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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 7:113,684,681...113,686,739
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 chr10:103,572,080...103,582,155
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 chr16:52,395,540...52,413,732
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 9:67,758,033...67,806,699
JBrowse link
G Ccnb1 cyclin B1 multiple interactions ISO fangchinoline results in decreased degradation of and results in increased expression of CCNB1 protein CTD PMID:38876226 NCBI chr 2:33,646,252...33,655,225
Ensembl chr 2:33,646,252...33,655,225
JBrowse link
G Cdc25b cell division cycle 25B increases phosphorylation ISO fangchinoline results in increased phosphorylation of CDC25B protein CTD PMID:38876226 NCBI chr 3:138,860,148...138,870,287
Ensembl chr 3:138,860,130...138,870,492
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 1:206,956,944...206,968,821
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 7:65,005,501...65,006,509
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 3:38,453,041...38,458,790
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 3:164,243,093...164,244,850
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 chr19:66,574,407...66,584,358
Ensembl chr16:66,574,407...66,584,358
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 chr16:8,645,198...8,728,427
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 chr13:94,839,433...94,871,567
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 chr10:35,026,598...35,037,750
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      chemical role 20396
        antioxidant 16464
          fangchinoline 14
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            heteroorganic entity 20219
                              organonitrogen compound 19403
                                alkaloid 8073
                                  isoquinoline alkaloid 1230
                                    benzylisoquinoline alkaloid 224
                                      bisbenzylisoquinoline alkaloid 120
                                        fangchinoline 14
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