Cat. No.: HY-N12267

N,N′-Diferuloylputrescine

Name: N,N′-Diferuloylputrescine
Brand: MedChemExpress
SKU: HY-N12267
Price: 219.00 USD
Availability: InStock
Rating: 5 (1 reviews)

(Synonyms: (E/Z)-Terrestribisamide)

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N,N′-Diferuloylputrescine ((E/Z)-Terrestribisamide) is an inhibitor of pigmentation that reduces pigmentation in vivo. N,N′-Diferuloylputrescine exhibits anti-melanogenic, antioxidant, and α-glucosidase (α-glucosidase) inhibitory activities. N,N′-Diferuloylputrescine significantly decreases MITF protein levels and scavenges reactive oxygen species, while protecting neuroblastoma cells, keratinocytes, and erythrocytes from oxidative damage. N,N′-Diferuloylputrescine can be used for research on pigmentation, non-insulin-dependent diabetes mellitus, neurodegenerative diseases, and skin aging.

For research use only. We do not sell to patients.

Purity : 97.0%
CAS No.: 42369-86-8
Formula: C₂₄H₂₈N₂O₆
Molecular Weight:440.49

Storage:

Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month

N,N′-Diferuloylputrescine Chemical Structure

CAS No.: 42369-86-8

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Top Publications Citing

Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vitro
Chemical Information
Solvent & Solubility
- In Vitro
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

All Melanocortin Receptor Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
B16-F1	IC₅₀	>150 μM Compound: 12	Antimelanogenic activity in mouse B16-F1 cells assessed as reduction in alpha-MSH-stimulated melanin production preincubated for 72 hrs followed by alpha-MSH-stimulation and measured after 2 hrs Antimelanogenic activity in mouse B16-F1 cells assessed as reduction in alpha-MSH-stimulated melanin production preincubated for 72 hrs followed by alpha-MSH-stimulation and measured after 2 hrs	[PMID: 30446440]
B16-F1	IC₅₀	88.4 μM Compound: 12	Inhibition of tyrosinase in mouse B16-F1 cells Inhibition of tyrosinase in mouse B16-F1 cells	[PMID: 30446440]
COLO 320	IC₅₀	50 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) COLO320 cells by MTT assay Cytotoxicity against Homo sapiens (human) COLO320 cells by MTT assay	10.1007/s00044-012-0393-3

In Vitro

Anti-cancerFungal InfectionInnate ImmunityOxidative StressOthers

Anti-cancer

N,N′-Diferuloylputrescine (50 μg/mL; 1 h pretreatment, 48 h co-treatment) exhibits significant inhibitory activity against forskolin-induced melanogenesis in B16F1 mouse melanoma cells^[1].
N,N′-Diferuloylputrescine (1 h pretreatment, 48 h co-treatment) significantly decreases MITF protein levels in Forskolin (HY-15371)-stimulated B16F1 mouse melanoma cells, while tyrosinase levels only slightly decrease, and it has no effect on TRP-1 and TRP-2 levels^[1].

Fungal Infection

N,N′-Diferuloylputrescine (2.0 mM; 5 min) inhibits yeast α-glucosidase, but its activity is weaker than that of the monoferuloyl amide N-feruloylaminobutane, indicating that the additional feruloyl amide moiety attenuates the inhibitory activity^[2].

Innate Immunity

Oxidative Stress

Anti-cancer

N,N′-Diferuloylputrescine (50 μM; 1 h pretreatment, 3 h H₂O₂ exposure, 4 h fresh medium) exhibits weak protective activity against H₂O₂-induced SH-SY5Y cell damage^[3].

Oxidative Stress

N,N′-Diferuloylputrescine (10 min) exhibits DPPH radical scavenging activity with an FSC₅₀ of 61.3 μM^[5].
N,N′-Diferuloylputrescine (5 min) exhibits ROS scavenging activity with an OSC₅₀ of 2.01 μM^[5].

