6''-O-Malonylgenistin - CAS 51011-05-3
Not Intended for Therapeutic Use. For research use only.
Category:
Inhibitor
Product Name:
6''-O-Malonylgenistin
Catalog Number:
51011-05-3
Synonyms:
5-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl 6-O-(carboxyacetyl)-β-D-glucopyranoside;
CAS Number:
51011-05-3
Description:
6''-O-Malonylgenistin (Malonylgenistin) is an isoflavone derivative.
Molecular Weight:
518.42
Molecular Formula:
C24H22O13
Quantity:
Milligrams-Grams
Quality Standard:
Enterprise Standard
COA:
Inquire
MSDS:
Inquire
Canonical SMILES:
c1cc(ccc1c2coc3c(ccc(c3c2=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)CC(=O)O)O)O)O)O
InChI:
1S/C24H22O13/c25-11-3-1-10(2-4-11)12-8-35-23-14(6-5-13(26)18(23)19(12)30)36-24-22(33)21(32)20(31)15(37-24)9-34-17(29)7-16(27)28/h1-6,8,15,20-22,24-26,31-33H,7,9H2,(H,27,28)/t15-,20-,21+,22-,24-/m1/s1
InChIKey:
PELWZARZGNQRCH-ZRYVYJFNSA-N
Targets:
Others
Chemical Structure
CAS 51011-05-3 6''-O-Malonylgenistin

Related Products


CAS 68370-47-8 Micheliolide

Micheliolide
(CAS: 68370-47-8)

Micheliolide could effectively attenuate the high glucose-stimulated activation of NF-κB, the degradation of IκBα, and the expression of MCP-1, TGF-β1 and FN in...

CAS 51-48-9 L-Thyroxine

L-Thyroxine
(CAS: 51-48-9)

L-Thyroxine is a synthetic form of thyroxine and a hormone replacement drug.

CP-5484
(CAS: 352308-27-1)

CP-5484 is a synthetic bio-active chemical with potent anti-MRSA activity and low acute toxicity.

CAS 110642-44-9 Epmedin C

Epmedin C
(CAS: 110642-44-9)

Epmedin C, a lavonoids natural product extracted from Herbal Epimedium, has been found to have immunostimulatory and anticancer effect. It also has potential ac...

CAS 68-19-9 Vitamin B12

Vitamin B12
(CAS: 68-19-9)

Vitamin B12 is a water soluble vitamin with a key role in the normal functioning of the brain and nervous system, and for the formation of blood.

CAS 123-99-9 1,7-Heptanedicarboxylic Acid

1,7-Heptanedicarboxylic Acid
(CAS: 123-99-9)

Azelaic acid, produced by ozone cracking of unsaturated fatty acid, could be commonly used in grease, cosmetics and pharmaceuticals.

GSK-484
(CAS: 1652591-81-5)

GSK-484, a benzoimidazole derivative, has been found to be an effective reversible PAD-4 inhibitor that could be significant in some inflammation and immune res...

CAS 867257-26-9 Tecarfarin

Tecarfarin
(CAS: 867257-26-9)

Tecarfarin is a vitamin K epoxide reductase inhibitor. It can attenuate venous and arterial thrombus formation in animal models by reducing the levels of the vi...

D-Melphalan
(CAS: 13045-94-8)

D-Melphalan is an isomer of melphalan. Melphalan is Alkylating agent and DNA synthesis inhibitor using for the treatment of Multiple myeloma.

VRX-806
(CAS: 1004523-72-1)

VRX-806 is a novel nonnucleoside reverse transcriptase inhibitor (NNRTI) with potent in vitro activity against wild-type and NNRTI-resistant HIV-1.

CVT-2551
(CAS: 172430-44-3)

CVT-2551, a piperazineacetamide derivative, could have been useful in some biological studies.

CAS 104206-65-7 Nitisinone

Nitisinone
(CAS: 104206-65-7)

Nitisinone(SC0735) is an inhibitor of the enzyme 4-hydroxyphenylpyruvate dioxygenase.

CCR1 antagonist
(CAS: 1003566-93-5)

CCR1 antagonist is a chemokine CCR1 antagonist. It is used for the treatment of chronic obstructive pulmonary disease.

CAS 83-88-5 Riboflavin

Riboflavin
(CAS: 83-88-5)

Riboflavin is an easily absorbed micronutrient with a key role in maintaining health in humans and other animals.

CAS 79-55-0 1,2,2,6,6-Pentamethylpiperidine

1,2,2,6,6-Pentamethylpiperidine
(CAS: 79-55-0)

1,2,2,6,6-Pentamethylpiperidine is a ganglion-blocking drug. It is one of the most strongly basic tertiary amine. It is ued as an oral treatment for hypertensio...

CAS 99-15-0 Ac-DL-Leu-OH

Ac-DL-Leu-OH
(CAS: 99-15-0)

Acetylleucine is a drug mianly used to treat the vertigo.It has been listed.

EBI-907
(CAS: 1581764-31-9)

EBI-907, an isoquinolin derivative, has been found to be a B-RafV600E inhibitor and exhibit activities against some oncogenic kinases at some extent. The resear...

TAK-603
(CAS: 158146-85-1)

TAK-603, a quinoline derivative, has been found to be an immunomodulator that was once studied in sorts of inflammatory diseases.

CAS 33620-72-3 Britannilactone

Britannilactone
(CAS: 33620-72-3)

A bioassay-guided isolation of the chloroform fraction of the I. britannica using an in vitro melanogenesis inhibition assay led to the isolation of sesquiterpe...

