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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:nobiletin
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Accession:CHEBI:7602 term browser browse the term
Definition:A methoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 8, 3' and 4' respectively.
Synonyms:exact_synonym: 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one
 related_synonym: 5,6,7,8,3',4'-Hexamethoxyflavone;   Formula=C21H22O8;   Hexamethoxyflavone;   InChI=1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3;   InChIKey=MRIAQLRQZPPODS-UHFFFAOYSA-N;   SMILES=COc1ccc(cc1OC)-c1cc(=O)c2c(OC)c(OC)c(OC)c(OC)c2o1
 xref: CAS:478-01-3;   HMDB:HMDB0029540;   KEGG:C10112;   KNApSAcK:C00001076;   LINCS:LSM-2130;   LIPID_MAPS_instance:LMPK12111468
 xref_mesh: MESH:C008661
 xref: PMID:25488359;   PMID:25845666;   Reaxys:360887;   Wikipedia:Nobiletin


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nobiletin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A multiple interactions ISO nobiletin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]; nobiletin promotes the reaction [ABCB1 protein results in increased hydrolysis of Adenosine Triphosphate]; nobiletin promotes the reaction [ABCB1 protein results in increased import of Daunorubicin] CTD PMID:18955043, PMID:30790579 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Abcc1 ATP binding cassette subfamily C member 1 multiple interactions ISO nobiletin promotes the reaction [ABCC1 protein results in increased hydrolysis of Adenosine Triphosphate]; nobiletin promotes the reaction [ABCC1 protein results in increased import of fluorexon] CTD PMID:18955043 NCBI chr10:549,537...672,235
Ensembl chr10:549,883...672,196
JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO [nobiletin co-treated with Hydrogen Peroxide] results in increased phosphorylation of AKT1 protein CTD PMID:29687528 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Asns asparagine synthetase (glutamine-hydrolyzing) increases expression ISO
EXP
nobiletin results in increased expression of ASNS mRNA; nobiletin results in increased expression of ASNS protein CTD PMID:23321314 NCBI chr 4:33,742,876...33,761,106
Ensembl chr 4:33,743,364...33,761,163
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO nobiletin inhibits the reaction [Hydrogen Peroxide results in increased expression of BAX protein] CTD PMID:29687528 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO nobiletin inhibits the reaction [Hydrogen Peroxide results in decreased expression of BCL2 protein] CTD PMID:29687528 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Ccna2 cyclin A2 decreases expression ISO
EXP
nobiletin results in decreased expression of CCNA2 mRNA CTD PMID:23321314 NCBI chr 2:123,274,727...123,282,266
Ensembl chr 2:123,275,881...123,282,214
JBrowse link
G Ccne2 cyclin E2 decreases expression ISO
EXP
nobiletin results in decreased expression of CCNE2 mRNA CTD PMID:23321314 NCBI chr 5:24,434,077...24,446,406
Ensembl chr 5:24,434,872...24,446,406
JBrowse link
G Cd74 CD74 molecule decreases expression ISO nobiletin results in decreased expression of CD74 mRNA CTD PMID:18818744 NCBI chr18:56,071,420...56,080,851
Ensembl chr18:56,071,478...56,080,849
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases metabolic processing
increases expression
multiple interactions
ISO CYP1A1 protein results in increased metabolism of nobiletin
nobiletin results in increased expression of CYP1A1 protein
nobiletin inhibits the reaction [DDT results in increased expression of CYP1A1 mRNA]; nobiletin inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA]
CTD PMID:20865247, PMID:22743247 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 metabolic processing ISO CYP1A2 protein results in increased metabolism of nobiletin CTD PMID:22743247 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 increases expression ISO nobiletin results in increased expression of CYP1B1 mRNA CTD PMID:22743247 NCBI chr 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO
EXP
nobiletin results in increased expression of DDIT3 mRNA; nobiletin results in increased expression of DDIT3 protein CTD PMID:23321314 NCBI chr 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
JBrowse link
G Depdc1 DEP domain containing 1 decreases expression ISO
EXP
nobiletin results in decreased expression of DEPDC1 mRNA CTD PMID:23321314 NCBI chr 2:264,704,738...264,738,265
Ensembl chr 2:264,704,769...264,738,257
JBrowse link
G E2f8 E2F transcription factor 8 decreases expression ISO
EXP
nobiletin results in decreased expression of E2F8 mRNA CTD PMID:23321314 NCBI chr 1:104,185,436...104,203,683
Ensembl chr 1:104,187,100...104,202,591
