Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C15H10O6 |
| Molecular Weight | 286.2363 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC2=C(C(O)=C1)C(=O)C(=CO2)C3=CC(O)=C(O)C=C3
InChI
InChIKey=IOYHCQBYQJQBSK-UHFFFAOYSA-N
InChI=1S/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19H
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Inhibitory effects of orobol 7-O-D-glucoside from banaba (Lagerstroemia speciosa L.) on human rhinoviruses replication. | 2010-07 |
|
| Red clover extract: a source for substances that activate peroxisome proliferator-activated receptor alpha and ameliorate the cytokine secretion profile of lipopolysaccharide-stimulated macrophages. | 2010-03 |
|
| Flavonoids and isoflavonoids from Sophorae Flos improve glucose uptake in vitro. | 2010-01 |
|
| Regioselective hydroxylation of isoflavones by Streptomyces avermitilis MA-4680. | 2009-07 |
|
| [Studies on chemical constituents from stems of Cudrania tricuspidata]. | 2009-05 |
|
| Receptor binding and transactivation activities of red clover isoflavones and their metabolites. | 2008-11 |
|
| The molecular basis of genistein-induced mitotic arrest and exit of self-renewal in embryonal carcinoma and primary cancer cell lines. | 2008-10-10 |
|
| Red clover extract: a putative source for simultaneous treatment of menopausal disorders and the metabolic syndrome. | 2008-08-30 |
|
| Comparison of genistein metabolism in rats and humans using liver microsomes and hepatocytes. | 2008-03 |
|
| Inhibition of cellular proliferation by the genistein metabolite 5,7,3',4'-tetrahydroxyisoflavone is mediated by DNA damage and activation of the ATR signalling pathway. | 2007-12-15 |
|
| HIV-1 protease and HIV-1 integrase inhibitory substances from Eclipta prostrata. | 2007-11 |
|
| Differential regulation of the cytotoxicity activity of paclitaxel by orobol and platelet derived growth factor in human ovarian carcinoma cells. | 2007-07 |
|
| Characterization of mitochondria in cisplatin-resistant human ovarian carcinoma cells. | 2006-11 |
|
| The intracellular genistein metabolite 5,7,3',4'-tetrahydroxyisoflavone mediates G2-M cell cycle arrest in cancer cells via modulation of the p38 signaling pathway. | 2006-10-15 |
|
| Isoflavone profiles of red clovers and their distribution in different parts harvested at different growing stages. | 2006-08-09 |
|
| Activation of glutathione peroxidase via Nrf1 mediates genistein's protection against oxidative endothelial cell injury. | 2006-08-04 |
|
| Total synthesis of two isoflavone C-glycosides: genistein and orobol 8-C-beta-D-glucopyranosides. | 2006-07-03 |
|
| Identification of isolutein (lutein epoxide) as cis-antheraxanthin in orange juice. | 2005-11-30 |
|
| A phenolic glucoside isolated from Prunus serrulata var. spontanea and its peroxynitrite scavenging activity. | 2005-10 |
|
| [Hepatoprotector properties of polyphenolic complexes from wood and cell culture of Maackia amurensis]. | 2005-06-07 |
|
| Novel tempeh (fermented soyabean) isoflavones inhibit in vivo angiogenesis in the chicken chorioallantoic membrane assay. | 2005-03 |
|
| New isoflavones and pterocarpane with hepatoprotective activity from the stems of Erycibe expansa. | 2004-12 |
|
| Two pyranocoumarins from the seeds of Calophyllum polyanthum. | 2004-09 |
|
| Genistein and daidzein induce cell proliferation and their metabolites cause oxidative DNA damage in relation to isoflavone-induced cancer of estrogen-sensitive organs. | 2004-03-09 |
|
| Enhancement of sensitivity to cisplatin by orobol is associated with increased mitochondrial cytochrome c release in human ovarian carcinoma cells. | 2003-08 |
|
| In vitro metabolism of genistein and tangeretin by human and murine cytochrome P450s. | 2003-07 |
|
| Identification of CYP1A2 as the main isoform for the phase I hydroxylated metabolism of genistein and a prodrug converting enzyme of methylated isoflavones. | 2003-07 |
|
| Oxidative metabolism of the soy isoflavones daidzein and genistein in humans in vitro and in vivo. | 2001-06 |
|
| Effect of genistein analogs on oxygen radical production in leukocytes stimulated by unopsonized zymosan. | 2001-04 |
|
| Differential sensitization by orobol in proliferating and quiescent human ovarian carcinoma cells. | 2001-02 |
Patents
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| Code System | Code | Type | Description | ||
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480-23-9
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5281801
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DTXSID20197380
Created by
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OROBOL
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LU8UZM1T51
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678114
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69437
Created by
admin on Mon Mar 31 19:29:01 GMT 2025 , Edited by admin on Mon Mar 31 19:29:01 GMT 2025
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SUBSTANCE RECORD
