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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:thiostrepton
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Accession:CHEBI:29693 term browser browse the term
Definition:A heterodetic cyclic peptide, in which the cyclisation step involves a formal lactonisation between the carboxy group of a quinaldic acid-based residue and a secondary alcohol. An antibiotic that inhibits bacterial protein synthesis. Also acts as an antitumor agent.
Synonyms:related_synonym: Formula=C72H85N19O18S5;   InChI=1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15-/t26-,30-,31-,32-,33+,34+,35+,39+,45+,47-,48-,49-,51-,52+,53+,71+,72+/m0/s1;   InChIKey=NSFFHOGKXHRQEW-AIHSUZKVSA-N;   SMILES=[H][C@]12N=C(CC[C@@]11NC(=O)[C@H](C)NC(=O)C(=C)NC(=O)[C@H](C)NC(=O)[C@@H](N[C@@H]3C=Cc4c(cc(nc4[C@H]3O)C(=O)O[C@H](C)[C@H](NC(=O)c3csc(n3)[C@@H](NC(=O)[C@H]3CSC(=N3)\\C(NC(=O)[C@@H](NC(=O)c3csc1n3)[C@@H](C)O)=C\\C)[C@](C)(O)[C@@H](C)O)c1nc2cs1)[C@H](C)O)[C@@H](C)CC)c1nc(cs1)C(=O)NC(=C)C(=O)NC(=C)C(N)=O;   bryamycin;   gargon;   thiactin;   thiostrepton A
 xref: CAS:1393-48-2;   DrugBank:DB11467;   KEGG:C12054;   KEGG:D06111;   KNApSAcK:C00000753
 xref_mesh: MESH:D013883
 xref: MetaCyc:CPD-13481;   PMID:14405296;   PMID:16076225;   PMID:19652535;   PMID:21107477;   PMID:21323347;   PMID:21365012;   PMID:21620902;   PMID:21860463;   PMID:21903609;   PMID:21908407;   PMID:22049175;   PMID:22108865;   PMID:22271891;   PMID:22321511;   PMID:22353937;   PMID:22357874;   PMID:22391527;   PMID:31835481;   PMID:32330398;   PMID:33193851;   PMID:33498547;   PMID:33515584;   PMID:34369229;   PMID:34863996;   PMID:35859150;   PMID:35873171;   PMID:36097108;   PMID:36152915;   PMID:36910221;   PMID:37646656;   PMID:37662481;   PMID:37752225;   PMID:38634704;   PMID:38652969;   Reaxys:7390758;   VSDB:3007;   Wikipedia:Thiostrepton


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thiostrepton term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Atf3 activating transcription factor 3 increases expression ISO Thiostrepton results in increased expression of ATF3 mRNA CTD PMID:32661532 NCBI chr13:102,751,278...102,800,520
Ensembl chr13:102,751,321...102,764,631 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO Thiostrepton results in increased expression of BAX protein CTD PMID:22321511 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Thiostrepton results in decreased expression of BCL2 protein CTD PMID:22321511 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO Thiostrepton results in decreased expression of BCL2L1 mRNA CTD PMID:22321511 NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479
Ensembl chr 1:141,253,523...141,303,479 		JBrowse link
G Ccl3 C-C motif chemokine ligand 3 decreases expression ISO Thiostrepton results in decreased expression of CCL3 mRNA CTD PMID:22321511 NCBI chr10:68,451,388...68,452,938
Ensembl chr10:68,451,388...68,452,938 		JBrowse link
G Ccl4 C-C motif chemokine ligand 4 decreases expression ISO Thiostrepton results in decreased expression of CCL4 mRNA CTD PMID:22321511 NCBI chr10:68,466,394...68,468,229
Ensembl chr10:68,452,052...68,468,231 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO Thiostrepton results in decreased expression of CCND1 mRNA CTD PMID:22321511 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO Thiostrepton results in increased expression of CDKN1A mRNA CTD PMID:22321511 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Cryab crystallin, alpha B increases expression ISO Thiostrepton results in increased expression of CRYAB mRNA CTD PMID:22321511 NCBI chr 8:51,093,441...51,099,161
Ensembl chr 8:51,093,441...51,099,157 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases expression ISO Thiostrepton results in decreased expression of CYP1A1 mRNA CTD PMID:22321511 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases expression ISO Thiostrepton results in decreased expression of CYP2E1 mRNA CTD PMID:22321511 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO Thiostrepton results in increased expression of DDIT3 mRNA CTD PMID:22321511 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201 		JBrowse link
G Dnaja1 DnaJ heat shock protein family (Hsp40) member A1 increases expression ISO Thiostrepton results in increased expression of DNAJA1 mRNA CTD PMID:22321511 NCBI chr 5:55,842,414...55,853,326
Ensembl chr 5:55,842,426...55,853,967 		JBrowse link
G Dnajb4 DnaJ heat shock protein family (Hsp40) member B4 increases expression ISO Thiostrepton results in increased expression of DNAJB4 mRNA CTD PMID:22321511 NCBI chr 2:241,129,346...241,159,272
