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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Quercetin
PubChem CID 5280343
Molecular Weight 302.23g/mol
Synonyms

3,3',4',5,7-pentahydroxyflavone, dikvertin, Quercetin

Formula C₁₅H₁₀O₇
SMILES C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O
InChI 1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H
InChIKey REFJWTPEDVJJIY-UHFFFAOYSA-N
CAS Number 117-39-5
ChEMBL ID CHEMBL50
ChEBI ID CHEBI:16243
Herb ID HBIN041495
Drug Bank ID DB04216
KEGG ID C00389
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
(1) Euphorbia pekinensis Cold
Chineses Pinyin JingDaJi
Use Part Root
Habitat JiangSu, SiChuan, JiangXi, GuangXi
Flavor Bitter
Meridian Tropism Lung, Spleen, Kidney
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Malpighiales
    -->Family: Euphorbiaceae
     -->Genus: Euphorbia
      -->Species: Euphorbia pekinensis
(2) Camellia sinensis Cool
Chineses Pinyin Cha
Use Part Tender leaf or tender bud
Habitat JiangSu, AnHui, ZheJiang, JiangXi, HuBei, SiChuan, GuiZhou, YunNan, Shaanxi
Flavor Sweet; Bitter
Meridian Tropism Lung; Stomach; Heart
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Ericales
    -->Family: Theaceae
     -->Genus: Camellia
      -->Species: Camellia sinensis
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Drug(s) whose efficacy can be enhanced by this phytochemical
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Combination Pair ID: 476
Pair Name Quercetin, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C73] Ovarian cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Cleavage CASP3 hsa836
Up-regulation Cleavage CASP7 hsa840
Up-regulation Cleavage CASP9 hsa842
Down-regulation Phosphorylation MTOR hsa2475
Up-regulation Cleavage PARP1 hsa142
Down-regulation Phosphorylation STAT3 hsa6774
Down-regulation Expression Trx1 KEGG ID N.A.
Down-regulation Expression Trx2 KEGG ID N.A.
Down-regulation Expression TrxR KEGG ID N.A.
In Vitro Model SK-OV-3 Ovarian serous cystadenocarcinoma Homo sapiens (Human) CVCL_0532
SKOV-3/CDDP Cisplatin-resistant ovarian serous cystadenocarcinoma Homo sapiens (Human) N.A.
Result This study provides further new data for the mechanism by which the QU pre-treatment re-sensitizes SKOV-3/CDDP cells to cisplatin.
Combination Pair ID: 624
Pair Name Quercetin, Doxorubicin
Partner Name Doxorubicin
Disease Info [ICD-11: 2A60.Z] Acute myeloid leukemia Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression ABCB1 hsa5243
Down-regulation Expression BCL2 hsa596
Up-regulation Expression CASP3 hsa836
Up-regulation Expression CASP8 hsa841
Up-regulation Expression CASP9 hsa842
In Vitro Model K-562 Blast phase chronic myelogenous leukemia Homo sapiens (Human) CVCL_0004
Result These findings demonstrated that quercetin is important in MDR and may be developed into a new reversal agent for cancer chemotherapy.
Combination Pair ID: 625
Pair Name Quercetin, Doxorubicin
Partner Name Doxorubicin
Disease Info [ICD-11: 2C60] Breast cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression ABCB1 hsa5243
In Vitro Model MCF-7 Invasive breast carcinoma of no special type Homo sapiens (Human) CVCL_0031
Result These findings demonstrated that quercetin is important in MDR and may be developed into a new reversal agent for cancer chemotherapy.
Combination Pair ID: 668
Pair Name Quercetin, Doxorubicin
Partner Name Doxorubicin
Disease Info [ICD-11: 2C60] Breast cancer Investigative
Biological Phenomena Inhibition-->ROS accumulation
Gene Regulation Up-regulation Cleavage CASP3 hsa836
Down-regulation Phosphorylation MAPK1 hsa5594
Down-regulation Expression MMP9 hsa4318
Down-regulation Expression MYC hsa4609
In Vitro Model MDA-MB-231 Breast adenocarcinoma Homo sapiens (Human) CVCL_0062
In Vivo Model Into the right hind limb of each nude mouse, 2×10⁶ 4 T1 TNBC cells were injected subcutaneously. One week later, the mice were randomly divided into four groups (n = 3): control group (0.9% saline); Que group (50 mg/kg Que); AC group (5 mg/kg Dox plus 50 mg/kg Cyc); and AC plus Que group (5 mg/kg Dox plus 50 mg/kg Cyc plus 50 mg/kg Que).
