2-butenoic acid, 2-methyl-, (7S)-7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo(1,2-b:5,4-b')dipyran-7-yl ester, (2Z)-, 2H,6H-benzo(1,2-b:5,4-b')dipyran-2-one, 7,8-dihydro-7-hydroxy-8,8-dimethyl-, (S)-, decursin, decursinol, decursinol angelate
Name | Decursin | ||
PubChem CID | 442126 | ||
Molecular Weight | 328.4g/mol | ||
Synonyms |
2-butenoic acid, 2-methyl-, (7S)-7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo(1,2-b:5,4-b')dipyran-7-yl ester, (2Z)-, 2H,6H-benzo(1,2-b:5,4-b')dipyran-2-one, 7,8-dihydro-7-hydroxy-8,8-dimethyl-, (S)-, decursin, decursinol, decursinol angelate |
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Formula | C₁₉H₂₀O₅ | ||
SMILES | CC(=CC(=O)OC1CC2=C(C=C3C(=C2)C=CC(=O)O3)OC1(C)C)C | ||
InChI | 1S/C19H20O5/c1-11(2)7-18(21)23-16-9-13-8-12-5-6-17(20)22-14(12)10-15(13)24-19(16,3)4/h5-8,10,16H,9H2,1-4H3/t16-/m0/s1 | ||
InChIKey | CUKSFECWKQBVED-INIZCTEOSA-N | ||
CAS Number | 5928-25-6 | ||
ChEMBL ID | CHEMBL481658 | ||
ChEBI ID | CHEBI:4353 | ||
Herb ID | HBIN022938 | ||
KEGG ID | C09258 | ||
Structure |
Download
2D
MOL
3D
MOL
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Chineses Pinyin | FangFeng | ||
Use Part | Root | ||
Habitat | HeiLongJiang, JiLin, LiaoNing, NeiMengGu | ||
Flavor | Pungent, Sweet | ||
Meridian Tropism | Bladder, Liver, Spleen | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Apiales
-->Family: Apiaceae
-->Genus: Saposhnikovia
-->Species: Saposhnikovia divaricata
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Chineses Pinyin | QianHu | ||
Use Part | Root | ||
Habitat | ZheJiang, HuNan, SiChuan | ||
Flavor | Bitter, Pungent | ||
Meridian Tropism | Lung | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Apiales
-->Family: Apiaceae
-->Genus: Peucedanum
-->Species: Peucedanum praeruptorum
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Chineses Pinyin | ChaoXianDangGui | ||
Use Part | Root | ||
Habitat | HeiLongJiang, JiLin, LiaoNing | ||
Flavor | Pungent | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Apiales
-->Family: Apiaceae
-->Genus: Angelica
-->Species: Angelica gigas
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Chineses Pinyin | DangGui | ||
Use Part | Root | ||
Habitat | SiChuan, YunNan, Shaanxi, GuiZhou, QingHai, NingXia | ||
Flavor | Pungent; Sweet | ||
Meridian Tropism | Spleen; Liver; Heart | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Apiales
-->Family: Apiaceae
-->Genus: Angelica
-->Species: Angelica sinensis
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Pair Name | Decursin, Doxorubicin | |||
Partner Name | Doxorubicin | |||
Disease Info | [ICD-11: 2A83] | Multiple myeloma | Investigative | |
Biological Phenomena | Induction-->Apoptosis | |||
Gene Regulation | Down-regulation | Expression | BIRC5 | hsa332 |
Up-regulation | Activity | CASP3 | hsa836 | |
Up-regulation | Activity | CASP9 | hsa842 | |
Down-regulation | Expression | CCND1 | hsa595 | |
Down-regulation | Phosphorylation | JAK2 | hsa3717 | |
Up-regulation | Phosphorylation | MAPK1 | hsa5594 | |
Down-regulation | Phosphorylation | MTOR | hsa2475 | |
Up-regulation | Cleavage | PARP1 | hsa142 | |
