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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:5,7-dihydroxy-4'-methoxyflavone
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Accession:CHEBI:15335 term browser browse the term
Definition:A monomethoxyflavone that is the 4'-methyl ether derivative of apigenin.
Synonyms:exact_synonym: 5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
 related_synonym: 4'-Methoxy-5,7-dihydroxyflavone;   5,7-Dihydroxy-2-(4-methoxyphenyl)-4-benzopyrone;   Acacetin;   Formula=C16H12O5;   InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3;   InChIKey=DANYIYRPLHHOCZ-UHFFFAOYSA-N;   Linarigenin;   SMILES=COc1ccc(cc1)-c1cc(=O)c2c(O)cc(O)cc2o1
 alt_id: CHEBI:11915;   CHEBI:20520;   CHEBI:2371
 xref: CAS:480-44-4;   KEGG:C01470;   KNApSAcK:C00003820;   LINCS:LSM-6662;   LIPID_MAPS_instance:LMPK12110468
 xref_mesh: MESH:C023717
 xref: MetaCyc:CPD-1095;   PMID:19693651;   PMID:21993665;   PMID:22360797;   PMID:23325489;   Reaxys:277879;   Wikipedia:Acacetin
 cyclic_relationship: is_conjugate_acid_of CHEBI:57284


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5,7-dihydroxy-4'-methoxyflavone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccnb1 cyclin B1 decreases expression ISO acacetin results in decreased expression of CCNB1 protein CTD PMID:36740148 NCBI chr 2:33,646,252...33,655,225
Ensembl chr 2:31,912,193...31,921,172 		JBrowse link
G Ccne1 cyclin E1 decreases expression ISO acacetin results in decreased expression of CCNE1 protein CTD PMID:36740148 NCBI chr 1:99,918,672...99,927,986
Ensembl chr 1:90,781,949...90,791,101 		JBrowse link
G Cdc25c cell division cycle 25C decreases expression ISO acacetin results in decreased expression of CDC25C protein CTD PMID:36740148 NCBI chr18:26,608,483...26,630,292
Ensembl chr18:26,335,834...26,356,185 		JBrowse link
G Cdk1 cyclin-dependent kinase 1 decreases expression ISO acacetin results in decreased expression of CDK1 protein CTD PMID:36740148 NCBI chr20:19,265,252...19,280,456
Ensembl chr20:19,266,248...19,281,408 		JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression ISO acacetin results in decreased expression of CDK2 protein CTD PMID:36740148 NCBI chr 7:1,714,392...1,721,964
Ensembl chr 7:1,129,811...1,137,403 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO acacetin results in increased expression of CDKN1A protein CTD PMID:36740148 NCBI chr20:7,150,820...7,161,373
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Chek1 checkpoint kinase 1 increases expression ISO acacetin results in increased expression of CHK1 protein CTD PMID:36740148 NCBI chr 8:36,420,565...36,443,477
Ensembl chr 8:36,420,569...36,441,009 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases metabolic processing
decreases activity
increases expression 		ISO CYP1A1 protein results in increased metabolism of acacetin
acacetin results in decreased activity of CYP1A1 protein
acacetin results in increased expression of CYP1A1 mRNA 		CTD PMID:10781868 PMID:21053930 PMID:21482471 PMID:31621310 NCBI chr 8:66,991,940...66,998,014
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity ISO
EXP 		acacetin results in decreased activity of CYP1A2 protein CTD PMID:21053930 PMID:32738202 NCBI chr 8:66,971,261...66,978,149
Ensembl chr 8:58,075,367...58,082,312 		JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 increases metabolic processing
multiple interactions
increases expression
decreases activity 		ISO CYP1B1 protein results in increased metabolism of acacetin
acacetin binds to and results in decreased activity of CYP1B1 protein
acacetin results in increased expression of CYP1B1 mRNA
acacetin results in decreased activity of CYP1B1 protein 		CTD PMID:10781868 PMID:21053930 PMID:21482471 PMID:31621310 NCBI chr 6:21,093,927...21,103,091
Ensembl chr 6:15,342,344...15,350,917 		JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 decreases activity EXP acacetin results in decreased activity of CYP2B1 protein CTD PMID:32738202 NCBI chr 1:90,646,098...90,669,762
Ensembl chr 1:81,518,408...81,542,052 		JBrowse link
G Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 decreases activity EXP acacetin results in decreased activity of CYP2C11 protein CTD PMID:32738202 NCBI chr 1:246,175,216...246,211,445
Ensembl chr 1:236,762,842...236,799,066 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity EXP acacetin results in decreased activity of CYP2E1 protein CTD PMID:32738202 NCBI chr 1:205,269,967...205,280,365
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity
increases expression
