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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 1:209,518,288...209,527,986
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 chr20:7,150,820...7,161,373
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 2:122,164,454...122,218,796
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 3:174,103,474...174,111,434
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 2:226,689,745...226,805,897
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 chr10:64,313,335...64,349,221
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 chr15:54,780,858...54,911,989
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 1:212,354,336...212,364,815
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 1:50,043,323...50,050,168
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 chr10:54,798,871...54,810,300
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19909
    role 19880
      biological role 19878
        antimicrobial agent 18276
          fumagillol 15
            O-(chloroacetylcarbamoyl)fumagillol 10
Path 2
Term Annotations click to browse term
  CHEBI ontology 19909
    subatomic particle 19907
      composite particle 19907
        hadron 19907
          baryon 19907
            nucleon 19907
              atomic nucleus 19907
                atom 19907
                  main group element atom 19846
                    p-block element atom 19846
                      carbon group element atom 19784
                        carbon atom 19781
                          organic molecular entity 19781
                            organic molecule 19735
                              organic cyclic compound 19528
                                organic heterocyclic compound 18895
                                  organic heteromonocyclic compound 17825
                                    saturated organic heteromonocyclic parent 11324
                                      oxirane 11305
                                        epoxide 11304
                                          spiro-epoxide 25
                                            fumagillol 15
                                              O-(chloroacetylcarbamoyl)fumagillol 10
paths to the root