Up-regulation | Activity | PTPN11 | hsa5781 | |
Down-regulation | Phosphorylation | RPS6KB1 | hsa6198 | |
Down-regulation | Phosphorylation | SRC | hsa6714 | |
Down-regulation | Phosphorylation | STAT3 | hsa6774 | |
In Vitro Model | U266B1 | Plasma cell myeloma | Homo sapiens (Human) | CVCL_0566 |
RPMI-8226 | Plasma cell myeloma | Homo sapiens (Human) | CVCL_0014 | |
MM.1S | Plasma cell myeloma | Homo sapiens (Human) | CVCL_8792 | |
Result | The combination treatment of decursin and doxorubicin can enhance apoptotic activity via mTOR and/or STAT3 signaling pathway in multiple myeloma cells. |
Pair Name | Decursin, TNF-related apoptosis inducing ligand | |||
Partner Name | TNF-related apoptosis inducing ligand | |||
Disease Info | [ICD-11: 2C25] | Lung cancer | Investigative | |
Biological Phenomena | Induction-->Endoplasmic reticulum stress | |||
Gene Regulation | Up-regulation | Activity | ATF4 | hsa468 |
Up-regulation | Expression | DDIT3 | hsa1649 | |
Up-regulation | Activity | EIF2AK3 | hsa9451 | |
Up-regulation | Expression | ROS1 | hsa6098 | |
Up-regulation | Expression | TNFRSF10B | hsa8795 | |
In Vitro Model | A-549 | Lung adenocarcinoma | Homo sapiens (Human) | CVCL_0023 |
NCI-H596 | Lung adenosquamous carcinoma | Homo sapiens (Human) | CVCL_1571 | |
NCI-H1299 | Lung large cell carcinoma | Homo sapiens (Human) | CVCL_0060 | |
Calu-1 | Lung squamous cell carcinoma | Homo sapiens (Human) | CVCL_0608 | |
Result | ROS generation by decursin selectively activated the PERK/ATF4 axis of the endoplasmic reticulum stress signalling pathway, leading to enhanced TRAIL sensitivity in TRAIL-resistant NSCLC cell lines, partly via up-regulation of DR5. |
Pair Name | Decursin, Doxorubicin | |||
Partner Name | Doxorubicin | |||
Disease Info | [ICD-11: 2C73] | Ovarian cancer | Investigative | |
Biological Phenomena | Induction-->Apoptosis | |||
Gene Regulation | Down-regulation | Expression | ABCB1 | hsa5243 |
Up-regulation | Activity | CASP3 | hsa836 | |
Up-regulation | Activity | CASP8 | hsa841 | |
Up-regulation | Activity | CASP9 | hsa842 | |
Up-regulation | Cleavage | PARP1 | hsa142 | |
In Vitro Model | NCI-ADR-RES | High grade ovarian serous adenocarcinoma | Homo sapiens (Human) | CVCL_1452 |
Result | AGN would be a potentially novel treatment option for multidrug-resistant tumors by sensitizing to anticancer agents. |
No. | Title | Href |
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1 | Decursin and Doxorubicin Are in Synergy for the Induction of Apoptosis via STAT3 and/or mTOR Pathways in Human Multiple Myeloma Cells. Evid Based Complement Alternat Med. 2013;2013:506324. doi: 10.1155/2013/506324. | Click |
2 | Decursin enhances TRAIL-induced apoptosis through oxidative stress mediated- endoplasmic reticulum stress signalling in non-small cell lung cancers. Br J Pharmacol. 2016 Mar;173(6):1033-44. doi: 10.1111/bph.13408. | Click |
3 | Decursin in Angelica gigas Nakai (AGN) Enhances Doxorubicin Chemosensitivity in NCI/ADR-RES Ovarian Cancer Cells via Inhibition of P-glycoprotein Expression. Phytother Res. 2016 Dec;30(12):2020-2026. doi: 10.1002/ptr.5708. | Click |