CAS 7380-39-4|5-Geranoxy-7-methoxycoumarin

Introduction:Basic information about CAS 7380-39-4|5-Geranoxy-7-methoxycoumarin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name5-Geranoxy-7-methoxycoumarin
CAS Number7380-39-4Molecular Weight328.40
Density1.092g/cm3Boiling Point487.1ºC at 760 mmHg
Molecular FormulaC20H24O4Melting Point86-88ºC
MSDS/Flash Point213.2ºC

Names

Name5-[(2E)-3,7-dimethylocta-2,6-dienoxy]-7-methoxychromen-2-one
SynonymMore Synonyms

5-Geranoxy-7-methoxycoumarin BiologicalActivity

Description5-Geranoxy-7-methoxycoumarin is a coumarin with anti-cancer, antifungal, and  antibacterial activities. 5-Geranoxy-7-methoxycoumarin induces cell apoptosis[1][2].
Related CatalogResearch Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>FungalSignaling Pathways >>Anti-infection >>Bacterial
In Vitro5-Geranoxy-7-methoxycoumarin (12.5-200 µM; 24-72 hours) induces a significant inhibition of cell growth in a time-dependent manner in SW480 cells[1]. 5-Geranoxy-7-methoxycoumarin (50 µM;48 hours) promotes DNA fragmentation and causes apoptosis through inhibition of the p38 MAPK signaling pathway in SW480 cells[1]. 5-Geranoxy-7-methoxycoumarin (50 µM; 24-48 hours) increases the percentage of cells in the sub G1/G0 phase from 5.3% (in control cells) to 18% after 48 h incubation[1]. Cell Proliferation Assay[1] Cell Line: SW480 Concentration: 0-20 μM Incubation Time: 24, 48 and 72 hours Result: Inhibited cell growth by 67% at 72 hours. Apoptosis Analysis[1] Cell Line: SW480 cells Concentration: 50 μM Incubation Time: 48 hours Result: Induced cell apoptosis. Cell Cycle Analysis[1] Cell Line: SW480 cells Concentration: 50 μM Incubation Time: 48 hours Result: Inhibited cell cycle progression in vitro.
References

[1]. Jaiprakash R Patil, et al. 5-Geranyloxy-7-methoxycoumarin inhibits colon cancer (SW480) cells growth by inducing apoptosis. Planta Med. 2013 Mar;79(3-4):219-26.

[2]. Guo-Ying Zuo, et al. Synergism of coumarins from the Chinese drug Zanthoxylum nitidum with antibacterial agents against methicillin-resistant Staphylococcus aureus (MRSA). Phytomedicine

Chemical & Physical Properties

Density1.092g/cm3
Boiling Point487.1ºC at 760 mmHg
Melting Point86-88ºC
Molecular FormulaC20H24O4
Molecular Weight328.40
Flash Point213.2ºC
Exact Mass328.16700
PSA48.67000
LogP4.87310
Index of Refraction1.542
InChIKeyWXUOSNJWDJOHGW-XNTDXEJSSA-N
SMILESCOc1cc(OCC=C(C)CCC=C(C)C)c2ccc(=O)oc2c1
Storage condition-20°C

Synonyms

5-Geranoxy-7-methoxy-cumarin
5-geranyloxy-7-methoxycoumarin
5-Geranoxy-7-methoxycoumarin
7-Methoxy-5-geranoxycoumarin
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