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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:fangchinoline
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Accession:CHEBI:132893 term browser browse the term
Definition:A bisbenzylisoquinoline alkaloid that is (1beta)- berbaman which has been substituted by methyl groups at the 2 and 2' positions, by methoxy groups at the 6, 6', and 12 positions, and by a hydroxy group at position 7. Isolated from Stephania tetrandra, it has been found to possess neuroprotective and anti-tumour activity.
Synonyms:exact_synonym: (1beta)-6,6',12-trimethoxy-2,2'-dimethylberbaman-7-ol
 related_synonym: (+)-limacine;   (1beta)-2,2'-dimethyl-6,6',12-trimethoxyberbaman-7-ol;   7-O-demethyltetrandrine;   Formula=C37H40N2O6;   InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-32-18-23(8-11-30(32)41-3)17-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29-/m0/s1;   InChIKey=IIQSJHUEZBTSAT-VMPREFPWSA-N;   SMILES=O1C=2C=C3C(=CC2OC)CCN([C@H]3CC4=CC=C(OC=5C=C(C[C@@]6(N(CCC=7C6=C1C(O)=C(OC)C7)C)[H])C=CC5OC)C=C4)C
 xref: CAS:436-77-1
 xref_mesh: MESH:C060802
 xref: PMID:18161288;   PMID:19428795;   PMID:19764054;   PMID:20030508;   PMID:20208355;   PMID:21418191;   PMID:22130369;   PMID:22720080;   PMID:23112944;   PMID:23401195;   PMID:23452799;   PMID:23596478;   PMID:24568493;   PMID:24856768;   PMID:25539072;   PMID:25645647;   PMID:25754692;   PMID:25872479;   PMID:26408176;   PMID:26512898;   PMID:26893655;   Reaxys:78975;   Wikipedia:Fangchinoline


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fangchinoline term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Atf4 activating transcription factor 4 increases expression
multiple interactions
ISO fangchinoline results in increased expression of ATF4 protein
Acetylcysteine inhibits the reaction [fangchinoline results in increased expression of ATF4 protein]
CTD PMID:28754437 NCBI chr 7:111,804,135...111,806,457
Ensembl chr 7:111,804,183...111,806,446
JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO fangchinoline results in decreased expression of BIRC5 mRNA; fangchinoline results in decreased expression of BIRC5 protein CTD PMID:28754437 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380
JBrowse link
G Casp3 caspase 3 increases cleavage ISO fangchinoline results in increased cleavage of CASP3 protein CTD PMID:28754437 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 increases cleavage ISO fangchinoline results in increased cleavage of CASP8 protein CTD PMID:28754437 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression
multiple interactions
ISO fangchinoline results in increased expression of DDIT3 protein
Acetylcysteine inhibits the reaction [fangchinoline results in increased expression of DDIT3 protein]
CTD PMID:28754437 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 increases expression
multiple interactions
ISO fangchinoline results in increased expression of HSPA5 protein
Acetylcysteine inhibits the reaction [fangchinoline results in increased expression of HSPA5 protein]
CTD PMID:28754437 NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO fangchinoline results in increased cleavage of PARP1 protein CTD PMID:28754437 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link

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  CHEBI ontology 19812
    role 19761
      chemical role 19336
        antioxidant 14442
          fangchinoline 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            heteroorganic entity 19283
                              organonitrogen compound 18533
                                alkaloid 5675
                                  isoquinoline alkaloid 1134
                                    benzylisoquinoline alkaloid 216
                                      bisbenzylisoquinoline alkaloid 115
                                        fangchinoline 7
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