Result Que could attenuate AC-induced cardiotoxicity by inhibiting ROS accumulation and activating ERK1/2 pathway in cardiomyocytes, but interestingly, Que could enhance the antitumor activity of AC by inhibiting ROS accumulation and ERK1/2 pathway in TNBC cells. In addition,in vivo studies further confirmed that Que could enhance the chemotherapeutic effect of AC against TNBC while it reduced the injury of cardiotoxicity induced by AC
Combination Pair ID: 975
Pair Name Quercetin, Anti-PD-1 antibody
Partner Name Anti-PD-1 antibody
Disease Info [ICD-11: 2C12] Hepatocellular carcinoma Investigative
Biological Phenomena Reshaped-->Tumor immune microenvironment
Gene Regulation Up-regulation Expression ARG1 hsa383
Up-regulation Expression CD4 hsa920
Up-regulation Expression CD8A hsa925
Up-regulation Expression IFNG hsa3458
Up-regulation Expression IL10 hsa3586
Down-regulation Expression IL12A hsa3592
Down-regulation Expression IL1B hsa3553
Down-regulation Expression IL4 hsa3565
Down-regulation Expression IL6 hsa3569
Up-regulation Expression ITGAM hsa3684
Up-regulation Expression MMP9 hsa4318
Down-regulation Expression NFKBIA hsa4792
Down-regulation Expression RELA hsa5970
Up-regulation Expression TGFB1 hsa7040
Down-regulation Expression TLR4 hsa7099
Down-regulation Expression TNF hsa7124
In Vivo Model Orthotopically transplanted HCC tumors in mice were treated with quercetin, anti-PD-1 antibody, or a combination of both therapies.
Result Quercetin/anti-PD-1 antibody combination therapy reshaped HCC tumor microenvironment in mice in parallel with regulating the GM and macrophage immunity.
Combination Pair ID: 977
Pair Name Quercetin, Docetaxel
Partner Name Docetaxel
Disease Info [ICD-11: 2C82] Prostate cancer Investigative
Biological Phenomena Induction-->Proliferation and apoptosis
In Vitro Model DU145 Prostate carcinoma Homo sapiens (Human) CVCL_0105
PC-3 Prostate carcinoma Homo sapiens (Human) CVCL_0035
Result Combination Modality Using Quercetin to Enhance the Efficacy of Docetaxel in Prostate Cancer Cells
Combination Pair ID: 978
Pair Name Quercetin, Oxaliplatin
Partner Name Oxaliplatin
Disease Info [ICD-11: 2B91] Colorectal cancer Investigative
Gene Regulation Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Up-regulation Cleavage CASP3 hsa836
Up-regulation Expression CYCS hsa54205
Up-regulation Cleavage PARP1 hsa142
In Vitro Model HCT 116 Colon carcinoma Homo sapiens (Human) CVCL_0291
In Vivo Model To generate HCT116 xenografts in BALB/c nude mice, 3×10⁶ HCT116 cells were subcutaneously injected into the left and right flanks of each mouse.
Result These findings suggest that the depletion of intracellular glutathione by quercetin and sulforaphane could strengthen the anti-cancer efficacy of oxaliplatin.
Combination Pair ID: 980
Pair Name Quercetin, Cyclophosphamide
Partner Name Cyclophosphamide
Disease Info [ICD-11: 2C60] Breast cancer Investigative
Biological Phenomena Induction-->Immunomodulatory
In Vitro Model 4T1 Malignant neoplasms of the mouse mammary gland Mus musculus (Mouse) CVCL_0125
In Vivo Model 4T1 cells (5×10³) in 100 µL of phosphate-buffered saline (PBS) were injected into one axillary mammary fat pad per mouse of 5–6-week-old female immunocompetent BALB/c mice.
Result Complementarity between Microbiome and Immunity May Account for the Potentiating Effect of Quercetin on the Antitumor Action of Cyclophosphamide in a Triple-Negative Breast Cancer Model
Drug(s) whose resistance can be reversed by this phytochemical
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Combination Pair ID: 60
Pair Name Quercetin, Docetaxel
Partner Name Docetaxel
Disease Info [ICD-11: 2E02] Metastatic prostate cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression ABCB1 hsa5243
Down-regulation Phosphorylation AKT1 hsa207
Down-regulation Expression AR hsa367
Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Down-regulation Expression PIK3CA hsa5290
In Vitro Model PC-3-R Prostate carcinoma Homo sapiens (Human) CVCL_C0QS
PC-3 Prostate carcinoma Homo sapiens (Human) CVCL_0035
LNCaP Prostate carcinoma Homo sapiens (Human) CVCL_0395
In Vivo Model 5×10⁵ PC-3 cells were suspended in 100 μL PBS, or 2×108 LNCaP cells were suspended in 100 μL of matrigel, while PBS mixture (1:1) were injected subcutaneously into the right axillary fossa of mice.