Ensembl chr 2:241,130,340...241,159,089 		JBrowse link
G Eif2s1 eukaryotic translation initiation factor 2 subunit alpha increases expression ISO Thiostrepton results in increased expression of EIF2S1 protein modified form CTD PMID:22321511 NCBI chr 6:97,672,829...97,697,499
Ensembl chr 6:97,672,766...97,706,225 		JBrowse link
G Foxm1 forkhead box M1 multiple interactions
decreases expression		 ISO Acetylcysteine inhibits the reaction [Thiostrepton results in decreased expression of FOXM1 protein] CTD PMID:22761781 NCBI chr 4:161,639,538...161,652,012
Ensembl chr 4:161,638,816...161,650,684 		JBrowse link
G Gadd45a growth arrest and DNA-damage-inducible, alpha increases expression ISO Thiostrepton results in increased expression of GADD45A mRNA CTD PMID:22321511 NCBI chr 4:96,154,789...96,157,091
Ensembl chr 4:96,154,789...96,157,115 		JBrowse link
G Gdf15 growth differentiation factor 15 increases expression ISO Thiostrepton results in increased expression of GDF15 mRNA CTD PMID:22321511 NCBI chr16:18,804,457...18,808,043
Ensembl chr16:18,805,239...18,808,055 		JBrowse link
G Gsr glutathione-disulfide reductase increases expression ISO Thiostrepton results in increased expression of GSR mRNA CTD PMID:22321511 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO Thiostrepton inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate] CTD PMID:23769903 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions		 ISO Thiostrepton results in increased expression of HMOX1 mRNA; Thiostrepton results in increased expression of HMOX1 protein
MTF1 protein affects the reaction [Thiostrepton results in increased expression of HMOX1 mRNA]		 CTD PMID:22321511 PMID:32661532 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Hsp90ab1 heat shock protein 90 alpha family class B member 1 increases expression ISO Thiostrepton results in increased expression of HSP90AB1 mRNA CTD PMID:22321511 NCBI chr 9:15,432,986...15,438,358
Ensembl chr 9:15,433,691...15,438,488 		JBrowse link
G Hspa1a heat shock protein family A (Hsp70) member 1A increases expression ISO Thiostrepton results in increased expression of HSPA1A mRNA; Thiostrepton results in increased expression of HSPA1A protein CTD PMID:22321511 NCBI chr20:3,870,765...3,873,221
Ensembl chr20:3,856,006...3,873,227 		JBrowse link
G Hspa1l heat shock protein family A (Hsp70) member 1 like increases expression ISO Thiostrepton results in increased expression of HSPA1L mRNA CTD PMID:22321511 NCBI chr20:3,848,843...3,855,571
Ensembl chr20:3,848,843...3,855,571 		JBrowse link
G Hspa2 heat shock protein family A (Hsp70) member 2 increases expression ISO Thiostrepton results in increased expression of HSPA2 mRNA CTD PMID:22321511 NCBI chr 6:95,128,504...95,131,281
Ensembl chr 6:95,128,350...95,131,287 		JBrowse link
G Hspa4 heat shock protein family A (Hsp70) member 4 increases expression ISO Thiostrepton results in increased expression of HSPA4 mRNA CTD PMID:22321511 NCBI chr10:37,408,025...37,449,080
Ensembl chr10:37,408,025...37,449,001 		JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 increases expression ISO Thiostrepton results in increased expression of HSPA5 mRNA CTD PMID:22321511 NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891 		JBrowse link
G Hspa6l-ps1 heat shock protein family A (Hsp70) member 6 like, pseudogene 1 increases expression ISO Thiostrepton results in increased expression of HSPA6 mRNA; Thiostrepton results in increased expression of HSPA6 protein CTD PMID:22321511 NCBI chr13:83,273,176...83,274,317 JBrowse link
G Hspa8 heat shock protein family A (Hsp70) member 8 increases expression ISO Thiostrepton results in increased expression of HSPA8 mRNA CTD PMID:22321511 NCBI chr 8:41,183,397...41,187,260
Ensembl chr 8:41,183,264...41,187,259 		JBrowse link
G Hspb1 heat shock protein family B (small) member 1 increases expression ISO Thiostrepton results in increased expression of HSPB1 mRNA CTD PMID:22321511 NCBI chr12:20,794,014...20,795,675
Ensembl chr12:20,794,028...20,795,743 		JBrowse link
G Hspd1 heat shock protein family D (Hsp60) member 1 increases expression ISO Thiostrepton results in increased expression of HSPD1 mRNA CTD PMID:22321511 NCBI chr 9:56,579,195...56,590,011
Ensembl chr 9:56,579,201...56,589,662 		JBrowse link
G Hsph1 heat shock protein family H (Hsp110) member 1 increases expression ISO Thiostrepton results in increased expression of HSPH1 mRNA CTD PMID:22321511 NCBI chr12:5,390,916...5,410,224
Ensembl chr12:5,390,922...5,410,224 		JBrowse link