multiple interactions 		EXP
ISO 		acacetin results in decreased activity of CYP3A2 protein
acacetin results in increased expression of CYP3A4 mRNA
acacetin binds to and results in decreased activity of CYP3A4 protein; acacetin inhibits the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 4-hydroxymidazolam]; acacetin promotes the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam] 		CTD PMID:21053930 PMID:29933105 PMID:32738202 NCBI chr12:14,321,771...14,343,886
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Fadd Fas associated via death domain decreases expression ISO acacetin results in decreased expression of FADD protein CTD PMID:36740148 NCBI chr 1:209,169,245...209,175,423
Ensembl chr 1:199,739,994...199,745,653 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation 		ISO Acetylcysteine inhibits the reaction [acacetin results in increased phosphorylation of MAPK1 protein] CTD PMID:36740148 NCBI chr11:97,462,025...97,529,193
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation
multiple interactions 		ISO acacetin results in increased phosphorylation of MAPK3 protein
Acetylcysteine inhibits the reaction [acacetin results in increased phosphorylation of MAPK3 protein] 		CTD PMID:36740148 NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity
multiple interactions
increases expression 		ISO acacetin results in increased activity of NR1I2 protein
acacetin results in increased activity of and results in increased expression of NR1I2 protein; sulforaphane inhibits the reaction [acacetin results in increased activity of NR1I2 protein]
acacetin results in increased expression of NR1I2 mRNA 		CTD PMID:25455453 PMID:29933105 NCBI chr11:75,965,717...76,006,733
Ensembl chr11:62,460,213...62,496,658 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases expression ISO acacetin results in increased expression of PARP1 protein CTD PMID:36740148 NCBI chr13:94,839,484...94,871,295
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Ripk1 receptor interacting serine/threonine kinase 1 increases expression ISO acacetin results in increased expression of RIPK1 protein CTD PMID:36740148 NCBI chr17:31,044,983...31,077,167
Ensembl chr17:30,839,650...30,871,824 		JBrowse link
G Ripk3 receptor-interacting serine-threonine kinase 3 increases expression ISO acacetin results in increased expression of RIPK3 protein CTD PMID:36740148 NCBI chr15:33,253,071...33,262,025
Ensembl chr15:29,283,145...29,292,121 		JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases expression ISO acacetin results in increased expression of UGT1A1 mRNA CTD PMID:31621310 NCBI chr 9:96,249,143...96,256,264
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20856
    role 20816
      biological role 20814
        biochemical role 20261
          metabolite 20243
            apigenin 307
              5,7-dihydroxy-4'-methoxyflavone 22
                acacetin-7-O-beta-D-galactopyranoside 0
                acacetin-8-C-neohesperidoside 0
                isoginkgetin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20856
    subatomic particle 20854
      composite particle 20854
        hadron 20854
          baryon 20854
            nucleon 20854
              atomic nucleus 20854
                atom 20854
                  main group element atom 20777
                    p-block element atom 20777
                      carbon group element atom 20710
                        carbon atom 20704
                          organic molecular entity 20704
                            organic molecule 20649
                              organic cyclic compound 20400
                                organic heterocyclic compound 19383
                                  oxacycle 18292
                                    benzopyran 12079
                                      1-benzopyran 11825
                                        flavonoid 7283
                                          anthoxanthin 4619
                                            flavones 4619
                                              hydroxyflavone 4596
                                                trihydroxyflavone 458
                                                  apigenin 307
                                                    5,7-dihydroxy-4'-methoxyflavone 22
                                                      acacetin-7-O-beta-D-galactopyranoside 0
                                                      acacetin-8-C-neohesperidoside 0
                                                      isoginkgetin 0
paths to the root