Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
Properties
- Solvents
- Soluble in DMSO or chloroform.
Available from stock
5-Geranyloxy-7-methoxycoumarin
- SKU
- G0228
Category: Phytochemicals
- Synonyms
- 5-G-7-MOC , 7-Methoxy-5-geranoxycoumarin
- 7380-39-4
- CAS-Number
- C20H24O4
- Molecular Formula
- 328.41
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- +4°C
- Long Term Storage
- -20°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at -20°C.
- Transportation
- Not dangerous goods
- Description
- 5-Geranyloxy-7-methoxycoumarin is a natural coumarin found in the essential oils of citrus such as bergamot, which shows antifungal, antibacterial, and anticancer activity. 5-Geranyloxy-7-methoxycoumarin arrests cells at the G0/G1 phase and induces apoptosis through activation of tumour suppressor gene p53, caspase8/3, regulation of Bcl2 and inhibition of p38 MAPK phosphorylation.
- Smiles
- O=C1OC2=CC(OC)=CC(OC/C=C(CC/C=C(C)\C)\C)=C2C=C1
- InChi Key
- WXUOSNJWDJOHGW-XNTDXEJSSA-N
- References
- (1) M. Benincasa, et al., Chromatographia 30, 271 (1990) , (2) S. Ben-Yehoshua, et al., J. Agric. Food Chem. 40, 1217 (1992) , (3) Y. Miyake, et al., J. Agric. Food Chem. 47, 3151 (1999) , (4) Y. Miyake & M. Hiramitsu, J. Food Sci. Technol. 48, 635 (2011) , (5) J.R. Patil, et al., Planta Med. 79, 219 (2013) , (6) G.Y. Zuo, et al., Phytomedicine 23, 1814 (2016) , (7) C. Ramirez-Pelayo, et al., Heliyon 5, e01937 (2019) , (8) A. Maugeri, et al., Toxins 13, 275 (2021)
- InChi
- InChI=1S/C20H24O4/c1-14(2)6-5-7-15(3)10-11-23-18-12-16(22-4)13-19-17(18)8-9-20(21)24-19/h6,8-10,12-13H,5,7,11H2,1-4H3/b15-10+
5-Geranyloxy-7-methoxycoumarin is a natural coumarin found in the essential oils of citrus such as bergamot, which shows antifungal, antibacterial, and anticancer activity. 5-Geranyloxy-7-methoxycoumarin arrests cells at the G0/G1 phase and induces apoptosis through activation of tumour suppressor gene p53, caspase8/3, regulation of Bcl2 and inhibition of p38 MAPK phosphorylation.
Additional information
| Synonyms | 5-G-7-MOC, 7-Methoxy-5-geranoxycoumarin |
|---|---|
| Purity | ≥98% (HPLC) |
| Appearance | White to off-white powder |
| CAS-Number | 7380-39-4 |
| Molecular Formula | C20H24O4 |
| Molecular Weight | 328.41 |
| Identity | 1H-NMR |
| Solvents | Soluble in DMSO or chloroform. |
| Smiles | O=C1OC2=CC(OC)=CC(OC/C=C(CC/C=C(C)\C)\C)=C2C=C1 |
| InChi Key | WXUOSNJWDJOHGW-XNTDXEJSSA-N |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Transportation | Not dangerous goods |
| References | (1) M. Benincasa, et al., Chromatographia 30, 271 (1990), (2) S. Ben-Yehoshua, et al., J. Agric. Food Chem. 40, 1217 (1992), (3) Y. Miyake, et al., J. Agric. Food Chem. 47, 3151 (1999), (4) Y. Miyake & M. Hiramitsu, J. Food Sci. Technol. 48, 635 (2011), (5) J.R. Patil, et al., Planta Med. 79, 219 (2013), (6) G.Y. Zuo, et al., Phytomedicine 23, 1814 (2016), (7) C. Ramirez-Pelayo, et al., Heliyon 5, e01937 (2019), (8) A. Maugeri, et al., Toxins 13, 275 (2021) |
| InChi | InChI=1S/C20H24O4/c1-14(2)6-5-7-15(3)10-11-23-18-12-16(22-4)13-19-17(18)8-9-20(21)24-19/h6,8-10,12-13H,5,7,11H2,1-4H3/b15-10+ |
| Quantity | 1 mg, Bulk |
