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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:isoproturon
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Accession:CHEBI:6049 term browser browse the term
Definition:A member of the class of phenylureas that is 1,1-dimethylurea substituted by a p-cumenyl group at position 3. A selective, systemic herbicide used to control annual grasses and broadleaf weeds in cereals, its use within the EU has been banned after September 2017 on the grounds of potential groundwater contamination and risks to aquatic life; there have also been concerns about its endocrine-disrupting properties.
Synonyms:exact_synonym: 1,1-dimethyl-3-[4-(propan-2-yl)phenyl]urea
 related_synonym: 1,1-dimethyl-3-(p-isopropylphenyl)-urea;   3-p-cumenyl-1,1-dimethylurea;   Formula=C12H18N2O;   InChI=1S/C12H18N2O/c1-9(2)10-5-7-11(8-6-10)13-12(15)14(3)4/h5-9H,1-4H3,(H,13,15);   InChIKey=PUIYMUZLKQOUOZ-UHFFFAOYSA-N;   N-4-isopropylphenyl-N,N-dimethylurea;   SMILES=CC(C)c1ccc(NC(=O)N(C)C)cc1
 xref: CAS:34123-59-6;   KEGG:C11005
 xref_mesh: MESH:C028904
 xref: MetaCyc:CPD-23253;   PMCID:PMC5010538;   PMID:22231370;   PMID:23131497;   PMID:24059976;   PMID:24873700;   PMID:24974118;   PMID:25128892;   PMID:25464323;   PMID:26366929;   PMID:27317932;   PMID:27499219;   PMID:27737542;   PMID:27817898;   PPDB:409;   Pesticides:isoproturon;   Reaxys:2214033


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isoproturon term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alpl alkaline phosphatase, biomineralization associated multiple interactions EXP [Hexachlorocyclohexane co-treated with isoproturon] results in decreased activity of ALPL protein; [Hexachlorocyclohexane co-treated with isoproturon] results in increased expression of ALPL protein CTD PMID:11180283 NCBI chr 5:156,086,496...156,141,513
Ensembl chr 5:156,086,497...156,141,537
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity ISO isoproturon results in decreased activity of CYP1A1 protein CTD PMID:18420780 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases activity
increases expression
decreases activity
ISO isoproturon results in increased activity of CYP1A2 protein
isoproturon results in increased expression of CYP1A2 mRNA
isoproturon results in decreased activity of CYP1A2 protein
CTD PMID:18420780 PMID:22310298 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 decreases activity ISO isoproturon results in decreased activity of CYP1B1 protein CTD PMID:18420780 NCBI chr 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 increases activity
increases expression
ISO isoproturon results in increased activity of CYP2B6 protein
isoproturon results in increased expression of CYP2B6 mRNA
CTD PMID:22310298 NCBI chr 1:83,163,103...83,236,615
Ensembl chr 1:83,163,079...83,236,615
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 decreases activity ISO isoproturon results in decreased activity of CYP2C29 protein CTD PMID:18420780 NCBI chr 1:147,236,480...147,307,988 JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 decreases activity ISO isoproturon results in decreased activity of CYP2D6 protein CTD PMID:18420780 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity
multiple interactions
ISO isoproturon results in decreased activity of CYP2E1 protein
isoproturon inhibits the reaction [CYP2E1 protein results in increased hydroxylation of Chlorzoxazone]
CTD PMID:22634058 NCBI chr 1:213,511,892...213,522,195
Ensembl chr 1:213,511,874...213,535,542
JBrowse link
G Cyp3a62 cytochrome P450, family 3, subfamily a, polypeptide 62 increases expression
decreases activity
increases activity
ISO isoproturon results in increased expression of CYP3A4 mRNA
isoproturon results in decreased activity of CYP3A4 protein
isoproturon results in increased activity of CYP3A4 protein
CTD PMID:18420780 PMID:22310298 NCBI chr12:18,679,809...18,709,397
Ensembl chr12:18,678,594...18,709,397
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP [Hexachlorocyclohexane co-treated with isoproturon] results in increased activity of GPT protein CTD PMID:11180283 NCBI chr 7:117,759,083...117,761,932
Ensembl chr 7:117,759,083...117,761,931
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases expression
increases activity
ISO isoproturon results in increased expression of NR1I2 mRNA
isoproturon results in increased activity of NR1I2 protein
CTD PMID:16565514 PMID:22310298 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
JBrowse link

Term paths to the root
Path 1
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  CHEBI ontology 19770
    role 19720
      application 19411
        agrochemical 14673
          isoproturon 11
Path 2
Term Annotations click to browse term
  CHEBI ontology 19770
    subatomic particle 19768
      composite particle 19768
        hadron 19768
          baryon 19768
            nucleon 19768
              atomic nucleus 19768
                atom 19768
                  main group element atom 19662
                    p-block element atom 19662
                      carbon group element atom 19580
                        carbon atom 19571
                          organic molecular entity 19571
                            organic group 18602
                              organic divalent group 18593
                                organodiyl group 18593
                                  carbonyl group 18506
                                    carbonyl compound 18506
                                      carboxylic acid 18158
                                        carboacyl group 17412
                                          univalent carboacyl group 17412
                                            carbamoyl group 17208
                                              carboxamide 17208
                                                monocarboxylic acid amide 14598
                                                  urea 5021
                                                    ureas 5019
                                                      phenylureas 2015
                                                        3-(3,4-substituted-phenyl)-1,1-dimethylurea 1721
                                                          isoproturon 11
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