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
Accession: CHEBI:132893
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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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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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