Science | Nature | Cell | View More
Natural Products
Dehydrodiisoeugenol
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Dehydrodiisoeugenol
Price: $88 / 20mg
CAS No.: 2680-81-1
Catalog No.: CFN99750
Molecular Formula: C20H22O4
Molecular Weight: 326.39 g/mol
Purity: >=98%
Type of Compound: Lignans
Physical Desc.: Powder
Source: The seeds of Myristica fragrans Houtt.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS    SDF    Manual
Similar structural: Comparison (Web)  (SDF)
Guestbook:
Contact Us
Order & Inquiry & Tech Support

Tel: (0086)-27-84237683
Tech: service@chemfaces.com
Order: manager@chemfaces.com
Address: 176, CheCheng Eest Rd., WETDZ, Wuhan, Hubei 430056, PRC
How to Order
Orders via your E-mail:

1. Product number / Name / CAS No.
2. Delivery address
3. Ordering/billing address
4. Contact information
Order: manager@chemfaces.com
Delivery time
Delivery & Payment method

1. Usually delivery time: Next day delivery by 9:00 a.m. Order now

2. We accept: Wire transfer & Credit card & Paypal
Citing Use of our Products
* Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via FedEx, DHL, UPS, EMS and others courier.
According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
Size /Price /Stock 10 mM * 1 mL in DMSO / $25.1 / In-stock
Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
Our products had been exported to the following research institutions and universities, And still growing.
  • University of Malaya (Malaysia)
  • Shanghai Institute of Biochemis... (China)
  • Uniwersytet Jagielloński w Kra... (Poland)
  • Georgia Institute of Technology (USA)
  • Rio de Janeiro State University (Brazil)
  • Celltrion Chemical Research Ins... (Korea)
  • Universidade Federal de Goias (... (Brazil)
  • Universiti Kebangsaan Malaysia (Malaysia)
  • University of British Columbia (Canada)
  • Indian Institute of Science (India)
  • Utah State University (USA)
  • More...
Package
Featured Products
Clinopodiside A

