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Daidzin 6''-O-malonate
Daidzin 6''-O-malonate
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Daidzin 6''-O-malonate
Price: $318 / 5mg
CAS No.: 124590-31-4
Catalog No.: CFN91028
Molecular Formula: C24H22O12
Molecular Weight: 502.42 g/mol
Purity: >=98%
Type of Compound: Flavonoids
Physical Desc.: Powder
Source: The roots of Pueraria lobata
Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
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Size /Price /Stock 10 mM * 1 mL in DMSO / $365.7 / In-stock
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
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Biological Activity
Description: Daidzin 6''-O-malonate may have anticancer activity.
Targets: ROS | Nrf2 | HO-1 | SOD | Autophagy
In vivo:
J Ethnopharmacol . 2018 Apr 6;215:91-100.
A standardized extract of Rhynchosia volubilis Lour. exerts a protective effect on benzalkonium chloride-induced mouse dry eye model[Pubmed: 29288830]
Abstract Ethnopharmacological relevance: In contrast to other leguminous plants generally used as food, Rhynchosia volubilis Loureiro, a small soybean with a black seed coat, has been used as a traditional oriental remedy for various human diseases in Eastern Asia. In this study, we demonstrated the protective effect of R. volubilis against dry eye disease. Aim of the study: We aimed to investigate whether a standardized ethanol extract of R. volubilis (EERV) can protect the cornea in a benzalkonium chloride (BAC)-induced mouse dry eye model. Materials and methods: Experimental dry eye was induced by the instillation of 0.2% BAC on mouse cornea. A standardized ethanol extract of R. volubilis (EERV) was orally administered following BAC treatment. The positive control group was treated with commercial eye drops. Fluorescein staining, tear break-up time (BUT), and hematoxylin and eosin staining were evaluated on the ocular surface. Squamous metaplasia and apoptosis in the corneal epithelial layer were detected by immunostaining. Furthermore, the protein expression of cytochrome c, Bcl-2, and Bax was determined. Results: EERV treatment significantly improved fluorescein scoring, BUT, and smoothness in the cornea compared to the vehicle group. In addition, EERV inhibited squamous metaplasia and apoptosis in the cornea. The expression of cytochrome c and Bax was upregulated, while that of Bcl-2 was downregulated in the vehicle group compared with that in the control group. However, EERV treatment inhibited the expression of cytochrome c and Bax, while that of Bcl-2 was improved. Conclusion: Standardized EERV could be a beneficial candidate for the treatment of dry eye disease. Keywords: (-)-Epicatechin (72276); 2.348: Inflammation; 2.642: Traditional medicine Asia & Oceania; 6″-O-malonyldaidzin (9913968); 6″-O-malonylgenistin (15934091); Benzalkonium chloride; Benzalkonium chloride (24854040); Carboxymethylcellulose (24748); Cornea; Cyanidin 3-O-glucoside (44256715); DAPI (2954); Daidzin (107971); Dry eye disease; Eosin Y (11048); Ethanol (702); Fluorescein (16850); Formic acid (284); Genistin (5281377); Hematoxylin (442514); Natural products 2.444: Ophthalmology; Paraformaldehyde (712); Small black bean; Tiletamine hydrochloride (26534); Triton-X100 (5590); Xylazine hydrochloride (68554); Zolazepam hydrochloride (71416); ‎Acetonitrile (6342).
Daidzin 6''-O-malonate Description
Source: The roots of Pueraria lobata
Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
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IF=13.297(2019)

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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9904 mL 9.9518 mL 19.9037 mL 39.8073 mL 49.7592 mL
5 mM 0.3981 mL 1.9904 mL 3.9807 mL 7.9615 mL 9.9518 mL
10 mM 0.199 mL 0.9952 mL 1.9904 mL 3.9807 mL 4.9759 mL
50 mM 0.0398 mL 0.199 mL 0.3981 mL 0.7961 mL 0.9952 mL
100 mM 0.0199 mL 0.0995 mL 0.199 mL 0.3981 mL 0.4976 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
J Ind Microbiol Biotechnol. 2014 Nov;41(11):1647-58.
Glycosylation and subsequent malonylation of isoflavonoids in E. coli: strain development, production and insights into future metabolic perspectives.[Pubmed: 25189810 ]

METHODS AND RESULTS:
Genistin and daidzein exhibit a protective effect on DNA damage and inhibit cell proliferation. Glycosylation and malonylation of the compounds increase water solubility and stability. Constructed pET15b-GmIF7GT and pET28a-GmIF7MAT were used for the transformation of Escherichia coli and bioconversion of genistein and daidzein. To increase the availability of malonyl-CoA, a critical precursor of GmIF7MAT, genes for the acyl-CoA carboxylase α and β subunits (nfa9890 and nfa9940), biotin ligase (nfa9950), and acetyl-CoA synthetase (nfa3550) from Nocardia farcinia were also introduced. Thus, the isoflavonoids were glycosylated at position 7 by 7-O-glycosyltranferase and were further malonylated at position 6(″) of glucose by malonyl-CoA: isoflavone 7-O-glucoside-6(″)-O-malonyltransferase both from Glycine max. Engineered E. coli produced 175.7 μM (75.90 mg/L) of genistin and 14.2 μM (7.37 mg/L) genistin 6''-O-malonate. Similar conditions produced 162.2 μM (67.65 mg/L) daidzin and 12.4 μM (6.23 mg/L) Daidzin 6''-O-malonate when 200 μM of each substrate was supplemented in the culture.
CONCLUSIONS:
Based on our findings, we speculate that isoflavonoids and their glycosides may prove useful as anticancer drugs with added advantage of increased solubility, stability and bioavailability.
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trans-4-Hydroxycinnamic acid

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Cucurbitacin A

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Rhamnocitrin

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