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

| 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 |
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| 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 |
Download
2D
MOL
3D
MOL
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| 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
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| Pair Name | Naringenin, Diosmin | |||
| Partner Name | Diosmin | |||
| Disease Info | [ICD-11: 2B90.Z] | 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 | |
| Up-regulation | Expression | TP53 | hsa7157 | |
| Down-regulation | Expression | NFKB1 | hsa4790 | |
| Down-regulation | Expression | CHUK | hsa1147 | |
| Down-regulation | Expression | IKBKB | hsa3551 | |
| 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 | |||
| Pair Name | Naringenin, Cisplatin | |||
| Partner Name | Cisplatin | |||
| Disease Info | [ICD-11: 2C77.Z] | 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 | |||
| Pair Name | Naringenin, AMG-951 | |||
| Partner Name | AMG-951 | |||
| Disease Info | [ICD-11: 2F7Z] | Glioma | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| Gene Regulation | Up-regulation | Cleavage | CASP3 | hsa836 |
| Up-regulation | Cleavage | CASP8 | hsa841 | |
| Up-regulation | Cleavage | CASP9 | hsa842 | |
| Up-regulation | Cleavage | PARP1 | hsa142 | |
| Up-regulation | Expression | TP53 | hsa7157 | |
| Up-regulation | Expression | CDKN1A | hsa1026 | |
| Up-regulation | Expression | TNFRSF10A | hsa8797 | |
| Up-regulation | Expression | TNFRSF10B | hsa8795 | |
| Up-regulation | Expression | TRADD | hsa8717 | |
| Up-regulation | Expression | BAD | hsa572 | |
| Up-regulation | Expression | BAK1 | hsa578 | |
| Down-regulation | Expression | BCL2 | hsa596 | |
| 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. | |||
| 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. | |||
| Pair Name | Naringenin, ABT-737 | |||
| Partner Name | ABT-737 | |||
| Disease Info | [ICD-11: 2B72.Z] | 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. | |||
| 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 |