Catalog No: CFN90479
CAS No: 142809-89-0
Price: $122/20mg
Myricetin

Catalog No: CFN98877
CAS No: 529-44-2
Price: $40/20mg
Angeloylgomisin H

Catalog No: CFN90710
CAS No: 66056-22-2
Price: $238/10mg
Isovitexin

Catalog No: CFN98620
CAS No: 38953-85-4
Price: $50/20mg
Magnolol

Catalog No: CFN98872
CAS No: 528-43-8
Price: $30/20mg
Gomisin N

Catalog No: CFN90125
CAS No: 69176-52-9
Price: $218/20mg
1,4-Cineole

Catalog No: CFN70116
CAS No: 470-67-7
Price: $30/20mg
Kaempferol 3-gentiobioside

Catalog No: CFN92384
CAS No: 22149-35-5
Price: $80/20mg
(-)-Asarinin

Catalog No: CFN90144
CAS No: 133-04-0
Price: $128/20mg
8-Shogaol

Catalog No: CFN92299
CAS No: 36700-45-5
Price: $368/20mg
Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: Dehydrodiisoeugenol has anti-inflammatory activity, it inhibited the expression of the COX-2, proteolysis of inhibitor κB-α and transcriptional activity of NF-κB. Dehydrodiisoeugenol can cross the blood-brain barrier rapidly, it may be developed into an effective anxiogenic agent.
Targets: NF-kB | COX | IκB/IKK
In vitro:
Planta Med. 2011 Oct;77(15):1712-7.
Metabolism of the lignan dehydrodiisoeugenol in rats.[Pubmed: 21544774]
Dehydrodiisoeugenol (DDIE), a major active lignan from the seed and aril of the fruit of Myristica fragrans Houtt., functions as a potential anti-inflammatory agent by inhibiting lipopolysaccharide-stimulated nuclear factor kappa B activation and cyclooxygenase-2 expression in macrophages. However, the metabolism of DDIE remains unknown.
METHODS AND RESULTS:
This report describes the metabolic fate of DDIE in liver microsomes, urine, and feces of rats treated with DDIE. DDIE metabolites were isolated by sequential column chromatography and high-performance liquid chromatography from liver microsomes incubations, urine, and feces. Nine metabolites ( M-1 to M-9), including 5 new metabolites, were determined spectroscopically using ultra-violet (UV), mass spectrometry (MS), nuclear magnetic resonance (NMR), and circular dichroism (CD). Analysis of the isolated metabolites showed that DDIE undergoes four major pathways of metabolism in the rat: oxidation (including hydroxylation, hydroformylation, and acetylation), demethylation, ring-opening, and dehydrogenation. In contrast to the metabolites from liver microsomes, the major metabolites In vivo were generated from DDIE by multiple metabolic reactions.
CONCLUSIONS:
Given these results, we describe a metabolic pathway for DDIE in the rat that gives insight into the metabolism of DDIE and the mechanism of DDIE bioactivity in humans.
J Pharm Biomed Anal . 2017 Oct 25;145:725-733.
Metabolic profiling of dehydrodiisoeugenol using xenobiotic metabolomics[Pubmed: 28806569]
Abstract Dehydrodiisoeugenol (DDIE), a representative and major benzofuran-type neolignan in Myristica fragrans Houtt., shows anti-inflammatory and anti-bacterial actions. In order to better understand its pharmacological properties, xenobiotic metabolomics was used to determine the metabolic map of DDIE and its influence on endogenous metabolites. Total thirteen metabolites of DDIE were identified through in vivo and in vitro metabolism, and seven of them were reported for the first time in the present study. The identity of DDIE metabolites was achieved by comparison of the MS/MS fragmentation pattern with DDIE using ultra-performance chromatography electrospray ionization quadrupole time-of-flight mass spectrometry (UPLC-ESI- QTOFMS). Demethylation and ring-opening reaction were the major metabolic pathways for in vivo metabolism of DDIE. Recombinant cytochrome P450s (CYPs) screening revealed that CYP1A1 is a primary enzyme contributing to the formation of metabolites D1-D4. More importantly, the levels of two endogenous metabolites 2,8-dihydroxyquinoline and its glucuronide were significantly elevated in mouse urine after DDIE exposure, which explains in part its modulatory effects on gut microbiota. Taken together, these data contribute to the understanding of the disposition and pharmacological activities of DDIE in vivo. Keywords: Dehydrodiisoeugenol; Metabolic profiling; UPLC-ESI-QTOFMS; Xenobiotic metabolomics.
Dehydrodiisoeugenol Description
Source: The seeds of Myristica fragrans Houtt.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, 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.
ChemFaces New Products and Compounds
Cordifolioside A

Catalog No: CFN95040
CAS No: 155179-20-7
Price: $318/10mg
Cichoriin

Catalog No: CFN95196
CAS No: 531-58-8
Price: $100/20mg
Resinacein D

Catalog No: CFN95591
CAS No: 2231061-47-3
Price: $413/5mg
Isorhamnetin 3,5-O-diglucoside

