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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
 xref: CAS:1393-48-2;   KEGG:C12054;   KEGG:D06111;   KNApSAcK:C00000753
 xref_mesh: MESH:D013883
 xref: PMID:16076225;   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;   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
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 19808
    role 19784
      biological role 19782
        biochemical role 19496
          metabolite 19484
            thiostrepton 45
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    p-block element atom 19756
                      carbon group element atom 19705
                        carbon atom 19702
                          organic molecular entity 19702
                            heteroorganic entity 19460
                              organochalcogen compound 19224
                                organooxygen compound 19141
                                  carbon oxoacid 18612
                                    carboxylic acid 18609
                                      carboacyl group 17677
                                        univalent carboacyl group 17677
                                          carbamoyl group 17526
                                            carboxamide 17526
                                              peptide 11122
                                                cyclic peptide 8873
                                                  heterodetic cyclic peptide 1644
                                                    thiostrepton 45
paths to the root