7-D-glucuronic acid-5,6-dihydroxy-flavone, 7-D-glucuronic acid-5,6-dihydroxyflavone, baicalin
| Name | Baicalin | ||
| PubChem CID | 64982 | ||
| Molecular Weight | 446.4g/mol | ||
| Synonyms |
7-D-glucuronic acid-5,6-dihydroxy-flavone, 7-D-glucuronic acid-5,6-dihydroxyflavone, baicalin |
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| Formula | C₂₁H₁₈O₁₁ | ||
| SMILES | C1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O | ||
| InChI | 1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1 | ||
| InChIKey | IKIIZLYTISPENI-ZFORQUDYSA-N | ||
| CAS Number | 21967-41-9 | ||
| ChEMBL ID | CHEMBL485818 | ||
| ChEBI ID | CHEBI:2981 | ||
| Herb ID | HBIN017516 | ||
| KEGG ID | C10025 | ||
| Structure | 
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2D
MOL
3D
MOL
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| Chineses Pinyin | CheQianZi | ||
| Use Part | Seed | ||
| Habitat | China | ||
| Flavor | Sweet | ||
| Meridian Tropism | Liver, Kidney, Lung, Small intestine | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Lamiales
-->Family: Plantaginaceae
-->Genus: Plantago
-->Species: Plantago asiatica
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| Chineses Pinyin | CheQianCao | ||
| Use Part | Seed | ||
| Habitat | China | ||
| Flavor | Sweet | ||
| Meridian Tropism | Liver, Kidney, Lung, Small intestine | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Lamiales
-->Family: Plantaginaceae
-->Genus: Plantago
-->Species: Plantago depressa
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| Chineses Pinyin | BanZhiLian | ||
| Use Part | Whole Grass | ||
| Habitat | GuangDong, ZheJiang, FuJian, TaiWan, GuangXi, HaiNan | ||
| Flavor | Pungent, Bitter | ||
| Meridian Tropism | Lung, Liver, Kidney | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Lamiales
-->Family: Lamiaceae
-->Genus: Scutellaria
-->Species: Scutellaria barbata
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| Chineses Pinyin | DanShen | ||
| Use Part | Root | ||
| Habitat | GanSu, SiChuan, GuiZhou | ||
| Flavor | Bitter | ||
| Meridian Tropism | Heart, Liver | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Lamiales
-->Family: Lamiaceae
-->Genus: Salvia
-->Species: Salvia miltiorrhiza
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| Chineses Pinyin | HuangQin | ||
| Use Part | Root | ||
| Habitat | HeiLongJiang, LiaoNing, NeiMengGu, HeBei, HeNan, GanSu, Shaanxi, ShanXi, ShanDong, SiChuan | ||
| Flavor | Bitter | ||
| Meridian Tropism | Lung, Gallbladder, Spleen, Large intestine, Small intestine | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Lamiales
-->Family: Lamiaceae
-->Genus: Scutellaria
-->Species: Scutellaria baicalensis
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| Chineses Pinyin | Huai | ||
| Use Part | Flower Bud, Flower, Fruit | ||
| Habitat | BeiJing, TianJin, HeBei, ShanXi, NeiMengGu | ||
| Flavor | Bitter | ||
| Meridian Tropism | Liver, Large intestine | ||
| Chineses Pinyin | HongHua | ||
| Use Part | Flower | ||
| Habitat | HeNan, HuNan, SiChuan, XinJiang, XiZang | ||
| Flavor | Pungent | ||
| Meridian Tropism | Heart, Liver | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asterales
-->Family: Asteraceae
-->Genus: Carthamus
-->Species: Carthamus tinctorius
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| Chineses Pinyin | XiXianCao | ||
| Use Part | Aerial Parts | ||
| Habitat | China | ||
| Flavor | Pungent, Bitter | ||
| Meridian Tropism | Liver, Kidney | ||
| Chineses Pinyin | ChiShao | ||
| Use Part | Root | ||
| Habitat | Shaanxi, GanSu, QingHai, SiChuan | ||
| Flavor | Bitter | ||
| Meridian Tropism | Liver | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Saxifragales
-->Family: Paeoniaceae
-->Genus: Paeonia
-->Species: Paeonia veitchii
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| Chineses Pinyin | HuangLian | ||
| Use Part | Rhizome | ||
| Habitat | SiChuan, YunNan, HuBei | ||
| Flavor | Bitter | ||
| Meridian Tropism | Heart, Spleen, Stomach, Liver, Gallbladder, Large intestine | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Ranunculales
-->Family: Ranunculaceae
