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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 7:121,480,723...121,482,781
Ensembl chr 7:121,480,723...121,482,772
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 chr10:106,856,097...106,864,419
Ensembl chr10:106,856,097...106,864,413
JBrowse link
G Casp3 caspase 3 increases cleavage ISO fangchinoline results in increased cleavage of CASP3 protein CTD PMID:28754437 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases cleavage ISO fangchinoline results in increased cleavage of CASP8 protein CTD PMID:28754437 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
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 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
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 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO fangchinoline results in increased cleavage of PARP1 protein CTD PMID:28754437 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      chemical role 19250
        antioxidant 14211
          fangchinoline 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            heteroorganic entity 19148
                              organonitrogen compound 18312
                                alkaloid 5350
                                  isoquinoline alkaloid 1128
                                    benzylisoquinoline alkaloid 211
                                      bisbenzylisoquinoline alkaloid 114
                                        fangchinoline 7
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