G Il1a interleukin 1 alpha decreases expression ISO Thiostrepton results in decreased expression of IL1A mRNA CTD PMID:22321511 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822 		JBrowse link
G Il1b interleukin 1 beta decreases expression ISO Thiostrepton results in decreased expression of IL1B mRNA CTD PMID:22321511 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation
multiple interactions		 ISO Thiostrepton results in increased phosphorylation of MAPK1 protein
Acetylcysteine inhibits the reaction [Thiostrepton results in increased phosphorylation of MAPK1 protein]		 CTD PMID:22761781 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
increases phosphorylation		 ISO Acetylcysteine inhibits the reaction [Thiostrepton results in increased phosphorylation of MAPK3 protein] CTD PMID:22761781 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mcl1 MCL1 apoptosis regulator, BCL2 family member decreases expression
increases expression		 ISO Thiostrepton results in decreased expression of MCL1 protein
Thiostrepton results in increased expression of MCL1 protein		 CTD PMID:22321511 NCBI chr 2:183,219,137...183,235,676
Ensembl chr 2:183,219,220...183,222,303 		JBrowse link
G Mtf1 metal-regulatory transcription factor 1 multiple interactions ISO MTF1 protein affects the reaction [Thiostrepton results in increased expression of HMOX1 mRNA]; MTF1 protein affects the reaction [Thiostrepton results in increased expression of MT1M mRNA] CTD PMID:32661532 NCBI chr 5:137,062,319...137,107,136
Ensembl chr 5:137,062,376...137,107,136 		JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 decreases expression ISO Thiostrepton results in decreased expression of NFKB1 mRNA CTD PMID:22321511 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404 		JBrowse link
G Pmaip1 phorbol-12-myristate-13-acetate-induced protein 1 increases expression ISO Thiostrepton results in increased expression of PMAIP1 protein CTD PMID:22321511 NCBI chr18:59,986,020...59,992,434
Ensembl chr18:59,986,017...59,992,429 		JBrowse link
G Prdx3 peroxiredoxin 3 multiple interactions
affects expression		 ISO Acetylcysteine inhibits the reaction [Thiostrepton affects the expression of PRDX3 protein modified form]; Gentian Violet promotes the reaction [Thiostrepton affects the expression of PRDX3 protein modified form] CTD PMID:22761781 NCBI chr 1:260,001,642...260,014,064
Ensembl chr 1:260,001,637...260,014,111 		JBrowse link
G Ptgs1 prostaglandin-endoperoxide synthase 1 increases expression ISO Thiostrepton results in increased expression of PTGS1 mRNA CTD PMID:22321511 NCBI chr 3:19,584,015...19,605,589
Ensembl chr 3:19,584,015...19,605,586 		JBrowse link
G Sod1 superoxide dismutase 1 increases expression ISO Thiostrepton results in increased expression of SOD1 mRNA CTD PMID:22321511 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249 		JBrowse link
G Tp53 tumor protein p53 decreases expression ISO Thiostrepton results in decreased expression of TP53 mRNA; Thiostrepton results in decreased expression of TP53 protein CTD PMID:22321511 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Xrcc2 X-ray repair cross complementing 2 decreases expression ISO Thiostrepton results in decreased expression of XRCC2 mRNA CTD PMID:22321511 NCBI chr 4:9,423,873...9,502,980
Ensembl chr 4:9,423,898...9,442,482 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19880
    role 19850
      biological role 19848
        biochemical role 19556
          ferroptosis inducer 15743
            thiostrepton 45
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    p-block element atom 19817
                      carbon group element atom 19757
                        carbon atom 19754
                          organic molecular entity 19754
                            heteroorganic entity 19512
                              organochalcogen compound 19275
                                organooxygen compound 19191
                                  carbon oxoacid 18658
                                    carboxylic acid 18655
                                      carboacyl group 17699
                                        univalent carboacyl group 17699
                                          carbamoyl group 17550
                                            carboxamide 17550
                                              peptide 11442
                                                cyclic peptide 8925
                                                  heterodetic cyclic peptide 1720
                                                    thiostrepton 45
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