-->Genus: Coptis
-->Species: Coptis chinensis
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| Chineses Pinyin | LianQiao | ||
| Use Part | Fruit | ||
| Habitat | HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu | ||
| Flavor | Bitter | ||
| Meridian Tropism | Lung, Heart, Small intestine | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Lamiales
-->Family: Oleaceae
-->Genus: Forsythia
-->Species: Forsythia suspensa
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| Chineses Pinyin | FuPenZi | ||
| Use Part | Aggregate Fruit | ||
| Habitat | AnHui, JiangSu, ZheJiang | ||
| Flavor | Sweet, Sour | ||
| Meridian Tropism | Liver, Kidney, Bladder | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Rosales
-->Family: Rosaceae
-->Genus: Rubus
-->Species: Rubus chingii
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| Chineses Pinyin | ChaiHu | ||
| Use Part | Root | ||
| Habitat | HuBei, SiChuan, AnHui | ||
| Flavor | Pungent, Bitter | ||
| Meridian Tropism | Liver, Gallbladder, Lung | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Apiales
-->Family: Apiaceae
-->Genus: Bupleurum
-->Species: Bupleurum scorzonerifolium
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| Chineses Pinyin | BanXia | ||
| Use Part | Tuberoid | ||
| Habitat | China | ||
| Flavor | Pungent | ||
| Meridian Tropism | Spleen, Stomach, Lung | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
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| Chineses Pinyin | FaBanXia | ||
| Use Part | Prepared With Quicklime And Licorice Juice | ||
| Habitat | China | ||
| Flavor | Pungent | ||
| Meridian Tropism | Spleen, Stomach, Lung | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
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| Chineses Pinyin | JiangBanXia | ||
| Habitat | China | ||
| Flavor | Pungent | ||
| Meridian Tropism | Spleen, Stomach, Lung | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
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| Chineses Pinyin | QingBanXia | ||
| Use Part | Prepared Products Soaked In Alum Solution | ||
| Habitat | China | ||
| Flavor | Pungent | ||
| Meridian Tropism | Spleen, Stomach, Lung | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
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| Chineses Pinyin | ShengBanXia | ||
| Use Part | Tuberoid | ||
| Habitat | SiChuan, HuBei, HeNan, AnHui, GuiZhou | ||
| Flavor | Pungent | ||
| Meridian Tropism | Spleen, Stomach, Lung | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
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| Chineses Pinyin | NiuXi | ||
| Use Part | Root | ||
| Habitat | China | ||
| Flavor | Bitter, Sweet, Sour | ||
| Meridian Tropism | Liver, Kidney | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Caryophyllales
-->Family: Amaranthaceae
-->Genus: Achyranthes
-->Species: Achyranthes bidentata
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| Chineses Pinyin | MuHuDie | ||
| Use Part | Seed | ||
| Habitat | YunNan, GuiZhou | ||
| Flavor | Bitter, Sweet | ||
| Meridian Tropism | Lung, Liver, Stomach | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Lamiales
-->Family: Bignoniaceae
-->Genus: Oroxylum
-->Species: Oroxylum indicum
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| Pair Name | Baicalin, Fluorouracil | |||
| Partner Name | Fluorouracil | |||
| Disease Info | [ICD-11: 2A00-2F9Z] | Solid tumour or cancer | Investigative | |
| Biological Phenomena | Inhibition-->Vasculogenic mimicry | |||
| Gene Regulation | Up-regulation | Expression | BAX | hsa581 |
| Down-regulation | Expression | BCL2 | hsa596 | |
| Up-regulation | Expression | CASP3 | hsa836 | |
| Down-regulation | Expression | IL1B | hsa3553 | |
| Down-regulation | Expression | NFKB1 | hsa4790 | |
| Up-regulation | Expression | TP53 | hsa7157 | |
| Down-regulation | Expression | VEGFA | hsa7422 | |
| In Vitro Model | EAC-E2G8 | Malignant neoplasms of the mouse mammary gland | Mus musculus (Mouse) | CVCL_WJ08 |
| In Vivo Model | EAC cells were suspended in sterile isotonic saline to reach a fixed concentration of 2.5 million EAC cells in 0.1 mL of suspension. | |||
