5-O-Feruloylquinic acid | CAS:40242-06-6

5-O-Feruloylquinic acid

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Description:

5-O-feruloylquinic acid is a potent Sirt1 agonist, it is a potential lead compound that can be further tested in drug development process for diseases associated with aging.

Targets:

Sirt1

In vitro:

Journal of Biomolecular Structure and Dynamics, 2013, 31(11):1207-1218.

Investigation of silent information regulator 1 (Sirt1) agonists from Traditional Chinese Medicine.[Pubmed: 23075283]

Silent information regulator 1 (Sirt1), a class III nicotinamide adenine dinucleotide dependent histone deacetylases, is important in cardioprotection, neuroprotection, metabolic disease, calorie restriction, and diseases associated with aging.
METHODS AND RESULTS:
Traditional Chinese Medicine (TCM) compounds from TCM Database@Taiwan ( http://tcm.cmu.edu.tw/ ) were employed for screening potent Sirt1 agonists, and molecular dynamics (MD) simulation was implemented to simulate ligand optimum docking poses and protein structure under dynamic conditions. TCM compounds such as (S)-tryptophan-betaxanthin, 5-O-Feruloylquinic acid, and RosA exhibited good binding affinity across different computational methods, and their drug-like potential were validated by MD simulation. Docking poses indicate that the carboxylic group of the three candidates generated H-bonds with residues in the protein chain from Ser441 to Lys444 and formed H-bond, π-cation interactions, or hydrophobic contacts with Phe297 and key active residue, His363. During MD, stable π-cation interactions with residues Phe273 or Arg274 were formed by (S)-tryptophan-betaxanthin and RosA.
CONCLUSIONS:
All candidates were anchored to His363 by stable π- or H-bonds. Hence, we propose (S)-tryptophan-betaxanthin, 5-O-Feruloylquinic acid, and RosA as potential lead compounds that can be further tested in drug development process for diseases associated with aging.

5-O-Feruloylquinic acid Description

Source:	The fruits of Coffea canephorra var. Robusta
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.

Structure Identification:

European Journal of Horticultural Science, 2008, 73(1):20-27.

Concentration and composition of flavonol glycosides and phenolic acids in aerial parts of stinging nettle (Urtica dioica L.) are affected by nitrogen fertilization and by harvest time.[Reference: WebLink]

METHODS AND RESULTS:
Plants of Urtica dioica were cultivated in three years with four different nitrogen (N) levels (0, 100, 200 and 400 kg N ha-1) and the aerial parts were harvested three times per year to investigate if the content of flavonoids and phenolic acids were affected. The flavonol glycosides quercetin-3-O-glucoside, quercetin-3-O-rutinoside, isorhamnetin-3-O-rutinoside, and kaempferol-3-O-rutinoside and the phenolic acids 5-O-caffeoylquinic acid, 3-O-caffeoylquinic acid, 5-O-Feruloylquinic acid and 2-O-caffeoylmalic acid were identified and quantified in extracts of the aerial parts of U. dioica by LC-DAD-MS and RP-HPLC-DAD, respectively. High N-levels reduced the concentration of total flavonoids significantly from an average of 10 mg g-1 dry matter (DM) at 0 kg N ha-1 to 5 mg g-1 at 400 kg N. The effect of N levels on total phenolic acids was only significant in the second harvest each year with a reduction from an average of 30 mg g-1 DM at 0 kg N ha-1 to 23 mg g-1 at 400 kg N ha-1. The composition of flavonoids changed significantly among the major flavonoids with later harvest time resulting in an increase in the content of quercetin-3-O-rutinoside and a decrease of the quercetin-3-O-glucoside content.
CONCLUSIONS:
From the present study it appears that cultivation of U. dioica herba for medicinal purposes with a high yield of bioactive compounds is a compromise between a high yield of plant material and the content of flavonol glycosides and phenolic acids in the harvested product.

Product Name	5-O-Feruloylquinic acid
Price:	$318 / 10mg
CAS No.:	40242-06-6
Catalog No.:	CFN92889
Molecular Formula:	C₁₇H₂₀O₉
Molecular Weight:	368.3 g/mol
Purity:	>=98%
Type of Compound:	Phenylpropanoids
Physical Desc.:	Powder
Source:	The fruits of Coffea canephorra var. Robusta
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Phenylpropanoids Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.7152 mL	13.5759 mL	27.1518 mL	54.3036 mL	67.8794 mL
5 mM	0.543 mL	2.7152 mL	5.4304 mL	10.8607 mL	13.5759 mL
10 mM	0.2715 mL	1.3576 mL	2.7152 mL	5.4304 mL	6.7879 mL
50 mM	0.0543 mL	0.2715 mL	0.543 mL	1.0861 mL	1.3576 mL
100 mM	0.0272 mL	0.1358 mL	0.2715 mL	0.543 mL	0.6788 mL

CFN92392	4-O-Feruloylquinic acid	2613-86-7	368.3	C₁₇H₂₀O₉
CFN95507	5-O-Coumaroylquinic acid	32451-86-8	338.3	C₁₆H₁₈O₈
CFN97472	Neochlorogenic acid	906-33-2	354.3	C₁₆H₁₈O₉
CFN95190	Neochlorogenic acid methyl ester	123410-65-1	368.3	C₁₇H₂₀O₉
CFN92889	5-O-Feruloylquinic acid	40242-06-6	368.3	C₁₇H₂₀O₉
CFN95659	cis-5-O-Feruloylquinic acid	87099-75-0	368.3	C₁₇H₂₀O₉
CFN92445	Methyl 5-O-feruloylquinate	154461-64-0	382.4	C₁₈H₂₂O₉
CFN95764	3-O-Coumaroylquinic acid	1899-30-5	338.3	C₁₆H₁₈O₈
CFN99116	Chlorogenic acid	327-97-9	354.31	C₁₆H₁₈O₉
CFN92573	3-O-Caffeoylquinic acid methyl ester	123483-19-2	368.3	C₁₇H₂₀O₉