6a,11a-dihydro-9-methoxy-6H-benzofuro(3,2-c)(1)benzopyran-3-ol, medicarpin, medicarpin, (6aS-cis)-isomer, medicarpin, (cis-(+-))-isomer
| Name | Medicarpin | ||
| PubChem CID | 336327 | ||
| Molecular Weight | 270.28g/mol | ||
| Synonyms |
6a,11a-dihydro-9-methoxy-6H-benzofuro(3,2-c)(1)benzopyran-3-ol, medicarpin, medicarpin, (6aS-cis)-isomer, medicarpin, (cis-(+-))-isomer |
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| Formula | C₁₆H₁₄O₄ | ||
| SMILES | COC1=CC2=C(C=C1)C3COC4=C(C3O2)C=CC(=C4)O | ||
| InChI | 1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3/t13-,16-/m0/s1 | ||
| InChIKey | NSRJSISNDPOJOP-BBRMVZONSA-N | ||
| CAS Number | 32383-76-9 | ||
| ChEMBL ID | CHEMBL238845 | ||
| ChEBI ID | CHEBI:100 | ||
| Herb ID | HBIN034623 | ||
| KEGG ID | C10503 | ||
| Structure | 
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Download
2D
MOL
3D
MOL
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| Chineses Pinyin | MuXu | ||
| Use Part | Root | ||
| Habitat | JiangXi, AnHui, JiangSu, ZheJiang, ShangHai | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Medicago
-->Species: Medicago sativa
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| Pair Name | Medicarpin, TNF-related apoptosis inducing ligand | |||
| Partner Name | TNF-related apoptosis inducing ligand | |||
| Disease Info | [ICD-11: 2B33.1] | Myeloid leukemia | Investigative | |
| Biological Phenomena | Induction-->Blockade of cell cycle in G2/M phase | |||
| Gene Regulation | Down-regulation | Expression | BCL2 | hsa596 |
| Down-regulation | Expression | BIRC5 | hsa332 | |
| Down-regulation | Expression | BCL-xL | hsa598 | |
| Down-regulation | Expression | XIAP | hsa331 | |
| Down-regulation | Expression | CFLAR | hsa8837 | |
| Up-regulation | Cleavage | CASP3 | hsa836 | |
| Up-regulation | Cleavage | CASP8 | hsa841 | |
| Up-regulation | Cleavage | CASP7 | hsa840 | |
| Up-regulation | Cleavage | CASP9 | hsa842 | |
| Up-regulation | Expression | BAX | hsa581 | |
| Up-regulation | Expression | CYCS | hsa54205 | |
| Up-regulation | Expression | BID | hsa637 | |
| Up-regulation | Phosphorylation | EIF2S1 | hsa1965 | |
| Up-regulation | Expression | HSPA5 | hsa3309 | |
| Up-regulation | Expression | DDIT3 | hsa1649 | |
| Up-regulation | Expression | DIABLO | hsa56616 | |
| Down-regulation | Expression | DIABLO | hsa56616 | |
| Up-regulation | Phosphorylation | MAPK8 | hsa5599 | |
| Up-regulation | Expression | TNFRSF10B | hsa8795 | |
| In Vitro Model | K-562 | Blast phase chronic myelogenous leukemia | Homo sapiens (Human) | CVCL_0004 |
| LAMA-84 | Chronic myelogenous leukemia | Homo sapiens (Human) | CVCL_0388 | |
| U-937 | Adult acute monocytic leukemia | Homo sapiens (Human) | CVCL_0007 | |
| OCI-AML-3 | Adult acute myeloid leukemia | Homo sapiens (Human) | CVCL_1844 | |
| Result | Medicarpin, a legume phytoalexin sensitizes myeloid leukemia cells to TRAIL-induced apoptosis through the induction of DR5 and activation of the ROS-JNK-CHOP pathway | |||
