French
DeutschGlyceollin III
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| Names | |
|---|---|
| Preferred IUPAC name (2S,6aS,11aS)-2-(Prop-1-en-2-yl)-1,2-dihydro-6H-[1]benzofuro[3,2-c]furo[3,2-g][1]benzopyran-6a,9(11aH)-diol | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| KEGG | |
PubChem CID | |
| UNII | |
CompTox Dashboard (EPA) | |
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| Properties | |
| C20H18O5 | |
| Molar mass | 338.35 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Glyceollin III is a glyceollin, a type of pterocarpan, found in the soybean (Glycine max).[1][2] It has an antiestrogenic effect.[3] In soil, it has an antifungal activity against Aspergillus sojae.[4]
References
[edit]- ^ Zimmermann, M. Carla; Tilghman, Syreeta L.; Boué, Stephen M.; Salvo, Virgilio A.; Elliott, Steven; Williams, K. Y.; Skripnikova, Elena V.; Ashe, Hasina; Payton-Stewart, Florastina; Vanhoy-Rhodes, Lyndsay; Fonseca, Juan Pablo; Corbitt, Cynthia; Collins-Burow, Bridgette M.; Howell, Melanie H.; Lacey, Michelle; Shih, Betty Y.; Carter-Wientjes, Carol; Cleveland, Thomas E.; McLachlan, John A.; Wiese, Thomas E.; Beckman, Barbara S.; Burow, Matthew E. (2010). "Glyceollin I, a Novel Antiestrogenic Phytoalexin Isolated from Activated Soy". Journal of Pharmacology and Experimental Therapeutics. 332 (1): 35–45. doi:10.1124/jpet.109.160382. PMC 2802480. PMID 19797619.
- ^ Banks, Stephen W.; Dewick, Paul M. (1983). "Biosynthesis of glyceollins I, II and III in soybean". Phytochemistry. 22 (12): 2729–2733. doi:10.1016/S0031-9422(00)97682-9.
- ^ Salvo Virgilo A., Boue Stephen M., Fonseca Juan P., Elliott Steven, Corbitt Cynthia, Collins-Burow Bridgette M., Curiel Tyler J., Srivastav Sudesh K., Shih Betty Y., Carter-Wientjes Carol, Wood Charles E., Erhardt Paulw., Beckman Barbara S., McLachlan John A., Cleveland Thomas E. and Burow Matthew E. (2006). "Antiestrogenic glyceollins suppress human breast and ovarian carcinoma tumorigenesis". Clinical Cancer Research. 12 (23): 7159–7164. doi:10.1158/1078-0432.CCR-06-1426. PMID 17145841.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - ^ Kim, Hyo Jung; Suh, Hwa-Jin; Lee, Choong Hwan; Kim, Jeong Hwan; Kang, Sun Chul; Park, Sunmin; Kim, Jong-Sang (2010). "Antifungal Activity of Glyceollins Isolated from Soybean Elicited with Aspergillus sojae". Journal of Agricultural and Food Chemistry. 58 (17): 9483–9487. doi:10.1021/jf101694t. PMID 20666365.
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