1. Immunology/Inflammation NF-κB
  2. COX Keap1-Nrf2
  3. Rutaecarpine

Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM. Rutaecarpine can target and activate the NRF2/HO-1 pathway to reduce craniofacial injury. Rutaecarpine sttenuates oxidative stress-induced traumatic brain injury (TBI) and reduces secondary injury via the PGK1/KEAP1/NRF2 signaling pathway. Rutaecarpine can cross the blood-brain barrier (BBB).

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CAS No. : 84-26-4

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Customer Review

Based on 6 publication(s) in Google Scholar

Other Forms of Rutaecarpine:

Top Publications Citing Use of Products

    Rutaecarpine purchased from MedChemExpress. Usage Cited in: BMC Complement Med Ther. 2023 Dec 1;23(1):433.  [Abstract]

    The proliferative ability of HT29 and LS180 cells that disposed in different concentrations of Isorhamnetin, Evodiamine, Quercetin and Rutaecarpine (0.5 µM, 1 µM, 2 µM, 4 µM, 8 µM and 16 µM).

    Rutaecarpine purchased from MedChemExpress. Usage Cited in: BMC Complement Med Ther. 2023 Dec 1;23(1):433.  [Abstract]

    The supernatant concentration of TNF-α after HT29 and LS180 cells pretreating with Rutaecarpine (0.5 µM, 1 µM, 2 µM and 4 µM) by ELISA.

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    • Biological Activity

    • Protocol

    • Purity & Documentation

    • References

    • Customer Review

    Description

    Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM. Rutaecarpine can target and activate the NRF2/HO-1 pathway to reduce craniofacial injury. Rutaecarpine sttenuates oxidative stress-induced traumatic brain injury (TBI) and reduces secondary injury via the PGK1/KEAP1/NRF2 signaling pathway. Rutaecarpine can cross the blood-brain barrier (BBB).

    IC50 & Target[1]

    COX-2

    0.28 μM (IC50, in BMMC)

    COX-1

    8.7 μM (IC50, in BMMC)

