Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H18O5 |
Molecular Weight | 338.3539 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12OC3=CC(O)=CC=C3[C@]1(O)COC4=C5C=CC(C)(C)OC5=CC=C24
InChI
InChIKey=YIFYYPKWOQSCRI-AZUAARDMSA-N
InChI=1S/C20H18O5/c1-19(2)8-7-12-15(25-19)6-4-13-17(12)23-10-20(22)14-5-3-11(21)9-16(14)24-18(13)20/h3-9,18,21-22H,10H2,1-2H3/t18-,20+/m0/s1
Approval Year
PubMed
Title | Date | PubMed |
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Cross-resistance and resistance longevity as induced by bean leaf beetle, Cerotoma trifurcata and soybean looper, Pseudoplusia includens herbivory on soybean. | 2001 |
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Phytochemical glyceollins, isolated from soy, mediate antihormonal effects through estrogen receptor alpha and beta. | 2001 Apr |
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Bradyrhizobium japonicum mutants defective in cyclic beta-glucan synthesis show enhanced sensitivity to plant defense responses. | 2001 Jul-Aug |
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Induction of H(2)O(2) synthesis by beta-glucan elicitors in soybean is independent of cytosolic calcium transients. | 2001 Nov 16 |
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Regulation of phenobarbital-mediated induction of CYP102 (cytochrome P450(BM-3)) in Bacillus megaterium by phytochemicals from soy and green tea. | 2001 Oct |
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The role of octadecanoids and functional mimics in soybean defense responses. | 2003 Mar |
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Lactofen induces isoflavone accumulation and glyceollin elicitation competency in soybean. | 2003 Mar |
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Effects of plant flavonoids on fecundity, survival, and feeding of the Formosan subterranean termite. | 2003 Nov |
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Isoflavonoid accumulation in soybean hairy roots upon treatment with Fusarium solani. | 2004 Jul-Aug |
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The diphenylether herbicide lactofen induces cell death and expression of defense-related genes in soybean. | 2005 Dec |
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[Isolation and identification of glycinol from Glycine max [L.] Merri]. | 2005 Jul |
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Effects of soybean glyceollins and estradiol in postmenopausal female monkeys. | 2006 |
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Antiestrogenic glyceollins suppress human breast and ovarian carcinoma tumorigenesis. | 2006 Dec 1 |
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Rhizobial exopolysaccharides: genetic control and symbiotic functions. | 2006 Feb 16 |
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Mining for glyceollins. | 2007 Apr |
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Modification of phenolic metabolism in soybean hairy roots through down regulation of chalcone synthase or isoflavone synthase. | 2007 Feb |
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RNAi silencing of genes for elicitation or biosynthesis of 5-deoxyisoflavonoids suppresses race-specific resistance and hypersensitive cell death in Phytophthora sojae infected tissues. | 2007 Jun |
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Fungal-stressed germination of black soybeans leads to generation of oxooctadecadienoic acids in addition to glyceollins. | 2007 Oct 17 |
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Soybean seed extracts preferentially express genomic loci of Bradyrhizobium japonicum in the initial interaction with soybean, Glycine max (L.) Merr. | 2008 Aug |
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Novel process of fermenting black soybean [Glycine max (L.) Merrill] yogurt with dramatically reduced flatulence-causing oligosaccharides but enriched soy phytoalexins. | 2008 Nov 12 |
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Total syntheses of racemic, natural (-) and unnatural (+) glyceollin I. | 2008 Nov 6 |
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The Phytophthora sojae avirulence locus Avr3c encodes a multi-copy RXLR effector with sequence polymorphisms among pathogen strains. | 2009 |
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Copy number variation and transcriptional polymorphisms of Phytophthora sojae RXLR effector genes Avr1a and Avr3a. | 2009 |
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Systemic acquired resistance in soybean is regulated by two proteins, Orthologous to Arabidopsis NPR1. | 2009 Aug 5 |
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Molecular cloning and characterization of a cDNA for pterocarpan 4-dimethylallyltransferase catalyzing the key prenylation step in the biosynthesis of glyceollin, a soybean phytoalexin. | 2009 Feb |
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Identification of the potent phytoestrogen glycinol in elicited soybean (Glycine max). | 2009 May |
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Prenylation of aromatic compounds, a key diversification of plant secondary metabolites. | 2009 Oct-Nov |
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Estrogen/isoflavone interactions in cynomolgus macaques (Macaca fascicularis). | 2009 Sep |
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Molecular effects of soy phytoalexin glyceollins in human prostate cancer cells LNCaP. | 2009 Sep |
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Induction of glyceollins by fungal infection in varieties of Korean soybean. | 2010 Aug |
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Glyceollins, one of the phytoalexins derived from soybeans under fungal stress, enhance insulin sensitivity and exert insulinotropic actions. | 2010 Feb 10 |
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Glyceollin I, a novel antiestrogenic phytoalexin isolated from activated soy. | 2010 Jan |
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Antioxidant activity of glyceollins derived from soybean elicited with Aspergillus sojae. | 2010 Nov 24 |
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Abscisic acid deficiency causes changes in cuticle permeability and pectin composition that influence tomato resistance to Botrytis cinerea. | 2010 Oct |
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Code System | Code | Type | Description | ||
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C017343
Created by
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6461TV6UCH
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DTXSID10205726
Created by
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162807
Created by
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GLYCEOLLIN I
Created by
admin on Fri Dec 15 19:41:29 GMT 2023 , Edited by admin on Fri Dec 15 19:41:29 GMT 2023
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57103-57-8
Created by
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16470
Created by
admin on Fri Dec 15 19:41:29 GMT 2023 , Edited by admin on Fri Dec 15 19:41:29 GMT 2023
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SUBSTANCE RECORD