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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:O-(chloroacetylcarbamoyl)fumagillol
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Accession:CHEBI:90748 term browser browse the term
Definition:A carbamate ester that is fumagillol in which the hydroxy group has been converted to the corresponding N-(chloroacetyl)carbamate derivative.
Synonyms:exact_synonym: (3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl (chloroacetyl)carbamate
 related_synonym: (CHLOROACETYL)CARBAMIC ACID (3R,4S,5S,5R)-5-METHOXY-4-[(2R,3R)-2-METHYL-3-(3-METHYL-2-BUTENYL)OXIRANYL]-1-OXASPIRO[2.5]OCT-6-YL ESTER;   Agm 1470;   DRG-0148;   Formula=C19H28ClNO6;   InChI=1S/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/t12-,13-,15-,16-,18+,19+/m1/s1;   InChIKey=MSHZHSPISPJWHW-PVDLLORBSA-N;   O-chloroacetylcarbamoylfumagillol;   SMILES=[C@]1([C@]2(O[C@@]2(CC=C(C)C)[H])C)([H])[C@H](OC)[C@@H](CC[C@]13CO3)OC(=O)NC(=O)CCl;   TNP-470
 alt_id: CHEBI:47708
 xref: CAS:129298-91-5;   DrugBank:DB08633;   LINCS:LSM-37119
 xref_mesh: MESH:C066515
 xref: PDBeChem:TN4;   PMID:11291554;   PMID:12114444;   PMID:15736572;   PMID:22510957;   PMID:25652463;   PMID:26254366;   PMID:26369821;   PMID:8616900;   PMID:8806471;   PMID:9059342;   PMID:9876375;   Reaxys:5358869


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O-(chloroacetylcarbamoyl)fumagillol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccnd1 cyclin D1 increases expression ISO O-(chloroacetylcarbamoyl)fumagillol results in increased expression of CCND1 protein CTD PMID:15276080 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO O-(chloroacetylcarbamoyl)fumagillol results in increased expression of CDKN1A protein CTD PMID:15276080 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Fgf2 fibroblast growth factor 2 multiple interactions
decreases expression
ISO [O-(chloroacetylcarbamoyl)fumagillol co-treated with docetaxel] results in decreased expression of FGF2 protein
O-(chloroacetylcarbamoyl)fumagillol results in decreased expression of FGF2 protein
CTD PMID:12576464 NCBI chr 2:124,081,072...124,134,133
Ensembl chr 2:124,081,072...124,134,681
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions ISO [O-(chloroacetylcarbamoyl)fumagillol co-treated with docetaxel] results in decreased expression of MMP9 protein CTD PMID:12576464 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions EXP O-(chloroacetylcarbamoyl)fumagillol inhibits the reaction [Diethylnitrosamine results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:16061884 NCBI chr 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP O-(chloroacetylcarbamoyl)fumagillol inhibits the reaction [Diethylnitrosamine results in increased activity of NOS2 protein] CTD PMID:16061884 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Rb1 RB transcriptional corepressor 1 decreases phosphorylation ISO O-(chloroacetylcarbamoyl)fumagillol results in decreased phosphorylation of RB1 protein CTD PMID:15276080 NCBI chr15:55,081,582...55,209,060
Ensembl chr15:55,083,140...55,209,342
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP O-(chloroacetylcarbamoyl)fumagillol inhibits the reaction [Diethylnitrosamine results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:16061884 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions EXP O-(chloroacetylcarbamoyl)fumagillol inhibits the reaction [[Diethylnitrosamine co-treated with 2-Acetylaminofluorene] results in increased expression of and results in increased activity of SOD2 protein] CTD PMID:17761372 NCBI chr 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
JBrowse link
G Tp53 tumor protein p53 increases expression ISO O-(chloroacetylcarbamoyl)fumagillol results in increased expression of TP53 protein CTD PMID:15276080 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      biological role 19758
        antimicrobial agent 17329
          fumagillol 15
            O-(chloroacetylcarbamoyl)fumagillol 10
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic molecule 19514
                              organic cyclic compound 19311
                                organic heterocyclic compound 18425
                                  organic heteromonocyclic compound 16467
                                    saturated organic heteromonocyclic parent 5783
                                      oxirane 5750
                                        epoxide 5748
                                          spiro-epoxide 23
                                            fumagillol 15
                                              O-(chloroacetylcarbamoyl)fumagillol 10
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