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression EXP nobiletin results in increased expression of FOS mRNA CTD PMID:24964900 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP nobiletin inhibits the reaction [Acetaminophen results in increased expression of GPT protein] CTD PMID:31777137 NCBI chr 7:117,759,083...117,761,932
Ensembl chr 7:117,759,083...117,761,931
JBrowse link
G Grin1 glutamate ionotropic receptor NMDA type subunit 1 increases expression EXP nobiletin results in increased expression of GRIN1 mRNA CTD PMID:24964900 NCBI chr 3:2,507,745...2,534,664
Ensembl chr 3:2,506,896...2,534,663
JBrowse link
G Grin2a glutamate ionotropic receptor NMDA type subunit 2A increases expression EXP nobiletin results in increased expression of GRIN2A mRNA CTD PMID:24964900 NCBI chr10:5,707,806...6,123,568
Ensembl chr10:5,930,298...6,119,990
JBrowse link
G Grin2b glutamate ionotropic receptor NMDA type subunit 2B increases expression EXP nobiletin results in increased expression of GRIN2B mRNA CTD PMID:24964900 NCBI chr 4:169,541,620...170,000,216
Ensembl chr 4:169,560,387...169,999,873
JBrowse link
G H1f5 H1.5 linker histone, cluster member decreases expression ISO
EXP
nobiletin results in decreased expression of H1-5 mRNA
nobiletin results in decreased expression of H1F5 mRNA
CTD PMID:23321314 NCBI chr17:44,766,313...44,766,981
Ensembl chr17:44,766,313...44,766,981
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions EXP nobiletin inhibits the reaction [Acetaminophen results in decreased expression of HMOX1 protein] CTD PMID:31777137 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP nobiletin inhibits the reaction [Acetaminophen results in increased expression of IL1B protein] CTD PMID:31777137 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 multiple interactions EXP nobiletin inhibits the reaction [Acetaminophen results in increased expression of IL6 protein] CTD PMID:31777137 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Kif11 kinesin family member 11 decreases expression ISO
EXP
nobiletin results in decreased expression of KIF11 mRNA CTD PMID:23321314 NCBI chr 1:256,035,866...256,088,299
Ensembl chr 1:256,035,866...256,088,299
JBrowse link
G Mmp7 matrix metallopeptidase 7 decreases expression ISO nobiletin results in decreased expression of MMP7 mRNA; nobiletin results in decreased expression of MMP7 protein CTD PMID:15725655 NCBI chr 8:5,893,253...5,900,965
Ensembl chr 8:5,893,249...5,901,049
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions EXP nobiletin inhibits the reaction [Acetaminophen results in decreased expression of NFE2L2 protein] CTD PMID:31777137 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Slc6a9 solute carrier family 6 member 9 increases expression ISO
EXP
nobiletin results in increased expression of SLC6A9 mRNA CTD PMID:23321314 NCBI chr 5:136,669,674...136,703,702
Ensembl chr 5:136,669,674...136,703,697
JBrowse link
G Tmem116 transmembrane protein 116 increases expression ISO
EXP
nobiletin results in increased expression of TMEM116 mRNA CTD PMID:23321314 NCBI chr12:40,537,261...40,618,805
Ensembl chr12:40,557,677...40,590,361
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP nobiletin inhibits the reaction [Acetaminophen results in increased expression of TNF protein] CTD PMID:31777137 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Trib3 tribbles pseudokinase 3 increases expression ISO
EXP
nobiletin results in increased expression of TRIB3 mRNA CTD PMID:23321314 NCBI chr 3:147,814,056...147,819,650
Ensembl chr 3:147,813,473...147,819,571
JBrowse link
G Txnip thioredoxin interacting protein decreases expression ISO
EXP
nobiletin results in decreased expression of TXNIP mRNA; nobiletin results in decreased expression of TXNIP protein CTD PMID:23321314 NCBI chr 2:198,683,168...198,686,971
Ensembl chr 2:198,683,159...198,686,974
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      application 19426
        pharmaceutical 19301
          drug 19301
            antineoplastic agent 17001
              nobiletin 32
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic molecule 19522
                              organic cyclic compound 19320
                                organic heterocyclic compound 18432
                                  oxacycle 17200
                                    benzopyran 10142
                                      1-benzopyran 9858
                                        flavonoid 6376
                                          flavones 4169
                                            methoxyflavone 416
                                              nobiletin 32
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