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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 7:113,684,681...113,686,739
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 chr10:103,567,369...103,580,069
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 chr16:52,395,539...52,413,794
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 9:67,747,109...67,806,699
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Ctsd cathepsin D decreases expression ISO fangchinoline results in decreased expression of CTSD protein CTD PMID:37689368 NCBI chr 1:206,956,945...206,968,821
Ensembl chr 1:197,527,467...197,539,488
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 7:65,001,695...65,006,517
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 3:38,453,016...38,457,475
Ensembl chr 3:18,055,405...18,059,891
JBrowse link
G Map1lc3a microtubule-associated protein 1 light chain 3 alpha increases lipidation ISO fangchinoline results in increased lipidation of MAP1LC3A protein CTD PMID:37689368 NCBI chr 3:164,243,204...164,244,850
Ensembl chr 3:143,783,024...143,784,670
JBrowse link
G Map1lc3b microtubule-associated protein 1 light chain 3 beta increases lipidation ISO fangchinoline results in increased lipidation of MAP1LC3B protein CTD PMID:37689368 NCBI chr19:66,571,631...66,582,270
Ensembl chr19:49,665,791...49,677,690
Ensembl chr16:49,665,791...49,677,690
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO [fangchinoline co-treated with Cisplatin] results in increased phosphorylation of MAPK8 protein CTD PMID:37689368 NCBI chr16:8,645,171...8,728,225
Ensembl chr16:8,638,924...8,721,981
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO fangchinoline results in increased cleavage of PARP1 protein CTD PMID:28754437 NCBI chr13:94,839,484...94,871,295
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Sqstm1 sequestosome 1 increases expression ISO fangchinoline results in increased expression of SQSTM1 protein CTD PMID:37689368 NCBI chr10:35,026,598...35,037,750
Ensembl chr10:34,525,519...34,536,673
JBrowse link

Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19879
    role 19850
      chemical role 19480
        antioxidant 16173
          fangchinoline 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19879
    subatomic particle 19877
      composite particle 19877
        hadron 19877
          baryon 19877
            nucleon 19877
              atomic nucleus 19877
                atom 19877
                  main group element atom 19816
                    p-block element atom 19816
                      carbon group element atom 19756
                        carbon atom 19753
                          organic molecular entity 19753
                            heteroorganic entity 19521
                              organonitrogen compound 18834
                                alkaloid 8029
                                  isoquinoline alkaloid 1202
                                    benzylisoquinoline alkaloid 222
                                      bisbenzylisoquinoline alkaloid 119
                                        fangchinoline 12
paths to the root