Others

N,N′-Diferuloylputrescine (2.0 mM; 20 min) exhibits antioxidant activity in the TBARS assay using rabbit erythrocyte membrane ghosts^[2].
N,N′-Diferuloylputrescine (5.0 mM) is a reversible α-glucosidase inhibitor, as enzyme activity is restored after removal of the inhibitor by ultrafiltration^[2].
N,N′-Diferuloylputrescine (0.1-200.0 μM) exhibits an IC₅₀ exceeding 100 μM against HCE-2^[3].
N,N′-Diferuloylputrescine (12.5-100 mM; 30 min) exhibits dose-dependent cytoprotective effects against UVA irradiation in HaCaT cells^[5].
N,N′-Diferuloylputrescine (5-50 μM; 30 min) exhibits concentration-dependent protection against ¹O₂-induced hemolysis in human erythrocytes^[5].
N,N′-Diferuloylputrescine (4 min) acts as a singlet oxygen quencher with a K_q of 1.22 × 10⁸ M^-1s^-1^[5].
N,N′-Diferuloylputrescine (50 μM; 30 min) exhibits a cellular uptake rate of 1.19% in human erythrocytes^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay^[3]

Cell Line:

SH-SY5Y
Concentration:

50 μM
Incubation Time:

1 h (pre-treatment); 3 h (H2O2 exposure); 4 h (fresh medium)
Result:

Showed weak protective effects against H2O2-induced damage in SH-SY5Y cells.

Cell Viability Assay^[5]

Cell Line:

HaCaT cells
Concentration:

12.5, 25, 50, 100 mM
Incubation Time:

30 min
Result:

Increased cell viabilities in a dose-dependent manner.
Achieved 79.7% cell viability at 100 mM.

Related Protocols :

Chemical Information

CAS No. 42369-86-8
Appearance Solid
Molecular Weight 440.49
Formula C₂₄H₂₈N₂O₆
Color Off-white to light brown
SMILES

O=C(NCCCCNC(/C=C/C1=CC=C(C(OC)=C1)O)=O)/C=C/C2=CC=C(C(OC)=C2)O
Synonyms

(E/Z)-Terrestribisamide
Structure Classification
- Phenols
- Polyphenols
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : 10 mg/mL (22.70 mM; Need ultrasonic and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

2.2702 mL

11.3510 mL

22.7020 mL

5 mM

0.4540 mL

2.2702 mL

4.5404 mL

10 mM

0.2270 mL

1.1351 mL

2.2702 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molarity Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Dilution Calculator

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Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (281 KB)
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Kim MJ, et al. Effect of hydroxycinnamic acid derivatives from corn bran on melanogenic protein expression. Journal of the Korean Society for Applied Biological Chemistry. 2010 Aug;53(4):422-6.

[2]. Niwa T, et al. Inhibitory activity of corn-derived bisamide compounds against alpha-glucosidase. Journal of agricultural and food chemistry. 2003 Jan 01;51(1):90-4.

[3]. Xin XL, et al. Phenylpropanoid amides from Alisma orientalis and their protective effects against H2O2-induced damage in SH-SY5Y cells. Phytochemistry Letters. 2017 Sep 1;21:46-50.

[4]. Taj R, Sorensen J L. Synthesis of Actinomycetes natural products JBIR-94, JBIR-125, and related analogues[J]. Tetrahedron Letters, 2015, 56(51): 7108-7111.

[5]. Hwang J P, Ha J H, No G Y, et al. Cellular protective effect of novel dimeric ferulamide derivatives against UVA and 1O2 and its structural mechanism[J]. Journal of industrial and engineering chemistry, 2017, 53: 164-170.

[6]. Zhang J, et al. Comprehensive evaluation on phenolic derivatives and antioxidant activities of diverse yellow maize varieties. Food chemistry. 2025 Feb 01;464(Pt 1):141602.

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	2.2702 mL	11.3510 mL	22.7020 mL	56.7550 mL
	5 mM	0.4540 mL	2.2702 mL	4.5404 mL	11.3510 mL
	10 mM	0.2270 mL	1.1351 mL	2.2702 mL	5.6755 mL
	15 mM	0.1513 mL	0.7567 mL	1.5135 mL	3.7837 mL
	20 mM	0.1135 mL	0.5675 mL	1.1351 mL	2.8377 mL

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N,N′-Diferuloylputrescine

All Melanocortin Receptor Isoforms