCc2ccc(O)cc2)ccc1O

Safety Information

Hazard CodesXi

Synonyms

2-(4-Hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(1E)-3-{[2-(4-hydroxyphenyl)ethyl]amino}-3-oxo-1-propen-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide
trans-divinyl ethylene oxide
3-Benzofurancarboxamide, 2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(1E)-3-[[2-(4-hydroxyphenyl)ethyl]amino]-3-oxo-1-propen-1-yl]-7-methoxy-
trans-2,3-Divinyloxirane
trans-grossamide
CAS 13159-73-4|Phenol,2-[[(4-nitrophenyl)amino]methyl]-
CAS 92288-15-8|(6-methoxyquinolin-4-yl)methanol
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