| Result | BA is a promising preventive or adjuvant therapy in breast cancer treatment with 5-FU mainly via cooperative inhibition of inflammation, angiogenesis, and triggering apoptotic cell death. | |||
| Pair Name | Baicalin, Fluorouracil | |||
| Partner Name | Fluorouracil | |||
| Disease Info | [ICD-11: 2B72] | Gastric cancer | Investigative | |
| Biological Phenomena | Induction-->ROS-related ferroptosis | |||
| Gene Regulation | Up-regulation | Expression | COX2 | hsa4513 |
| Down-regulation | Expression | GPX4 | hsa2879 | |
| Up-regulation | Expression | NOX1 | hsa27035 | |
| Up-regulation | Expression | TFRC | hsa7037 | |
| In Vitro Model | SGC-7901 | Human papillomavirus-related cervical adenocarcinoma | Homo sapiens (Human) | CVCL_0520 |
| AGS | Gastric adenocarcinoma | Homo sapiens (Human) | CVCL_0139 | |
| Result | Baicalin inhibits GC and enhances 5-Fu by promoting ROS-related ferroptosis in GC. | |||
| Pair Name | Baicalin, Fluorouracil | |||
| Partner Name | Fluorouracil | |||
| Disease Info | [ICD-11: 2B91] | Colorectal cancer | Investigative | |
| Biological Phenomena | Induction-->Proliferation | |||
| Gene Regulation | Down-regulation | Expression | CCND1 | hsa595 |
| Down-regulation | Expression | CDK4 | hsa1019 | |
| Down-regulation | Expression | CDK6 | hsa1021 | |
| Down-regulation | Expression | DHFR | hsa1719 | |
| Down-regulation | Expression | E2F1 | hsa1869 | |
| Up-regulation | Phosphorylation | NDRG1 | hsa10397 | |
| Down-regulation | Phosphorylation | RB1 | hsa5925 | |
| Down-regulation | Expression | TK1 | hsa7083 | |
| Down-regulation | Expression | TYMS | hsa7298 | |
| In Vitro Model | HT-29 | Colon adenocarcinoma | Homo sapiens (Human) | CVCL_0320 |
| HCT 116 | Colon carcinoma | Homo sapiens (Human) | CVCL_0291 | |
| In Vivo Model | MC38 cells (2×10⁶ cells per mouse) were inoculated subcutaneously into the right flank of C57BL/6 mice. | |||
| Result | These results indicate that HQ and its component baicalin enhance the effect of 5-fluorouracil-based chemotherapy via inhibition of CDK-RB pathway. These findings may provide the rational basis for developing agents that can overcome the development of cellular drug resistance. Video Abstract. | |||
| Pair Name | Baicalin, Doxorubicin | |||
| Partner Name | Doxorubicin | |||
| Disease Info | [ICD-11: 2C60] | Breast cancer | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| Gene Regulation | Up-regulation | Expression | BAD | hsa572 |
| Up-regulation | Expression | BAX | hsa581 | |
| Down-regulation | Expression | BCL2 | hsa596 | |
| Up-regulation | Expression | CYCS | hsa54205 | |
| In Vitro Model | MCF-7 | Invasive breast carcinoma of no special type | Homo sapiens (Human) | CVCL_0031 |
| Result | This study demonstrate that the effect of baicalin on Dox treatment could enhance cytotoxicity toward breast cancer cells via the ROS/[Ca2+]i-mediated intrinsic apoptosis pathway-thus potentially lessening the required dosage of doxorubicin, and further exploring associated mechanisms in combined treatments for breast cancer clinical interventions in the future. | |||
| No. | Title | Href |
|---|---|---|
| 1 | Baicalin; a promising chemopreventive agent, enhances the antitumor effect of 5-FU against breast cancer and inhibits tumor growth and angiogenesis in Ehrlich solid tumor. Biomed Pharmacother. 2022 Feb;146:112599. doi: 10.1016/j.biopha.2021.112599. | Click |
| 2 | Baicalin enhances the efficacy of 5-Fluorouracil in gastric cancer by promoting ROS-mediated ferroptosis. Biomed Pharmacother. 2023 Aug;164:114986. doi: 10.1016/j.biopha.2023.114986. | Click |
| 3 | Scutellaria baicalensis enhances 5-fluorouracil-based chemotherapy via inhibition of proliferative signaling pathways. Cell Commun Signal. 2023 Jun 19;21(1):147. doi: 10.1186/s12964-023-01156-7. | Click |
| 4 | Baicalin Enhances Chemosensitivity to Doxorubicin in Breast Cancer Cells via Upregulation of Oxidative Stress-Mediated Mitochondria-Dependent Apoptosis. Antioxidants (Basel). 2021;10(10):1506. Published 2021 Sep 23. doi:10.3390/antiox10101506 | Click |