    Cellular Effect
    Cell Line Type Value Description References
    A549 GI50
    14.5 μM
    Compound: 11a
    Tested for in vitro cytotoxicity against non-small cell lung cancer cell line A549/ATCC
    Tested for in vitro cytotoxicity against non-small cell lung cancer cell line A549/ATCC
    10.1016/0960-894X(95)00046-V
    A549 GI50
    14.5 μM
    Compound: 49
    Growth inhibition of human A549 cells by SRB assay
    Growth inhibition of human A549 cells by SRB assay
    [PMID: 36375335]
    A549 IC50
    > 20 μM
    Compound: Fig 1A, Cpd 1
    Antiproliferative activity against human A549 cells assessed as cell growth inhibition incubated for 48 hrs by MTT assay
    Antiproliferative activity against human A549 cells assessed as cell growth inhibition incubated for 48 hrs by MTT assay
    [PMID: 38897138]
    CCD-18Co IC50
    > 50 μM
    Compound: 1
    Antiproliferative activity against human CCD-18Co cells assessed as reduction in cell viability measured after 72 hrs by SRB assay
    Antiproliferative activity against human CCD-18Co cells assessed as reduction in cell viability measured after 72 hrs by SRB assay
    [PMID: 35544614]
    CCD-841CoN IC50
    > 50 μM
    Compound: 1
    Antiproliferative activity against human CCD-841CoN cells assessed as reduction in cell viability measured after 72 hrs by SRB assay
    Antiproliferative activity against human CCD-841CoN cells assessed as reduction in cell viability measured after 72 hrs by SRB assay
    [PMID: 35544614]
    CCRF-CEM GI50
    18.9 μM
    Compound: 11a
    Tested for in vitro cytotoxicity against leukemia cell line CCRF-CEM
    Tested for in vitro cytotoxicity against leukemia cell line CCRF-CEM
    10.1016/0960-894X(95)00046-V
    DU-145 GI50
    31.65 μM
    Compound: 49
    Growth inhibition of human DU-145 cells incubated for 48 hrs by sulforhodamine B assay
    Growth inhibition of human DU-145 cells incubated for 48 hrs by sulforhodamine B assay
    [PMID: 36375335]
    HCT-116 GI50
    33.89 μM
    Compound: 49
    Anticancer activity against human HCT-116 cells assessed as cell growth inhibition
    Anticancer activity against human HCT-116 cells assessed as cell growth inhibition
    [PMID: 36375335]
    HCT-116 IC50
    31.1 μM
    Compound: 1
    Antiproliferative activity against human HCT-116 cells harboring beta-catenin mutant assessed as reduction in cell viability measured after 72 hrs by SRB assay
    Antiproliferative activity against human HCT-116 cells harboring beta-catenin mutant assessed as reduction in cell viability measured after 72 hrs by SRB assay
    [PMID: 35544614]
    HCT-15 IC50
    > 50 μM
    Compound: 1
    Antiproliferative activity against human HCT-15 cells harboring wild type beta-catenin assessed as reduction in cell viability measured after 72 hrs by SRB assay
    Antiproliferative activity against human HCT-15 cells harboring wild type beta-catenin assessed as reduction in cell viability measured after 72 hrs by SRB assay
    [PMID: 35544614]
    HEK293 EC50
    2.06 μM
    Compound: 2
    Agonist activity at rat TRPV1 channel expressed in HEK293 cells assessed as induction of channel current at -60 mV holding potential by whole-cell patch-clamp method
    Agonist activity at rat TRPV1 channel expressed in HEK293 cells assessed as induction of channel current at -60 mV holding potential by whole-cell patch-clamp method
    [PMID: 27159637]
    HL-60 GI50
    19.8 μM
    Compound: 49
    Growth inhibition of human HL-60 cells incubated for 4 days by WST assay
    Growth inhibition of human HL-60 cells incubated for 4 days by WST assay
    [PMID: 36375335]
    HT-29 GI50
    31.6 μM
    Compound: 49
    Growth inhibition of human HT-29 cells by SRB assay
    Growth inhibition of human HT-29 cells by SRB assay
    [PMID: 36375335]
    HT-29 IC50
    118 μM
    Compound: 49
    Cytotoxicity against human HT-29 cells assessed as reduction in cell viability by SRB assay
    Cytotoxicity against human HT-29 cells assessed as reduction in cell viability by SRB assay
    [PMID: 36375335]
    HUVEC IC50
    16.54 μM
    Compound: 49
    Cytotoxicity against HUVEC cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
    Cytotoxicity against HUVEC cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
    [PMID: 36375335]
    HeLa EC50
    26.1 μM
    Compound: 1a
    Cytotoxicity against human HeLa cells by MTT assay
    Cytotoxicity against human HeLa cells by MTT assay
    [PMID: 28958621]
    HeLa IC50
    26 μM
    Compound: Fig 1A, Cpd 1
    Antiproliferative activity against human HeLa cells
    Antiproliferative activity against human HeLa cells
    [PMID: 38897138]
    Hs-578T GI50
    22.6 μM
    Compound: 11a
    Tested for in vitro cytotoxicity against breast cancer cell line Hs 578.T
    Tested for in vitro cytotoxicity against breast cancer cell line Hs 578.T
    10.1016/0960-894X(95)00046-V
