Grossamide

Modify Date: 2024-01-01 19:23:57

Grossamide Structure
Grossamide structure
Common Name Grossamide
CAS Number 80510-06-1 Molecular Weight 624.68
Density 1.3±0.1 g/cm3 Boiling Point 934.8±65.0 °C at 760 mmHg
Molecular Formula C36H36N2O8 Melting Point N/A
MSDS N/A Flash Point 519.2±34.3 °C

 Use of Grossamide


Grossamide is a natural product that can be isolated from fructus cannabis, the dried fruit of Cannabis sativa L.. Grossamide has anti-neuroinflammatory effects[1].

 Names

Name Grossamide
Synonym More Synonyms

 Grossamide Biological Activity

Description Grossamide 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 Catalog
In Vitro Grossamide 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

Density 1.3±0.1 g/cm3
Boiling Point 934.8±65.0 °C at 760 mmHg
Molecular Formula C36H36N2O8
Molecular Weight 624.68
Flash Point 519.2±34.3 °C
Exact Mass 624.247192
PSA 146.58000
LogP 2.98
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.654

 Safety Information

Hazard Codes Xi

 Synthetic Route

~20%

Grossamide Structure

Grossamide

CAS#:80510-06-1

Literature: Yoshihara, Teruhiko; Yamaguchi, Katsuyoshi; Takamatsu, Seiji; Sakamura, Sadao Agricultural and Biological Chemistry, 1981 , vol. 45, # 11 p. 2593 - 2598

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Grossamide Structure

Grossamide

CAS#:80510-06-1

Literature: Yoshihara, Teruhiko; Yamaguchi, Katsuyoshi; Takamatsu, Seiji; Sakamura, Sadao Agricultural and Biological Chemistry, 1981 , vol. 45, # 11 p. 2593 - 2598

 Precursor & DownStream

Precursor  2

DownStream  0

 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
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