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480-23-9,MFCD00210595
Catalog No.:AA00D8M2

480-23-9 | Orobol

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5mg
98% by HPLC
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$649.00   $455.00
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10mg
98% by HPLC
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$1,055.00   $738.00
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25mg
98% by HPLC
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$2,162.00   $1,513.00
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50mg
98% by HPLC
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$3,640.00   $2,548.00
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100mg
98% by HPLC
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$6,252.00   $4,377.00
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500mg
98% by HPLC
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$20,050.00   $14,035.00
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1000mg
98% by HPLC
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$32,047.00   $22,433.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00D8M2
Chemical Name:
Orobol
CAS Number:
480-23-9
Molecular Formula:
C15H10O6
Molecular Weight:
286.2363
MDL Number:
MFCD00210595
SMILES:
Oc1cc(O)c2c(c1)occ(c2=O)c1ccc(c(c1)O)O
NSC Number:
678114
Properties
Computed Properties
 
Complexity:
447  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
1  
XLogP3:
2.3  

Downstream Synthesis Route

[1]ChemistryandBiology,2010,vol.17,p.392-401

[1]Son,SeungHwan;Do,JiMin;Yoo,Ji-Na;Lee,HyunWoo;Kim,NamKwon;Yoo,Hyung-Seok;Gee,MinSung;Kim,Jong-Ho;Seong,JiHye;Inn,Kyung-Soo;Seo,Min-Duk;Lee,JongKil;Kim,Nam-Jung[BioorganicChemistry,2021,vol.113]

Literature

Title: Screening of bacterial cytochrome P450s responsible for regiospecific hydroxylation of (iso)flavonoids.

Journal: Enzyme and microbial technology 20110407

Title: Dietary phytochemicals, HDAC inhibition, and DNA damage/repair defects in cancer cells.

Journal: Clinical epigenetics 20110101

Title: Inhibitory effects of orobol 7-O-D-glucoside from banaba (Lagerstroemia speciosa L.) on human rhinoviruses replication.

Journal: Letters in applied microbiology 20100701

Title: Red clover extract: a source for substances that activate peroxisome proliferator-activated receptor alpha and ameliorate the cytokine secretion profile of lipopolysaccharide-stimulated macrophages.

Journal: Menopause (New York, N.Y.) 20100301

Title: Flavonoids and isoflavonoids from Sophorae Flos improve glucose uptake in vitro.

Journal: Planta medica 20100101

Title: Regioselective hydroxylation of isoflavones by Streptomyces avermitilis MA-4680.

Journal: Journal of bioscience and bioengineering 20090701

Title: [Studies on chemical constituents from stems of Cudrania tricuspidata].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090501

Title: Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata.

Journal: Journal of natural products 20090101

Title: Receptor binding and transactivation activities of red clover isoflavones and their metabolites.

Journal: The Journal of steroid biochemistry and molecular biology 20081101

Title: Comparison of genistein metabolism in rats and humans using liver microsomes and hepatocytes.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080301

Title: Red clover extract: a putative source for simultaneous treatment of menopausal disorders and the metabolic syndrome.

Journal: Menopause (New York, N.Y.) 20080101

Title: The molecular basis of genistein-induced mitotic arrest and exit of self-renewal in embryonal carcinoma and primary cancer cell lines.

Journal: BMC medical genomics 20080101

Title: 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.

Journal: Archives of biochemistry and biophysics 20071215

Title: HIV-1 protease and HIV-1 integrase inhibitory substances from Eclipta prostrata.

Journal: Phytotherapy research : PTR 20071101

Title: Differential regulation of the cytotoxicity activity of paclitaxel by orobol and platelet derived growth factor in human ovarian carcinoma cells.

Journal: Oncology reports 20070701

Title: Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.

Journal: Bioorganic & medicinal chemistry 20070201

Title: Characterization of mitochondria in cisplatin-resistant human ovarian carcinoma cells.

Journal: Oncology reports 20061101

Title: 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.

Journal: Free radical biology & medicine 20061015

Title: Isoflavone profiles of red clovers and their distribution in different parts harvested at different growing stages.

Journal: Journal of agricultural and food chemistry 20060809

Title: Activation of glutathione peroxidase via Nrf1 mediates genistein's protection against oxidative endothelial cell injury.

Journal: Biochemical and biophysical research communications 20060804

Title: Total synthesis of two isoflavone C-glycosides: genistein and orobol 8-C-beta-D-glucopyranosides.

Journal: Carbohydrate research 20060703

Title: Identification of isolutein (lutein epoxide) as cis-antheraxanthin in orange juice.

Journal: Journal of agricultural and food chemistry 20051130

Title: A phenolic glucoside isolated from Prunus serrulata var. spontanea and its peroxynitrite scavenging activity.

Journal: Archives of pharmacal research 20051001

Title: Novel tempeh (fermented soyabean) isoflavones inhibit in vivo angiogenesis in the chicken chorioallantoic membrane assay.

Journal: The British journal of nutrition 20050301

Title: [Hepatoprotector properties of polyphenolic complexes from wood and cell culture of Maackia amurensis].

Journal: Eksperimental'naia i klinicheskaia farmakologiia 20050101

Title: New isoflavones and pterocarpane with hepatoprotective activity from the stems of Erycibe expansa.

Journal: Planta medica 20041201

Title: Two pyranocoumarins from the seeds of Calophyllum polyanthum.

Journal: Journal of natural products 20040901

Title: Genistein and daidzein induce cell proliferation and their metabolites cause oxidative DNA damage in relation to isoflavone-induced cancer of estrogen-sensitive organs.

Journal: Biochemistry 20040309

Title: Enhancement of sensitivity to cisplatin by orobol is associated with increased mitochondrial cytochrome c release in human ovarian carcinoma cells.

Journal: Gynecologic oncology 20030801

Title: Identification of CYP1A2 as the main isoform for the phase I hydroxylated metabolism of genistein and a prodrug converting enzyme of methylated isoflavones.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20030701

Title: In vitro metabolism of genistein and tangeretin by human and murine cytochrome P450s.

Journal: Pharmacology & toxicology 20030701

Title: Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.

Journal: Journal of natural products 20021201

Title: Oxidative metabolism of the soy isoflavones daidzein and genistein in humans in vitro and in vivo.

Journal: Journal of agricultural and food chemistry 20010601

Title: Effect of genistein analogs on oxygen radical production in leukocytes stimulated by unopsonized zymosan.

Journal: Planta medica 20010401

Title: Differential sensitization by orobol in proliferating and quiescent human ovarian carcinoma cells.

Journal: International journal of oncology 20010201

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SDS
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