Catalog No: CFN95488
CAS No: 2035413-03-5
Price: $318/5mg
Lappaol A

Catalog No: CFN95067
CAS No: 62333-08-8
Price: $333/10mg
Momordicoside X

Catalog No: CFN95170
CAS No: 1333321-50-8
Price: $368/5mg
Epimedin B1

Catalog No: CFN95017
CAS No: 133137-58-3
Price: $268/5mg
Geissoschizine

Catalog No: CFN95566
CAS No: 439-66-7
Price: $413/5mg
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.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0638 mL 15.3191 mL 30.6382 mL 61.2764 mL 76.5955 mL
5 mM 0.6128 mL 3.0638 mL 6.1276 mL 12.2553 mL 15.3191 mL
10 mM 0.3064 mL 1.5319 mL 3.0638 mL 6.1276 mL 7.6595 mL
50 mM 0.0613 mL 0.3064 mL 0.6128 mL 1.2255 mL 1.5319 mL
100 mM 0.0306 mL 0.1532 mL 0.3064 mL 0.6128 mL 0.766 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
Cell Research:
Arch Biochem Biophys. 2005 Feb 15;434(2):326-32.
Dehydrodiisoeugenol, an isoeugenol dimer, inhibits lipopolysaccharide-stimulated nuclear factor kappa B activation and cyclooxygenase-2 expression in macrophages.[Pubmed: 15639233]
o-Methoxyphenols such as eugenol and isoeugenol exhibit anti-oxidant and anti-inflammatory activities, but at higher concentrations act as oxidants and potent allergens.
METHODS AND RESULTS:
We recently demonstrated the eugenol dimer bis-eugenol to be an efficient inhibitor of lipopolysaccharide (LPS)-induced inflammatory cytokine expression in macrophages without cytotoxicity. This result suggested that dimer compound of o-methoxyphenols may possess anti-inflammatory activity. Thus, we further synthesized Dehydrodiisoeugenol and alpha-diisoeugenol from isoeugenols, and investigated whether these dimers could inhibit LPS-stimulated nuclear factor kappa B (NF-kappaB) activation and cyclooxygenase (COX)-2 gene expression, both of which are closely involved in inflammation and mutagenesis. The expression of the COX-2 gene was strongly inhibited by Dehydrodiisoeugenol in RAW264.7 murine macrophages stimulated with LPS. In contrast, isoeugenol and alpha-diisoeugenol did not inhibit it. Dehydrodiisoeugenol also significantly inhibited LPS-stimulated phosphorylation-dependent proteolysis of inhibitor kappaB-alpha and transcriptional activity of NF-kappaB in the cells.
CONCLUSIONS:
These findings suggest that Dehydrodiisoeugenol acts as a potent anti-inflammatory agent.
Structure Identification:
Fitoterapia. 2013 Jan;84:47-53.
Cerebral nuclei distribution study of dehydrodiisoeugenol as an anxiogenic agent determined by RP-HPLC.[Pubmed: 23059843]

METHODS AND RESULTS:
A sensitive RP-HPLC-DAD method was established to quantify Dehydrodiisoeugenol (DDIE) in rat cerebral nuclei. The assay procedure involved one-step extraction of Dehydrodiisoeugenol and daidzein, as an internal standard, from rat plasma and various cerebral nuclei with ethyl acetate. Chromatographic separation was performed on a Diamonsil™ ODS C(18) column with methanol-water (81:19, v/v) as a mobile phase. The UV absorbance of the samples was measured at the wavelength of 270nm. The analysis method was proved to be precise and accurate at linearity ranges in plasma and each cerebral nucleus with correlation coefficients of ≥0.9971. The results indicated that the method established was successfully applied to cerebral nuclei distribution study of Dehydrodiisoeugenol after intravenous administration at a single dose of 40mg/kg to rat. Dehydrodiisoeugenol showed high concentration in all of cerebral nuclei at 8min, which indicated that Dehydrodiisoeugenol could cross the blood-brain barrier rapidly and might be one of the main bioactive substances of nutmeg.
CONCLUSIONS:
The results provide fundamental data for evaluating the effects of Dehydrodiisoeugenol on the central nervous system and to be developed into an effective anxiogenic agent.
Clinopodiside A

Catalog No: CFN90479
CAS No: 142809-89-0
Price: $122/20mg
Myricetin

Catalog No: CFN98877
CAS No: 529-44-2
Price: $40/20mg
Angeloylgomisin H

Catalog No: CFN90710
CAS No: 66056-22-2
Price: $238/10mg
Isovitexin

Catalog No: CFN98620
CAS No: 38953-85-4
Price: $50/20mg
Magnolol

Catalog No: CFN98872
CAS No: 528-43-8
Price: $30/20mg
Gomisin N

Catalog No: CFN90125
CAS No: 69176-52-9
Price: $218/20mg
1,4-Cineole

Catalog No: CFN70116
CAS No: 470-67-7
Price: $30/20mg
Kaempferol 3-gentiobioside

Catalog No: CFN92384
CAS No: 22149-35-5
Price: $80/20mg
(-)-Asarinin

Catalog No: CFN90144
CAS No: 133-04-0
Price: $128/20mg
8-Shogaol

Catalog No: CFN92299
CAS No: 36700-45-5
Price: $368/20mg
Tags: buy Dehydrodiisoeugenol | Dehydrodiisoeugenol supplier | purchase Dehydrodiisoeugenol | Dehydrodiisoeugenol cost | Dehydrodiisoeugenol manufacturer | order Dehydrodiisoeugenol | Dehydrodiisoeugenol distributor