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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Naringenin
PubChem CID 439246
Molecular Weight 272.25g/mol
Synonyms

(2S)-naringenin, 4',5,7-trihydroxyflavanone, BE 14348A, BE-14348A, naringenin, naringenin-7-sulfate

Formula C₁₅H₁₂O₅
SMILES C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O
InChI 1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1
InChIKey FTVWIRXFELQLPI-ZDUSSCGKSA-N
CAS Number 480-41-1
ChEMBL ID CHEMBL9352
ChEBI ID CHEBI:17846
Herb ID HBIN036366
Drug Bank ID DB03467
KEGG ID C00509
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
Potentilla discolor Even
Chineses Pinyin FanBaiCao
Use Part Whole herb with root
Habitat HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, JiangSu, ZheJiang, AnHui, FuJian, JiangXi, ShanDong, ShangHai, HeNan, HuNan, HuBei, GuangDong, GuangXi, HaiNan, Shaanxi, SiChuan
Flavor Sweet; Slightly Bitter
Meridian Tropism Liver; Stomach; Large Intestine
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Rosales
    -->Family: Rosaceae
     -->Genus: Potentilla
      -->Species: Potentilla discolor
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: 448
Pair Name Naringenin, Diosmin
Partner Name Diosmin
Disease Info [ICD-11: 2B90] Colon cancer Investigative
Biological Phenomena Induction-->Blockade of cell cycle in G0/G1 phase
Gene Regulation Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Up-regulation Expression CASP3 hsa836
Up-regulation Expression CASP8 hsa841
Up-regulation Expression CASP9 hsa842
Down-regulation Expression CHUK hsa1147
Down-regulation Expression IKBKB hsa3551
Down-regulation Expression NFKB1 hsa4790
Up-regulation Expression TP53 hsa7157
In Vitro Model HCT 116 Colon carcinoma Homo sapiens (Human) CVCL_0291
SW480 Colon adenocarcinoma Homo sapiens (Human) CVCL_0546
Result Diosmin in combination with naringenin enhances apoptosis in colon cancer cells
Combination Pair ID: 449
Pair Name Naringenin, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C77] Cervical cancer Investigative
Biological Phenomena Induction-->Blockade of cell cycle in G0/G1 phase
Gene Regulation Down-regulation Expression AKT1 hsa207
In Vitro Model HeLa Human papillomavirus-related cervical adenocarcinoma Homo sapiens (Human) CVCL_0030
Result Effect of naringenin and its combination with cisplatin in cell death, proliferation and invasion of cervical cancer spheroids
Combination Pair ID: 450
Pair Name Naringenin, AMG-951
Partner Name AMG-951
Disease Info [ICD-11: 2F7Z] Glioma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression BAD hsa572
Up-regulation Expression BAK1 hsa578
Down-regulation Expression BCL2 hsa596
Up-regulation Cleavage CASP3 hsa836
Up-regulation Cleavage CASP8 hsa841
Up-regulation Cleavage CASP9 hsa842
Up-regulation Expression CDKN1A hsa1026
Up-regulation Cleavage PARP1 hsa142
Up-regulation Expression TNFRSF10A hsa8797
Up-regulation Expression TNFRSF10B hsa8795
Up-regulation Expression TP53 hsa7157
Up-regulation Expression TRADD hsa8717
In Vitro Model LN-308 Astrocytoma Homo sapiens (Human) CVCL_0394
U-251MG Astrocytoma Homo sapiens (Human) CVCL_0021
In Vivo Model 5×10⁵ U251-MG cells were subcutaneously injected into the dorsal flanks of mice.
Result The present study provides a novel therapeutic strategy for glioma by potentiating APO2L-induced apoptosis via the combination with NG in glioma tumor cells.
Combination Pair ID: 451
Pair Name Naringenin, Temozolomide
Partner Name Temozolomide
Disease Info [ICD-11: 2A00] Glioblastoma multiforme Investigative
Biological Phenomena Inhibition-->Cell migration
In Vitro Model U-87MG ATCC Glioblastoma Homo sapiens (Human) CVCL_0022
LN-229 Glioblastoma Homo sapiens (Human) CVCL_0393
Result The study showed a marked reduction in the migration of the cells and the formation of a single cell colony.
Combination Pair ID: 866
Pair Name Naringenin, ABT-737
Partner Name ABT-737
Disease Info [ICD-11: 2B72] Gastric cancer Investigative
Gene Regulation Down-regulation Phosphorylation AKT1 hsa207
Up-regulation Cleavage CASP3 hsa836
Up-regulation Cleavage PARP1 hsa142
In Vitro Model SGC-7901 Human papillomavirus-related cervical adenocarcinoma Homo sapiens (Human) CVCL_0520
Result The combination of these drugs was found to further increase the cleavage of caspase-3 and poly ADP-ribose polymerase. Naringenin and ABT-737 also decreased Akt activation and increased p53 expression, suggesting the involvement of these pathways in the inhibition of gastric cell growth.
04. Reference
No. Title Href
1 Diosmin in combination with naringenin enhances apoptosis in colon cancer cells. Oncol Rep. 2022 Jan;47(1):4. doi: 10.3892/or.2021.8215. Click
2 Effect of naringenin and its combination with cisplatin in cell death, proliferation and invasion of cervical cancer spheroids. RSC Adv. 2020 Dec 22;11(1):129-141. doi: 10.1039/d0ra07309a. Click
3 Glioma progression is suppressed by Naringenin and APO2L combination therapy via the activation of apoptosis in vitro and in vivo. Invest New Drugs. 2020 Dec;38(6):1743-1754. doi: 10.1007/s10637-020-00979-2. Click
4 Combinatorial Effect of Temozolomide and Naringenin in Human Glioblastoma Multiforme Cell Lines. Nutr Cancer. 2022;74(3):1071-1078. doi: 10.1080/01635581.2021.1952438. Click
5 Enhanced anticancer effect of ABT-737 in combination with naringenin on gastric cancer cells. Exp Ther Med. 2016 Feb;11(2):669-673. doi: 10.3892/etm.2015.2912. Click
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