chrysin 5,7-dimethyl ether - Ontology Report - Rat Genome Database

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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:	chrysin 5,7-dimethyl ether	go back to main search page
Accession:	CHEBI:3684	browse the term
Definition:	A dimethoxyflavone that is the 5,7-dimethyl ether derivative of chrysin.
Synonyms:	exact_synonym:	5,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one
	related_synonym:	5,7-Dimethoxyflavone; Formula=C17H14O4; InChI=1S/C17H14O4/c1-19-12-8-15(20-2)17-13(18)10-14(21-16(17)9-12)11-6-4-3-5-7-11/h3-10H,1-2H3; InChIKey=JRFZSUMZAUHNSL-UHFFFAOYSA-N; SMILES=COc1cc(OC)c2c(c1)oc(cc2=O)-c1ccccc1; chrysin dimethyl ether
	xref:	CAS:21392-57-4; HMDB:HMDB0036620; KEGG:C10029; KNApSAcK:C00001028; LIPID_MAPS_instance:LMPK12110188
	xref_mesh:	MESH:C060298
	xref:	Reaxys:285983

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Genes (18)

chrysin 5,7-dimethyl ether

term browser

Symbol

Object Name

Qualifiers

Evidence

Notes

Source

PubMed Reference(s)

RGD Reference(s)

Position

G

ATP binding cassette subfamily B member 1A

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [ABCB1 protein results in decreased uptake of Daunorubicin]; 5,7-dimethoxyflavone inhibits the reaction [ABCB1 protein results in decreased uptake of Rhodamine 123]; 5,7-dimethoxyflavone inhibits the reaction [Elacridar inhibits the reaction [ABCB1 protein results in decreased uptake of Rhodamine 123]]

NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709

G

BCL2 associated X, apoptosis regulator

multiple interactions

[5,7-dimethoxyflavone co-treated with Diethylnitrosamine] results in increased expression of BAX protein

NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368

G

Bcl2-like 1

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of BCL2L1 protein]

NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479
Ensembl chr 1:141,253,523...141,303,479

G

caspase 3

multiple interactions

5,7-dimethoxyflavone promotes the reaction [Diethylnitrosamine results in increased expression of CASP3 protein]

NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648

G

C-C motif chemokine ligand 2

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [IL1B protein results in increased secretion of CCL2 protein]

NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226

G

cyclin D1

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of CCND1 mRNA]; 5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of CCND1 protein]

NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602

G

casein kinase 2 beta

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of CSNK2B mRNA]; 5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of CSNK2B protein]

NCBI chr20:3,700,363...3,705,331
Ensembl chr20:3,698,733...3,707,133

G

catenin beta 1

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine affects the localization of CTNNB1 protein modified form]; 5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of CTNNB1 mRNA]

NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111

G

cytochrome P450, family 1, subfamily a, polypeptide 1

multiple interactions
decreases activity

5,7-dimethoxyflavone inhibits the reaction [Benzo(a)pyrene results in increased expression of and results in increased activity of CYP1A1 protein]; 5,7-dimethoxyflavone inhibits the reaction [Benzo(a)pyrene results in increased expression of CYP1A1 mRNA]; 5,7-dimethoxyflavone inhibits the reaction [Benzo(a)pyrene results in increased expression of CYP1A1 protein]
5,7-dimethoxyflavone results in decreased activity of CYP1A1 protein

PMID:15661813 PMID:15905203 PMID:16484233

NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125

G

cytochrome P450, family 1, subfamily b, polypeptide 1

multiple interactions
decreases activity

5,7-dimethoxyflavone inhibits the reaction [Benzo(a)pyrene results in increased activity of CYP1B1 protein]; 5,7-dimethoxyflavone inhibits the reaction [Benzo(a)pyrene results in increased expression of CYP1B1 mRNA]; 5,7-dimethoxyflavone inhibits the reaction [Benzo(a)pyrene results in increased expression of CYP1B1 protein]
5,7-dimethoxyflavone results in decreased activity of CYP1B1 protein

PMID:15905203 PMID:16484233 PMID:16530937

NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917

G

glycogen synthase kinase 3 beta

multiple interactions

5,7-dimethoxyflavone promotes the reaction [Diethylnitrosamine results in increased phosphorylation of GSK3B protein]

NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646

G

interleukin 1 beta

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [IL1B protein results in increased secretion of CCL2 protein]; 5,7-dimethoxyflavone inhibits the reaction [IL1B protein results in increased secretion of CXCL8 protein]; 5,7-dimethoxyflavone inhibits the reaction [IL1B protein results in increased secretion of IL6 protein]

NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415

G

interleukin 6

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [IL1B protein results in increased secretion of IL6 protein]

NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178

G

nitric oxide synthase 2

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of NOS2 protein]

NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210

G

prostaglandin-endoperoxide synthase 2

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of PTGS2 mRNA]; 5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of PTGS2 protein]

NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188

G

RELA proto-oncogene, NF-kB subunit

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of RELA mRNA]; 5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of RELA protein modified form]

NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484

G

tumor protein p53

multiple interactions

[5,7-dimethoxyflavone co-treated with Diethylnitrosamine] results in increased expression of TP53 mRNA; [5,7-dimethoxyflavone co-treated with Diethylnitrosamine] results in increased expression of TP53 protein

NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524

G

Wnt family member 3A

multiple interactions

5,7-dimethoxyflavone inhibits the reaction [Diethylnitrosamine results in increased expression of WNT3A protein]

NCBI chr10:44,034,174...44,078,366
Ensembl chr10:44,034,194...44,078,324

Term paths to the root

Path 1
Term	Annotations
CHEBI ontology	19880
role	19850
chemical role	19479
antioxidant	16148
chrysin	175
chrysin 5,7-dimethyl ether	18
Path 2
Term	Annotations
CHEBI ontology	19880
subatomic particle	19878
composite particle	19878
hadron	19878
baryon	19878
nucleon	19878
atomic nucleus	19878
atom	19878
main group element atom	19817
p-block element atom	19817
carbon group element atom	19757
carbon atom	19754
organic molecular entity	19754
organic molecule	19706
organic cyclic compound	19495
organic heterocyclic compound	18874
oxacycle	17906
benzopyran	11972
1-benzopyran	11726
flavonoid	7226
anthoxanthin	4585
flavones	4585
hydroxyflavone	4562
flavonols	4428
7-hydroxyflavonol	4393
chrysin	175
chrysin 5,7-dimethyl ether	18

paths to the root