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485-72-3

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485-72-3 Usage

Description

Formononetin (485-72-3) is a naturally occurring isoflavone isolated from Astragalus and other plants. Increases adipocyte thermogenesis by modulating PPARγ activity.1?Activates AMP-activated protein kinase/β-catenin signaling to inhibit adipogenesis.2?Accelerates wound repair by increasing expression of Egr-1 transcription factor.3?Potential cancer chemopreventive and chemotherapeutic.4?Provides neuroprotection against traumatic brain injury by inhibition of neuroinflammation in a rat model.5

Chemical Properties

off-white powder

Uses

Different sources of media describe the Uses of 485-72-3 differently. You can refer to the following data:
1. An isoflavone found in a variety of plants. When metabolized in the rumen this compound transforms into a potent estrogen.
2. Formononetin is an isoflavone found as one of the main plant estrogens in animal feed. When metabolized in the rumen this compound transforms into a potent estrogen.
3. phytoestrogen
4. Formononetin is an isoflavonoid phytoestrogenic compound found in soy-based foods and is the precursor of daidzein . It acts as an agonist of the aryl hydrocarbon receptor with an EC50 value of 0.13 μM. Formononetin has been reported to possess antitumor and antiviral activity.

General Description

Formononetin belongs to the isoflavones class of polyphenols.

Flammability and Explosibility

Notclassified

Biochem/physiol Actions

Isoflavone found in red clover. Effective against Giardia lamblia infection, at least partially by inducing detachment of trophozoites from intestinal mucosa.

References

1) Nie?et al.?(2018),?The natural compound, formononetin, extracted from Astragalus membranaceus increases adipocyte thermogenesis by modulating PPARγ activity; Br. J. Pharmacol.,?175?1439 2) Gautam?et al.?(2017),?Formononetin, an isoflavone, activates AMO-activated protein kinase/?β-catenin signaling to inhibit adipogenesis and rescues C57BL/6 mice from high-fat diet-induced obesity and bone loss; Br. J. Nutrit.,?117?645 3) Huh?et al. (2011),?Formononetin accelerates wound repair by the regulation of early growth response factor-1 transcription factor through the phosphorylation of the ERK and p38 MAPK pathways; Int. Immunopharmacol.,?11?46 4) Ong?et al.?(2019),?Focus on Formononetin: Anticancer Potential and Molecular Targets; Cancers (Basel),?11?E611 5) Li?et al.?(2018),?Neuroprotective effect of formononetin against TBI in rats via suppressing inflammatory reaction in cortical neurons; Biomed. Pharmacother.,?106?349

Check Digit Verification of cas no

The CAS Registry Mumber 485-72-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,8 and 5 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 485-72:
(5*4)+(4*8)+(3*5)+(2*7)+(1*2)=83
83 % 10 = 3
So 485-72-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3

485-72-3 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • TCI America

  • (F0868)  Formononetin  >98.0%(HPLC)(T)

  • 485-72-3

  • 1g

  • 1,190.00CNY

  • Detail
  • TCI America

  • (F0868)  Formononetin  >98.0%(HPLC)(T)

  • 485-72-3

  • 5g

  • 4,160.00CNY

  • Detail
  • USP

  • (1286060)  Formononetin  United States Pharmacopeia (USP) Reference Standard

  • 485-72-3

  • 1286060-50MG

  • 14,437.80CNY

  • Detail
  • Sigma-Aldrich

  • (94334)  Formononetin  analytical standard

  • 485-72-3

  • 94334-50MG

  • 553.41CNY

  • Detail

485-72-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name formononetin

1.2 Other means of identification

Product number -
Other names 4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-methoxyphenyl)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:485-72-3 SDS

485-72-3Relevant articles and documents

Metabolic studies of four soy isoflavones in rats by HPLC-HR-MS

Li, Ying-Fei,Ren, Qiang,Jin, Ying,Wu, Cai-Sheng,Wang, Cai-Hong,Jia, Zhi-Xin,Zhang, Jin-Lan

, p. 497 - 510 (2014)