    Hs-578T GI50
    22.6 μM
    Compound: 49
    Growth inhibition against human Hs-578T cells incubated for 48 hrs by sulforhodamine B reagent assay
    Growth inhibition against human Hs-578T cells incubated for 48 hrs by sulforhodamine B reagent assay
    [PMID: 36375335]
    K562 GI50
    25.77 μM
    Compound: 49
    Growth inhibition of human K562 cells incubated for 48 hrs by sulforhodamine B assay
    Growth inhibition of human K562 cells incubated for 48 hrs by sulforhodamine B assay
    [PMID: 36375335]
    LS174T IC50
    6.1 μM
    Compound: 1
    Antiproliferative activity against human LS174T cells harboring beta-catenin mutant assessed as reduction in cell viability measured after 72 hrs by SRB assay
    Antiproliferative activity against human LS174T cells harboring beta-catenin mutant assessed as reduction in cell viability measured after 72 hrs by SRB assay
    [PMID: 35544614]
    MCF-10A IC50
    > 20 μM
    Compound: Fig 1A, Cpd 1
    Antiproliferative activity against human MCF-10A cells assessed as cell growth inhibition incubated for 48 hrs by MTT assay
    Antiproliferative activity against human MCF-10A cells assessed as cell growth inhibition incubated for 48 hrs by MTT assay
    [PMID: 38897138]
    MCF7 GI50
    19.57 μM
    Compound: 49
    Growth inhibition of human MCF7 cells incubated for 48 hrs by SRB assay
    Growth inhibition of human MCF7 cells incubated for 48 hrs by SRB assay
    [PMID: 36375335]
    MCF7 IC50
    74.5 μM
    Compound: 49
    Antiproliferative activity against human MCF7 cells assessed as cell growth inhibition incubated for 48 hrs by MTT assay
    Antiproliferative activity against human MCF7 cells assessed as cell growth inhibition incubated for 48 hrs by MTT assay
    [PMID: 36375335]
    MCF7 IC50
    > 20 μM
    Compound: Fig 1A, Cpd 1
    Antiproliferative activity against human MCF7 cells assessed as cell growth inhibition incubated for 48 hrs by MTT assay
    Antiproliferative activity against human MCF7 cells assessed as cell growth inhibition incubated for 48 hrs by MTT assay
    [PMID: 38897138]
    MDA-MB-231 IC50
    117.6 μM
    Compound: 49
    Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability after 48 hrs by SRB assay
    Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability after 48 hrs by SRB assay
    [PMID: 36375335]
    NCI-N87 GI50
    8.41 μM
    Compound: 49
    Growth inhibition of human NCI-N87 cells assessed as reduction in cell viability measured after 72 hrs by MTT assay
    Growth inhibition of human NCI-N87 cells assessed as reduction in cell viability measured after 72 hrs by MTT assay
    [PMID: 36375335]
    OVCAR-4 GI50
    18.9 μM
    Compound: 11a
    Tested for in vitro cytotoxicity against ovarian cancer cell line OVCAR-4
    Tested for in vitro cytotoxicity against ovarian cancer cell line OVCAR-4
    10.1016/0960-894X(95)00046-V
    OVCAR-4 GI50
    18.9 μM
    Compound: 49
    Growth inhibition of human OVCAR-4 cells by SRB assay
    Growth inhibition of human OVCAR-4 cells by SRB assay
    [PMID: 36375335]
    P388 IC50
    36.8 μM
    Compound: 49
    Cytotoxicity against mouse P388 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB assay
    Cytotoxicity against mouse P388 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB assay
    [PMID: 36375335]
    RKO IC50
    > 50 μM
    Compound: 1
    Antiproliferative activity against human RKO cells harboring wild type beta-catenin assessed as reduction in cell viability measured after 72 hrs by SRB assay
    Antiproliferative activity against human RKO cells harboring wild type beta-catenin assessed as reduction in cell viability measured after 72 hrs by SRB assay
    [PMID: 35544614]
    SF-295 GI50
    14.1 μM
    Compound: 49
    Growth inhibition against human SF-295 cells incubated for 48 hrs by sulforhodamine B assay
    Growth inhibition against human SF-295 cells incubated for 48 hrs by sulforhodamine B assay
    [PMID: 36375335]
    SMMC-7721 IC50
    18.9 μM
    Compound: 49
    Anticancer activity against human SMMC-7721 cells assessed as cell growth inhibition incubated for 48 hrs by CCK8 assay
    Anticancer activity against human SMMC-7721 cells assessed as cell growth inhibition incubated for 48 hrs by CCK8 assay
    [PMID: 36375335]
    SW480 IC50
    > 50 μM
    Compound: 1
    Antiproliferative activity against human SW480 cells harboring wild type beta-catenin assessed as reduction in cell viability measured after 72 hrs by SRB assay
    Antiproliferative activity against human SW480 cells harboring wild type beta-catenin assessed as reduction in cell viability measured after 72 hrs by SRB assay
    [PMID: 35544614]
    U-251 GI50
    0.02 μM
    Compound: 49
    Growth inhibition of human U-251 cells by sulforhodamine B assay
    Growth inhibition of human U-251 cells by sulforhodamine B assay
    [PMID: 36375335]
    In Vitro

