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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 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO O-(chloroacetylcarbamoyl)fumagillol results in increased expression of CDKN1A protein CTD PMID:15276080 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
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 2:120,236,328...120,290,673
Ensembl chr 2:120,236,328...120,291,221
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 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
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 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
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 chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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 chr15:48,371,295...48,502,473
Ensembl chr15:48,371,296...48,502,302
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Tp53 tumor protein p53 increases expression ISO O-(chloroacetylcarbamoyl)fumagillol results in increased expression of TP53 protein CTD PMID:15276080 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        antimicrobial agent 17408
          fumagillol 15
            O-(chloroacetylcarbamoyl)fumagillol 10
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic molecule 19569
                              organic cyclic compound 19360
                                organic heterocyclic compound 18591
                                  organic heteromonocyclic compound 17084
                                    saturated organic heteromonocyclic parent 9764
                                      oxirane 9745
                                        epoxide 9744
                                          spiro-epoxide 24
                                            fumagillol 15
                                              O-(chloroacetylcarbamoyl)fumagillol 10
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