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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 2:31,912,190...31,921,163
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 1:90,781,947...90,791,188
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 chr18:26,335,156...26,356,199
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 chr20:19,266,226...19,281,417
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 7:1,129,878...1,137,431
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 chr20:7,149,177...7,159,727
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 8:58,096,021...58,102,130
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 8:58,075,367...58,082,255
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 6:15,342,312...15,350,886
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 1:81,518,387...81,544,999
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 1:236,762,719...236,799,069
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 1:195,840,330...195,850,728
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 chr12:9,207,978...9,230,064
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 1:199,743,200...199,745,746
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 chr11:83,957,813...84,023,629
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 1:181,366,646...181,372,863
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 chr11:62,460,213...62,496,665
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 chr13:92,307,593...92,339,406
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 chr17:30,839,639...30,871,824
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 chr15:29,283,153...29,292,107
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 9:88,801,344...88,808,465
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 19874
    role 19844
      biological role 19842
        biochemical role 19549
          metabolite 19537
            apigenin 306
              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 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            organic molecule 19700
                              organic cyclic compound 19490
                                organic heterocyclic compound 18868
                                  oxacycle 17903
                                    benzopyran 11971
                                      1-benzopyran 11725
                                        flavonoid 7225
                                          anthoxanthin 4584
                                            flavones 4584
                                              hydroxyflavone 4561
                                                trihydroxyflavone 453
                                                  apigenin 306
                                                    5,7-dihydroxy-4'-methoxyflavone 22
                                                      acacetin-7-O-beta-D-galactopyranoside 0
                                                      acacetin-8-C-neohesperidoside 0
                                                      isoginkgetin 0
paths to the root