    Rutaecarpine has shown a variety of intriguing biological properties such as anti-thrombotic, anticancer, anti-inflammatory and analgesic, anti-obesity and thermoregulatory, vasorelaxing activity, as well as effects on the cardiovascular and endocrine systems[2]. Rutaecarpine inhibits COX-2 and COX-1 dependent phases of PGD2 generation in BMMC in a concentration-dependent manner with an IC50 of 0.28 μM and 8.7 μM, respectively. It inhibits COX-2-dependent conversion of exogenous arachidonic acid to PGE2 in a dose-dependent manner by the COX-2-transfected HEK293 cells[1].

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

    In Vivo

    Rutaecarpine showed in vivo anti-inflammatory activity on rat l-carrageenan induced paw edema by intraperitoneal administration[1]. Rutaecarpine significantly decreases the number of antibody-forming cells and causes weight decrease in spleen in a dose-dependent manner. In addition, rutaecarpine administered mice exhibit reduced splenic cellularity, decreased numbers of total T cells, CD4+ cells, CD8+ cells, and B cells in spleen. IL-2, interferon and IL-10 mRNA expressions are suppressed significantly by rutaecarpine treatment. The number of CD4+IL-2+ cells is reduced significantly following administration of mice with rutaecarpine[3].

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

    Molecular Weight

    287.32

    Formula

    C18H13N3O

    CAS No.
    Appearance

    Solid

    Color

    Light yellow to yellow

    SMILES

    O=C1N2C(C(NC3=C4C=CC=C3)=C4CC2)=NC5=C1C=CC=C5

    Structure Classification
    Initial Source
    Shipping

    Room temperature in continental US; may vary elsewhere.

    Storage
    Powder -20°C 3 years
    4°C 2 years
    In solvent -80°C 2 years
    -20°C 1 year
    Solvent & Solubility
    In Vitro: 

    DMSO : 50 mg/mL (174.02 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 3.4804 mL 17.4022 mL 34.8044 mL
    5 mM 0.6961 mL 3.4804 mL 6.9609 mL
    View the Complete Stock Solution Preparation Table

    * 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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

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    Please enter the basic information of animal experiments:

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    Purity & Documentation
    References
    Cell Assay
    [1]

    Rutaecarpine is dissolved in DMSO and diluted with appropriate medium before use. COX-1 and COX-2 cDNA-transfected HEK293 cells are prepared. For measuring inhibitory activity on COX-1 and COX-2 by rutaecarpine, cells in 1 mL of culture medium are seeded into each well of 24-well. After culture for 4 days, the supernatants are removed and 250 mL of fresh medium is added to the cells with or without rutaecarpine. After preincubation for 5 h at 37°C, the cells are further incubated at 37°C for 30 min with 50 mM arachidonic acid. All reactions are stopped by centrifugation at 120 g at 4°C for 5 min. Concentrations of PGE2 in the supernatant are measured[1].

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

    Animal Administration
    [1][3]

    Rats: Rutaecarpine is dissolved in 0.1% carboxymethyl cellulose and diluted with appropriate medium before use. Male Splague-Dawley (SD) rats (180-220 g) are used in the study. Rutaecarpine administered intraperitoneally and, 1 h later, l-carrageenan solution is injected to right hind paw of rats. Paw volumes are measured using plethysmometer 5 h after l-carrageenan injection[1].

    Mice: For the antibody response to SRBCs, rutaecarpine is administered at a single dose of 10 mg/kg, 20 mg/kg, 40 mg/kg or 80 mg/kg in 10 mL of 1% povidone solution intravenously. Control animals are given 1% povidone solution at 10 mL/kg. Specific pathogen-free female BALB/c mice are used in the study[3].

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

    References

    Complete Stock Solution Preparation Table

    * 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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

    Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
    DMSO 1 mM 3.4804 mL 17.4022 mL 34.8044 mL 87.0110 mL
    5 mM 0.6961 mL 3.4804 mL 6.9609 mL 17.4022 mL
    10 mM 0.3480 mL 1.7402 mL 3.4804 mL 8.7011 mL
    15 mM 0.2320 mL 1.1601 mL 2.3203 mL 5.8007 mL
    20 mM 0.1740 mL 0.8701 mL 1.7402 mL 4.3505 mL
    25 mM 0.1392 mL 0.6961 mL 1.3922 mL 3.4804 mL
    30 mM 0.1160 mL 0.5801 mL 1.1601 mL 2.9004 mL
    40 mM 0.0870 mL 0.4351 mL 0.8701 mL 2.1753 mL
    50 mM 0.0696 mL 0.3480 mL 0.6961 mL 1.7402 mL
    60 mM 0.0580 mL 0.2900 mL 0.5801 mL 1.4502 mL
    80 mM 0.0435 mL 0.2175 mL 0.4351 mL 1.0876 mL
    100 mM 0.0348 mL 0.1740 mL 0.3480 mL 0.8701 mL
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    Cat. No.:
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