4-(3,4-dihydro-8,8-dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-3-yl)-1,3-benzenediol, glabridin
Name | Glabridin | ||
PubChem CID | 124052 | ||
Molecular Weight | 324.4g/mol | ||
Synonyms |
4-(3,4-dihydro-8,8-dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-3-yl)-1,3-benzenediol, glabridin |
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Formula | C₂₀H₂₀O₄ | ||
SMILES | CC1(C=CC2=C(O1)C=CC3=C2OCC(C3)C4=C(C=C(C=C4)O)O)C | ||
InChI | 1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1 | ||
InChIKey | LBQIJVLKGVZRIW-ZDUSSCGKSA-N | ||
CAS Number | 59870-68-7 | ||
ChEMBL ID | CHEMBL480477 | ||
ChEBI ID | CHEBI:5369 | ||
Herb ID | HBIN027849 | ||
KEGG ID | C10421 | ||
Structure |
Download
2D
MOL
3D
MOL
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Chineses Pinyin | GanCao | ||
Use Part | Root, Rhizome | ||
Habitat | HeiLongJiang, JiLin, LiaoNing, NeiMengGu, GanSu, XinJiang | ||
Flavor | Sweet | ||
Meridian Tropism | Heart, Lung, Spleen, Stomach | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Glycyrrhiza
-->Species: Glycyrrhiza uralensis
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Chineses Pinyin | ZhiGanCao | ||
Use Part | Root, Rhizome Of Prepared Liauorice Root | ||
Habitat | HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, XinJiang, ShanDong | ||
Flavor | Sweet | ||
Meridian Tropism | Heart, Lung, Spleen, Stomach | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Glycyrrhiza
-->Species: Glycyrrhiza uralensis
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Chineses Pinyin | KuXingRen | ||
Use Part | Seed | ||
Habitat | NeiMengGu, JiLin, LiaoNing, HeBei, ShanXi, Shaanxi | ||
Flavor | Bitter | ||
Meridian Tropism | Lung, Large intestine | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Rosales
-->Family: Rosaceae
-->Genus: Prunus
-->Species: Prunus armeniaca
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Chineses Pinyin | ZiCao | ||
Use Part | Root | ||
Habitat | YunNan, XiZang, SiChuan, GuiZhou | ||
Flavor | Sweet, Salty | ||
Meridian Tropism | Heart, Liver | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Boraginales
-->Family: Boraginaceae
-->Genus: Arnebia
-->Species: Arnebia euchroma
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Chineses Pinyin | GuangGuoGanCao | ||
Use Part | Root, Rhizome | ||
Habitat | HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, NingXia, XinJiang | ||
Flavor | Sweet | ||
Meridian Tropism | Heart, Lung, Spleen, Stomach |
Pair Name | Glabridin, Tamoxifen | |||
Partner Name | Tamoxifen | |||
Disease Info | [ICD-11: 2C76] | Endometrial cancer | Investigative | |
Gene Regulation | Down-regulation | Expression | BCL2 | hsa596 |
Up-regulation | Expression | ESR1 | hsa2099 | |
In Vitro Model | MCF-7 | Invasive breast carcinoma of no special type | Homo sapiens (Human) | CVCL_0031 |
Ishikawa | Endometrial adenocarcinoma | Homo sapiens (Human) | CVCL_2529 | |
Result | These results suggested that the combination of tamoxifen and glabridin has potential to be used as an estrogen replacement drug with a reduced risk of endometrial cancer that has arisen from the intake of tamoxifen. |
Pair Name | Glabridin, Paclitaxel | |||
Partner Name | Paclitaxel | |||
Disease Info | [ICD-11: 2C60] | Breast cancer | Investigative | |
Biological Phenomena | Inhibition-->Cell migration | |||
Gene Regulation | Up-regulation | Expression | BAX | hsa581 |
Down-regulation | Expression | BCL2 | hsa596 | |
Up-regulation | Cleavage | CASP9 | hsa842 | |
Up-regulation | Expression | CDH1 | hsa999 | |
Down-regulation | Expression | CYP2C8 | hsa1558 | |
Down-regulation | Expression | CYP2J2 | hsa1573 | |
Up-regulation | Expression | OCLN | hsa100506658 | |
Down-regulation | Expression | VIM | hsa7431 | |
Down-regulation | Expression | ZEB1 | hsa6935 | |
In Vitro Model | 4T1 | Malignant neoplasms of the mouse mammary gland | Mus musculus (Mouse) | CVCL_0125 |
In Vivo Model | The effect of glabridin on the pharmacokinetics of paclitaxel was assessed in healthy female Balb/C mice (25–30 g of body weight). | |||
Result | Glabridin plays dual action to intensify anti-metastatic potential of paclitaxel via impeding CYP2C8 in liver and CYP2J2/EETs in tumor of an orthotopic mouse model of breast cancer |
No. | Title | Href |
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1 | The Combinatory Effects of Glabridin and Tamoxifen on Ishikawa and MCF-7 Cell Lines. Nat Prod Commun. 2015 Sep;10(9):1573-6. | Click |
2 | Glabridin plays dual action to intensify anti-metastatic potential of paclitaxel via impeding CYP2C8 in liver and CYP2J2/EETs in tumor of an orthotopic mouse model of breast cancer. Chem Biol Interact. 2023 Sep 1;382:110605. doi: 10.1016/j.cbi.2023.110605. | Click |