GNE-495
(CAS: 1449277-10-4)

GNE-495 is a Selective MAP4K4 (Mitogen-activated protein kinase kinase kinase kinase 4) Inhibitor. IC50 value is 3.7 nM. GNE-495 shows excellent potency and goo...

Reference Reading


1.Isoflavone content and its potential contribution to the antihypertensive activity in soybean Angiotensin I converting enzyme inhibitory peptides.
Wu J1, Muir AD. J Agric Food Chem. 2008 Nov 12;56(21):9899-904. doi: 10.1021/jf801181a. Epub 2008 Oct 15.
A soybean angiotensin I converting enzyme (ACE) inhibitory peptide fraction was reported to have antihypertensive activity in a rat study. The purpose of the present study was to examine if the presence of isoflavones in the soybean ACE inhibitory peptide fraction may contribute to the blood-pressure-lowering property. The isoflavone concentration in soybean samples was analyzed on a C 18 reverse-phase column using a two-step gradient solvent system. Producing soybean hydrolysate led to a nearly 40% loss of isoflavones compared with the original soybean flour, but the isoflavone composition did not change and the dominant isoflavone chemicals remained as 6''-O-malonylgenistin and 6''-O-malonyldaidzin. Ion exchange chromatography affected significantly both the content and the composition of the isoflavones. The dominant isoflavones in the ion-exchanged fraction were aglycones and nonacylated isoflavones, accounting for 95.8% of the total amount of 987.
2.Multi-response optimisation of the extraction solvent system for phenolics and antioxidant activities from fermented soy flour using a simplex-centroid design.
Handa CL1, de Lima FS2, Guelfi MF3, Georgetti SR4, Ida EI5. Food Chem. 2016 Apr 15;197(Pt A):175-84. doi: 10.1016/j.foodchem.2015.10.124. Epub 2015 Nov 11.
A simplex-centroid design comprising three solvents (water, ethanol and methanol) was used to optimise the extraction mixture for phenolics and antioxidant activities from defatted soy flour fermented with Monascus purpureus or Aspergillus oryzae. Total phenolics were more efficiently extracted using only water for both samples. The highest antioxidant activities by the DPPH and ABTS methods were obtained using extraction mixtures containing at least 75 wt% water. Specific water:ethanol:methanol ratios promoted the joint optimisation of the total phenolic and isoflavone contents as well as antioxidant activities: 0.5:0.375:0.125 (wt/wt/wt) and 0.5:0.3:0.2 (wt/wt/wt) from defatted soy flour fermented with M. purpureus or A. oryzae, respectively. However, a water:ethanol ratio of 0.5:0.5 (wt/wt) was deemed optimal because it is comprised of green solvents and yielded results that were greater than 90% of the multi-response maximum values. Both the solvents and the sample matrix strongly influenced the extractability of total phenolics and isoflavones.
3.Isoflavonoid composition of a callus culture of the relict tree Maackia amurensis Rupr. et Maxim.
Fedoreyev SA1, Bulgakov VP, Grishchenko OV, Veselova MV, Krivoschekova OE, Kulesh NI, Denisenko VA, Tchernoded GK, Zhuravlev YN. J Agric Food Chem. 2008 Aug 27;56(16):7023-31. doi: 10.1021/jf801227q. Epub 2008 Aug 1.
Isoflavonoids, an interesting and restricted group of secondary metabolites of legumes, exhibit estrogenic, antiangiogenic, and anticancer activities and are now popular as dietary supplements. Plant cell cultures that possess an increased ability to synthesize these metabolites were examined. During the investigation, cell cultures of the Far Eastern relict tree Maackia amurensis (Leguminosae) were established. A selection of seed-derived cell aggregates yielded the callus line designated A-18. This culture produces 20 isoflavonoids, namely, the isoflavones genistein, daidzein, formononetin, calycosin, derrone, and pseudobaptigenin and their glycosylated conjugates genistin, 6''-O-malonylgenistin, ononin, 6''-O-malonylononin, daidzin, 3'-methoxydaidzin, 4'-O-beta-D-glucopyranosyldaidzin, 4'-O-beta-D-glucopyranosylgenistin, and 7-O-beta-D-glucopyranosylcalycosin; the pterocarpans maackiain and medicarpin and their glycosylated conjugates 6'-O-malonyl-3-O-beta-D-glucopyranosylmaackiain and 6'-O-malonyl-3-O-beta-D-glucopyranosylmedicarpin; and the new pterocarpan glucoside 6'-O-malonyl-3-O-beta-D-glucopyranosyl-6,6a-dehydromaackiain.
4.The effect of thermal treatment of whole soybean flour on the conversion of isoflavones and inactivation of trypsin inhibitors.
Andrade JC1, Mandarino JM2, Kurozawa LE1, Ida EI3. Food Chem. 2016 Mar 1;194:1095-101. doi: 10.1016/j.foodchem.2015.08.115. Epub 2015 Sep 3.
The aim of this paper was to evaluate the effect of the thermal treatment of whole soybean flour (WSF) on the conversion of isoflavones and the inactivation of trypsin inhibitors. Soybeans were ground and whole soybean flour was obtained and subjected to heat treatment in an oven for 10, 15 and 20min at 100, 150 and 200°C according to a 3(2) experimental design. The response functions were taken to be the contents of different isoflavone forms and the residual activity of trypsin inhibitors. The thermal treatment in the oven altered the content and profile of the different isoflavones forms. At 200°C for 20min, there was a higher conversion of malonylglycosides to acetylglycosides, β-glycosides and aglycones and a significant reduction in the activity of trypsin inhibitors. Mathematical models were established to estimate the process parameters in obtaining the WSF with isoflavone conversions and reductions in trypsin inhibitor activity.