In this paper, the metabolites of four soy isoflavones, daidzein, daidzin, genistein, and genistin, on perfused rat intestine-liver model were investigated by high-performance liquid chromatography coupled with high-resolution mass spectrometer/tandem mass spectrometer. Totally 16 metabolites were detected and identified based on accurate mass, fragmentation patterns, and multiple-stage mass data (MSn). The metabolic site of dadzein-7-methyl ether (D-7-M) was further confirmed by nuclear magnetic resonance. Methylation, glucuronide conjugation, and sulfate conjugation were the primary metabolic processes. Among them, six metabolites, daidzin-4′,7-diglucoside, genistein-4′- glucoside, D-7-M, dadzein-4′,7-dimethyl ether, genistein-4′-methyl ether, and genistein-7-methyl ether were detected in rats for the first time and not reported in humans. The metabolic pathways of daidzein, daidzin genistein, and genistin in rats were postulated. The biological effects of these metabolites are worthy of further investigation.

INDUCIBLY-FORMED ISOFLAVONOIDS FROM LEAVES OF SOYBEAN

Ingham, John L.,Keen, Noel T.,Mulheirn, Lawrence J.,Lyne, Robert L.

, p. 795 - 798 (1981)

Isoformononetin, glyceollins I, II and III, and 2-isopentenyl-3,6α,9-trihydroxypterocarpan (glyceocarpin) accumulated in soybean (Glycine max) leaves after treatment with aqueous sodium iodoacetate or a cell suspension of the bacterium, Pseudomonas pisi.These compounds were also accompanied by two previously unreported pterocarpans, glycerofuran and its 9-O-methyl derivative.Glyceocarpin is described for the first time as a plant product.Key Word Index- Glycine max; Leguminosae; soybean; Pseudomonas pisi; isoflavonoids; pterocarpans; isoflavone; phytoalexins; antibacterial activity.

Identification of ortho catechol-containing isoflavone as a privileged scaffold that directly prevents the aggregation of both amyloid β plaques and tau-mediated neurofibrillary tangles and its in vivo evaluation

Do, Ji Min,Gee, Min Sung,Inn, Kyung-Soo,Kim, Jong-Ho,Kim, Nam Kwon,Kim, Nam-Jung,Lee, Hyun Woo,Lee, Jong Kil,Seo, Min-Duk,Seong, Ji Hye,Son, Seung Hwan,Yoo, Hyung-Seok,Yoo, Ji-Na

, (2021/07/01)

In this study, polyhydroxyisoflavones that directly prevent the aggregation of both amyloid β (Aβ) and tau were expediently synthesized via divergent Pd(0)-catalyzed Suzuki-Miyaura coupling and then biologically evaluated. By preliminary structure–activity relationship studies using thioflavin T (ThT) assays, an ortho-catechol containing isoflavone scaffold was proven to be crucial for preventing both Aβ aggregation and tau-mediated neurofibrillary tangle formation. Additional TEM experiment confirmed that ortho-catechol containing isoflavone 4d significantly prevented the aggregation of both Aβ and tau. To investigate the mode of action (MOA) of 4d, which possesses an ortho-catechol moiety, 1H-15N HSQC NMR analysis was thoroughly performed and the result indicated that 4d could directly inhibit both the formation of Aβ42 fibrils and the formation of tau-derived neurofibrils, probably through the catechol-mediated nucleation of tau. Finally, 4d was demonstrated to alleviate cognitive impairment and pathologies related to Alzheimer's disease in a 5XFAD transgenic mouse model.

CYTISINE-LINKED ISOFLAVONOID ANTINEOPLASTIC AGENTS FOR THE TREATMENT OF CANCER

-

Paragraph 0057; 0059, (2019/01/04)

Cytisine-linked isoflavonoids, or pharmaceutically acceptable salts thereof or pharmaceutically acceptable compositions thereof, are useful for the treatment of conditions in which cells have a reliance on peroxisomal HSD17B4 to degrade very long chain fatty acids and provide necessary energy for cell proliferation, such as is seen in colorectal cancer and prostate cancer, for example.

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