Result Quercetin reverses docetaxel resistance in prostate cancer via androgen receptor and PI3K/Akt signaling pathways
Combination Pair ID: 979
Pair Name Quercetin, Fluorouracil
Partner Name Fluorouracil
Disease Info [ICD-11: 2B90] Colon cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression HMOX1 hsa3162
Down-regulation Expression NFE2L2 hsa4780
In Vitro Model HCT 116 Colon carcinoma Homo sapiens (Human) CVCL_0291
Result Our results suggest that Que reverses 5-FU resistance in CC cells via modulating the Nrf2/HO-1 pathway.
Drug(s) whose toxicity can be decreased by this phytochemical
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Combination Pair ID: 976
Pair Name Quercetin, Fluorouracil
Partner Name Fluorouracil
Disease Info [ICD-11: 2B90] Colon cancer Investigative
In Vitro Model HT-29 Colon adenocarcinoma Homo sapiens (Human) CVCL_0320
In Vivo Model Rats were assigned to two groups. The 5-FU/quercetin group received intraperitoneal quercetin (10 mg/kg) and the Tween was injected to the control group for 14 consecutive days. On the 15th day, both groups received 50 mg/kg of 5-FU.
Result Interaction of quercetin and 5-fluorouracil: cellular and pharmacokinetic study
04. Reference
No. Title Href
1 Interaction of quercetin and 5-fluorouracil: cellular and pharmacokinetic study. Toxicol Mech Methods. 2023 Nov;33(6):502-511. doi: 10.1080/15376516.2023.2188928. Click
2 Potentiation of Cisplatin Cytotoxicity in Resistant Ovarian Cancer SKOV3/Cisplatin Cells by Quercetin Pre-Treatment. Int J Mol Sci. 2023;24(13):10960. Published 2023 Jun 30. doi:10.3390/ijms241310960 Click
3 Quercetin enhances adriamycin cytotoxicity through induction of apoptosis and regulation of mitogen-activated protein kinase/extracellular signal-regulated kinase/c-Jun N-terminal kinase signaling in multidrug-resistant leukemia K562 cells. Mol Med Rep. 2015 Jan;11(1):341-8. doi: 10.3892/mmr.2014.2734. Click
4 Quercetin potentiates the effect of adriamycin in a multidrug-resistant MCF-7 human breast-cancer cell line: P-glycoprotein as a possible target. Cancer Chemother Pharmacol. 1994;34(6):459-64. doi: 10.1007/BF00685655. Click
5 Quercetin attenuates the cardiotoxicity of doxorubicin-cyclophosphamide regimen and potentiates its chemotherapeutic effect against triple-negative breast cancer. Phytother Res. 2022;36(1):551-561. doi:10.1002/ptr.7342 Click
6 Quercetin/Anti-PD-1 Antibody Combination Therapy Regulates the Gut Microbiota, Impacts Macrophage Immunity and Reshapes the Hepatocellular Carcinoma Tumor Microenvironment. Front Biosci (Landmark Ed). 2023 Dec 1;28(12):327. doi: 10.31083/j.fbl2812327. Click
7 Combination Modality Using Quercetin to Enhance the Efficacy of Docetaxel in Prostate Cancer Cells. Cancers (Basel). 2023 Jan 31;15(3):902. doi: 10.3390/cancers15030902. Click
8 Quercetin-Induced Glutathione Depletion Sensitizes Colorectal Cancer Cells to Oxaliplatin. Foods. 2023 Apr 21;12(8):1733. doi: 10.3390/foods12081733. Click
9 Complementarity between Microbiome and Immunity May Account for the Potentiating Effect of Quercetin on the Antitumor Action of Cyclophosphamide in a Triple-Negative Breast Cancer Model. Pharmaceuticals (Basel). 2023 Oct 6;16(10):1422. doi: 10.3390/ph16101422. Click
10 Quercetin reverses docetaxel resistance in prostate cancer via androgen receptor and PI3K/Akt signaling pathways. Int J Biol Sci. 2020 Feb 10;16(7):1121-1134. doi: 10.7150/ijbs.41686. Click
11 Quercetin reverses 5-fluorouracil resistance in colon cancer cells by modulating the NRF2/HO-1 pathway. Eur J Histochem. 2023 Aug 7;67(3):3719. doi: 10.4081/ejh.2023.3719. Click
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